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Monday June 22, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 22nd-June 25th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots June 22-26, 2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish June 22-26
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing June 22nd-June 25th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 22-June 26/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 22-June 26/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water June 22nd-June 25th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail June 22nd-June 26th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:00 PM
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"Simply Sail" Private Lessons - Flying Scot Simply Sail Private Lesson Monday June 22nd at 1pm
Simply Sail: A private sailing experience
Offered from June through late August, is a two hour private sailing experience for up to 4 participants per boat/booking. Instruction is offered in your choice of a Catboat or Flying Scot and will be skippered by an experienced sailor. This is an opportunity to enjoy Pleasant Bay while getting an introduction to the basics of sailing–perfect for groups of friends or families!
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots June 22nd-26th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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1:00 PM - 3:30 PM
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Women on the Water (WOW) - Women on the Water June 22nd-June 25th Afternoons
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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4:30 PM - 7:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 22nd-June 25th Evenings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots June 22 - June 25th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Intermediate Flying Scot June 22nd and 24th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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Tuesday June 23, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 22nd-June 25th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots June 22-26, 2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish June 22-26
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing June 22nd-June 25th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 22-June 26/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 22-June 26/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water June 22nd-June 25th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail June 22nd-June 26th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:00 PM
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"Simply Sail" Private Lessons - Flying Scot Simply Sail Private Lesson Tuesday June 23rd at 100pm
Simply Sail: A private sailing experience
Offered from June through late August, is a two hour private sailing experience for up to 4 participants per boat/booking. Instruction is offered in your choice of a Catboat or Flying Scot and will be skippered by an experienced sailor. This is an opportunity to enjoy Pleasant Bay while getting an introduction to the basics of sailing–perfect for groups of friends or families!
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots June 22nd-26th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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1:00 PM - 3:30 PM
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Women on the Water (WOW) - Women on the Water June 22nd-June 25th Afternoons
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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4:30 PM - 7:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 22nd-June 25th Evenings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots June 22 - June 25th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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Wednesday June 24, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 22nd-June 25th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots June 22-26, 2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish June 22-26
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing June 22nd-June 25th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 22-June 26/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 22-June 26/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water June 22nd-June 25th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail June 22nd-June 26th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:00 PM
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"Simply Sail" Private Lessons - Flying Scot Simply Sail Private Lesson Wednesday June 24th at 100pm
Simply Sail: A private sailing experience
Offered from June through late August, is a two hour private sailing experience for up to 4 participants per boat/booking. Instruction is offered in your choice of a Catboat or Flying Scot and will be skippered by an experienced sailor. This is an opportunity to enjoy Pleasant Bay while getting an introduction to the basics of sailing–perfect for groups of friends or families!
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots June 22nd-26th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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1:00 PM - 3:30 PM
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Women on the Water (WOW) - Women on the Water June 22nd-June 25th Afternoons
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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4:30 PM - 7:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 22nd-June 25th Evenings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots June 22 - June 25th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Intermediate Flying Scot June 22nd and 24th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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Thursday June 25, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 22nd-June 25th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots June 22-26, 2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish June 22-26
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing June 22nd-June 25th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 22-June 26/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 22-June 26/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water June 22nd-June 25th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 2:30 PM
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Special Abilities Fitness - Special Abilities Fun Thursday June 25th 1230-230pm
Open to participants of Shana Grogan's " Special Abilities Fitness" summer programFor more information please contact our adaptive coordinator Jeff Primeau at Primeauj@pbcb.cc
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail June 22nd-June 26th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots June 22nd-26th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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1:00 PM - 3:30 PM
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Women on the Water (WOW) - Women on the Water June 22nd-June 25th Afternoons
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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4:30 PM - 7:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 22nd-June 25th Evenings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots June 22 - June 25th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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Friday June 26, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots June 22-26, 2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish June 22-26
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 22-June 26/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 22-June 26/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 1:00 PM
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2026 Catboat Cruises - Catboat Cruise Friday June 26th 10am CREW
Join us on select dates as we cruise the bay. Open to both skills checked skippers and those who would like to be crew members.
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10:00 AM - 1:00 PM
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2026 Catboat Cruises - Catboat Cruise Friday June 26th 10am SKIPPER
Join us on select dates as we cruise the bay. Open to both skills checked skippers and those who would like to be crew members.
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail June 22nd-June 26th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:00 PM
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Kids in Cats - Kids in Cats June 26th
Kids in CatsSelected Friday's from 1230-3pm$75.00 per day.Ages 8 and up.This program is intended to introduce children to adventure sailing around Pleasant Bay and Little Pleasant Bay in our Sandpiper catboats. Led by Catboat Program instructors Julia and Peter Grumbling, participants will learn light navigation skills, beaching and anchoring, and other introductory seamanship skills while having fun. The catboat is the perfect adventure boat, allowing for some shallow water exploration of the creeks and shoals around Pleasant Bay.A great add-on for participants in M – Th “All Day Sailing”! Please note that this program is offered twice each Friday: during the morning and afternoon sessions. Students may sign up for one or both sessions, for one or many weeks!
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:00 PM
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"Simply Sail" Private Lessons - Flying Scot Simply Sail Private Lesson Friday June 26th at 100pm
Simply Sail: A private sailing experience
Offered from June through late August, is a two hour private sailing experience for up to 4 participants per boat/booking. Instruction is offered in your choice of a Catboat or Flying Scot and will be skippered by an experienced sailor. This is an opportunity to enjoy Pleasant Bay while getting an introduction to the basics of sailing–perfect for groups of friends or families!
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots June 22nd-26th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:15 PM - 7:00 PM
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Friday Night Friendly CATBOAT Races - June 26th CREW
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly CATBOAT Races - June 26th SKIPPER
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly FLYING SCOT Races - June 26th CREW
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly FLYING SCOT Races - June 26th SKIPPER
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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Monday June 29, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 29th-July 2nd Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots June 29-July 3, 2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish June 29-July 3, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing June 29th-July 2nd, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 29-July 3/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 29-July 3/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water June 29th-July 2nd Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail June 29th -July 3rd, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots June 29th-July 3rd 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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Tuesday June 30, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 29th-July 2nd Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots June 29-July 3, 2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish June 29-July 3, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing June 29th-July 2nd, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 29-July 3/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 29-July 3/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water June 29th-July 2nd Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail June 29th -July 3rd, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:00 PM
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"Simply Sail" Private Lessons - Catboat Simply Sail Private Lesson Tuesday June 30th 1:00PM
Simply Sail: A private sailing experience
Offered from June through late August, is a two hour private sailing experience for up to 4 participants per boat/booking. Instruction is offered in your choice of a Catboat or Flying Scot and will be skippered by an experienced sailor. This is an opportunity to enjoy Pleasant Bay while getting an introduction to the basics of sailing–perfect for groups of friends or families!
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots June 29th-July 3rd 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots June 30 - July 3 (Three Days Only)
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Intermediate Flying Scot June 30th and July 1st Tuesday and Wednesday
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Women on the Water (WOW) - Women on the Water June 30th-July 2 Three Day Class Evenings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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Wednesday July 1, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 29th-July 2nd Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots June 29-July 3, 2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish June 29-July 3, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing June 29th-July 2nd, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 29-July 3/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 29-July 3/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water June 29th-July 2nd Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail June 29th -July 3rd, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots June 29th-July 3rd 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots June 30 - July 3 (Three Days Only)
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Intermediate Flying Scot June 30th and July 1st Tuesday and Wednesday
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Women on the Water (WOW) - Women on the Water June 30th-July 2 Three Day Class Evenings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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Thursday July 2, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class June 29th-July 2nd Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots June 29-July 3, 2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish June 29-July 3, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing June 29th-July 2nd, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 29-July 3/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 29-July 3/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water June 29th-July 2nd Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 2:30 PM
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Special Abilities Fitness - Special Abilities Fun Thursday July 2nd 1230-230pm
Open to participants of Shana Grogan's " Special Abilities Fitness" summer programFor more information please contact our adaptive coordinator Jeff Primeau at Primeauj@pbcb.cc
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail June 29th -July 3rd, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots June 29th-July 3rd 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots June 30 - July 3 (Three Days Only)
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Women on the Water (WOW) - Women on the Water June 30th-July 2 Three Day Class Evenings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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Friday July 3, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots June 29-July 3, 2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish June 29-July 3, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 29-July 3/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ June 29-July 3/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail June 29th -July 3rd, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Sailing Workshops - Sailing Skills Work Shop July 3rd
Hone your skills and learn new ones on a variety of topics including moorings, upwind sailing, light air, and many more. Clinics and work shops are the perfect way to gain more confidence while sailing and develop new techniques. Participants will receive instruction on land and coaching on the water as they work through sailing exercises and practice to improve knowledge and skills. Participants should feel comfortable making basic maneuvers and getting on and off of moorings without an instructor on board.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots June 29th-July 3rd 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:15 PM - 7:00 PM
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Friday Night Friendly CATBOAT Races - July 3rd CREW
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly CATBOAT Races - July 3rd SKIPPER
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly FLYING SCOT Races - July 3rd CREW
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly FLYING SCOT Races - July 3rd SKIPPER
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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Monday July 6, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 6th -July 9th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots July 6-July 10,2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish July 6-July10, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing July 6th-July 9th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 6-July10/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 6-July10/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water July 6th- July9th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail July 6th-July 10th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots July 6th-July10th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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1:00 PM - 3:30 PM
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Women on the Water (WOW) - Women on the Water July 6th- July9th Afternoons
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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4:30 PM - 7:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 6th -July 9th Evenings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots July 6th - July 9th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Intermediate Flying Scot July 6th and July 8th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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Tuesday July 7, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 6th -July 9th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots July 6-July 10,2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish July 6-July10, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing July 6th-July 9th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 6-July10/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 6-July10/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water July 6th- July9th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail July 6th-July 10th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots July 6th-July10th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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1:00 PM - 3:30 PM
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Women on the Water (WOW) - Women on the Water July 6th- July9th Afternoons
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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4:30 PM - 7:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 6th -July 9th Evenings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots July 6th - July 9th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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Wednesday July 8, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 6th -July 9th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots July 6-July 10,2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish July 6-July10, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing July 6th-July 9th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 6-July10/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 6-July10/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water July 6th- July9th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail July 6th-July 10th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots July 6th-July10th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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1:00 PM - 3:30 PM
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Women on the Water (WOW) - Women on the Water July 6th- July9th Afternoons
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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4:30 PM - 7:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 6th -July 9th Evenings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots July 6th - July 9th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Intermediate Flying Scot July 6th and July 8th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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Thursday July 9, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 6th -July 9th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots July 6-July 10,2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish July 6-July10, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing July 6th-July 9th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 6-July10/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 6-July10/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water July 6th- July9th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 2:30 PM
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Special Abilities Fitness - Special Abilities Fun Thursday July 9th 1230-230pm
Open to participants of Shana Grogan's " Special Abilities Fitness" summer programFor more information please contact our adaptive coordinator Jeff Primeau at Primeauj@pbcb.cc
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail July 6th-July 10th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:00 PM
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"Simply Sail" Private Lessons - Catboat Simply Sail Private Lesson Thursday July 9th at 1:00PM
Simply Sail: A private sailing experience
Offered from June through late August, is a two hour private sailing experience for up to 4 participants per boat/booking. Instruction is offered in your choice of a Catboat or Flying Scot and will be skippered by an experienced sailor. This is an opportunity to enjoy Pleasant Bay while getting an introduction to the basics of sailing–perfect for groups of friends or families!
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots July 6th-July10th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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1:00 PM - 3:30 PM
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Women on the Water (WOW) - Women on the Water July 6th- July9th Afternoons
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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4:30 PM - 7:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 6th -July 9th Evenings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots July 6th - July 9th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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Friday July 10, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots July 6-July 10,2026
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish July 6-July10, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 6-July10/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 6-July10/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail July 6th-July 10th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:00 PM
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Kids in Cats - Kids in Cats July 10th
Kids in CatsSelected Friday's from 1230-3pm$75.00 per day.Ages 8 and up.This program is intended to introduce children to adventure sailing around Pleasant Bay and Little Pleasant Bay in our Sandpiper catboats. Led by Catboat Program instructors Julia and Peter Grumbling, participants will learn light navigation skills, beaching and anchoring, and other introductory seamanship skills while having fun. The catboat is the perfect adventure boat, allowing for some shallow water exploration of the creeks and shoals around Pleasant Bay.A great add-on for participants in M – Th “All Day Sailing”! Please note that this program is offered twice each Friday: during the morning and afternoon sessions. Students may sign up for one or both sessions, for one or many weeks!
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots July 6th-July10th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:15 PM - 7:00 PM
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Friday Night Friendly CATBOAT Races - July 10th CREW
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly CATBOAT Races - July10th SKIPPER
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly FLYING SCOT Races - July 10th CREW
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly FLYING SCOT Races - July 10th SKIPPER
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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Monday July 13, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 13th -July 16th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots July 13-July 17
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish July 13-July17, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing July 13th-July 16th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 13-July17/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 13-July17/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water July 13th- July 16th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 13th -July 16th Afternoons
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail July 13th-July 17th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots July13th-July 17th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots July 13th - July 16th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Intermediate Flying Scot July 13th and July 15th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Women on the Water (WOW) - Women on the Water July 13th- July 16th Evenings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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Tuesday July 14, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 13th -July 16th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots July 13-July 17
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish July 13-July17, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing July 13th-July 16th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 13-July17/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 13-July17/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water July 13th- July 16th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 13th -July 16th Afternoons
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail July 13th-July 17th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:00 PM
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"Simply Sail" Private Lessons - Catboat Simply Sail Private Lesson Tuesday July 14th at 1:00
Simply Sail: A private sailing experience
Offered from June through late August, is a two hour private sailing experience for up to 4 participants per boat/booking. Instruction is offered in your choice of a Catboat or Flying Scot and will be skippered by an experienced sailor. This is an opportunity to enjoy Pleasant Bay while getting an introduction to the basics of sailing–perfect for groups of friends or families!
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots July13th-July 17th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots July 13th - July 16th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Women on the Water (WOW) - Women on the Water July 13th- July 16th Evenings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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Wednesday July 15, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 13th -July 16th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots July 13-July 17
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish July 13-July17, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing July 13th-July 16th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 13-July17/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 13-July17/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water July 13th- July 16th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 3:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 13th -July 16th Afternoons
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail July 13th-July 17th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots July13th-July 17th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots July 13th - July 16th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Intermediate Flying Scot July 13th and July 15th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Women on the Water (WOW) - Women on the Water July 13th- July 16th Evenings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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Thursday July 16, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:00 AM - 11:30 AM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 13th -July 16th Mornings
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots July 13-July 17
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish July 13-July17, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Advanced All-Day Sailing for Teens & Tweens / Ages 10+ / Summer 2026 - Advanced All Day Sailing July 13th-July 16th, 2026
All-Day Sailing (for Teens and Tweens!)Monday through Thursday, 9:30 AM – 3 PM$675/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind.Students will sail Flying Scots in the mornings with a group of their peers and an instructor. As older and more experienced sailors, they will become comfortable sailing the boats as a team, practice making moorings, and may participate in some friendly races. In the afternoons, this group will join the Adventure Sailing group.We thoroughly enjoyed running this first-year program in 2025 and are excited to continue to offer this course! Students should bring a bagged lunch to enjoy with their peers and our staff from noon – 12:30 PM, between AM and PM sailing sessions.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 13-July17/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 13-July17/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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10:00 AM - 12:30 PM
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Women on the Water (WOW) - Women on the Water July 13th- July 16th Mornings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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12:30 PM - 2:30 PM
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Special Abilities Fitness - Special Abilities Fun Thursday July 16th 1230-230pm
Open to participants of Shana Grogan's " Special Abilities Fitness" summer programFor more information please contact our adaptive coordinator Jeff Primeau at Primeauj@pbcb.cc
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12:30 PM - 3:00 PM
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Adult Catboat Sailing Lessons - Adult Catboat Class July 13th -July 16th Afternoons
Registration for 2026 Catboat classes will open on Wednesday, February 25th at 10 AMUsing the uniquely versatile catboat as our vessel of choice, the Catboat Program focuses on developing sailing skills through a series of courses designed to help participants reach their potential regardless of their previous experience. The Catboat Program began in 2019 by Suzanne Leahy, who brought her love of sailing and catboats together to create a community of PBCB catboaters. Peter Grumbling will succeed Suzanne as Catboat Program Coordinator. Peter has been instrumental in growing the program to what it is today as it continues to evolve to include classes encompassing all levels, a Friday racing series, participation in sailing events and Bay-wide catboat cruises; the goal of the program is to foster independence and confidence. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knots and teamwork. Our instructors are knowledgeable and adept at teaching to each participant’s needs. Each class consists of one instructor and two participants per boat, rotating instructors throughout the week, which adds to your experience of teaching and sailing styles.Our fleet of Marshall Sandpipers is the foundation of the program. They are a versatile teaching boat having all the wonderful catboat characteristics: stability, large cockpit and ability to shorten sail. Our fleet is well-maintained, and all equipment is updated annually as needed. It is from this solid foundation that our instructors can successfully teach!Catboat classes and programs are open to adults 18 years or older and run from mid-June through August. Classes will meet in the catboat shop (the garage doors are directly next to our parking lot).
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail July 13th-July 17th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots July13th-July 17th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:30 PM - 7:00 PM
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Adult Flying Scot Sailing Lessons - Adult Beginner Flying Scots July 13th - July 16th
The Flying Scot is a 19-foot centerboard sailboat designed for family sailing and racing. It’s known for being easy to sail, store, rig, and transport. The Flying Scot program focuses on developing sailing skills through a series of courses designed to help participants reach their sailing potential.Beginner Flying ScotsMonday through Thursday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$450/weekThis course if open to any person who has never sailed before, needs a refresher, or has sailed before but not in a Flying Scot. The course runs for four consecutive days and allows participants to experience varying weather conditions and instructor teaching styles while learning the basic sailing principles and skills. Many participants take this entry level course more than once before moving to the next level.Intermediate Flying ScotsMonday and Wednesday, 4:30 – 7 PMIf any weather-related cancellations occur during the week, your make up lesson will be offered on Friday evening. Please reserve the Friday evening of your course.$225/weekThis course expands on the basic building blocks from the Beginner class. The goal of this course is to gain confidence and independence, working towards becoming a solo skipper. This class is often repeated more than once by participants hoping to pass a skills check, which allows sailors to rent boats independently at PBCB.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Catboat Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Pleasant Bay Pass Holder Rentals - Evening Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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4:30 PM - 7:00 PM
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Women on the Water (WOW) - Women on the Water July 13th- July 16th Evenings
Registration for all 2026 Women on the Water program classes will open on Tuesday, February 24th at 10 AM.
PBCB’s “Women on the Water” is a unique sailing program designed and taught by women, for women. Our goal is to provide welcoming and accessible opportunities—no experience necessary. We welcome beginners, those returning to the sport, and returning Women on the Water participants looking to challenge themselves. Classes are hands-on and focus on building self-reliance, independence, teamwork, resourcefulness, and critical thinking skills in a supportive, on-the-water learning environment. Participants will learn and practice fundamental sailing skills, including basic seamanship, sailing terminology and parts of the boat, boat handling and maneuvers, points of sail, knot-tying, and on-the-water communication. Classes begin in June and run through late August. We provide the boats, materials, and instructors—we just need you! Each session includes a brief chalk talk lesson followed by approximately two hours of sailing on beautiful Pleasant Bay. Through a generous donation from a local family foundation, scholarships are available for this program.Click the link below to apply for a WOW Scholarship!If you are not applying for a scholarship full payment is required when registering..
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Friday July 17, 2026
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8:30 AM - 11:30 AM
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Beginner OPTI racing/ Ages 8+/Summer 2026 - Youth Beginner OPTI Racing
Beginner Opti RacingMonday through Friday, 8:30 – 11:30 AM$2,400/8-week seasonAges 8+This class prepares students to independently rig, skipper, and race. Beginner and intermediate-level sailors are welcome, but students should be generally comfortable and confident on the water. Optis are single-handed vessels that are supervised by a nearby powerboat.If your sailor has not previously participated in the OPTI program, it is highly recommended you reach out to our Program Director Ali @ Hoguea@pbcb.cc to get more information on this program.
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9:30 AM - 12:00 PM
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Beginner Youth Flying Scots / Ages 6-10 / Summer 2026 - Youth Flying Scots July 13-July 17
Open to ages 6 – 10 (older sailors, see Teen Flying Scots) Beginner to intermediate sailors will learn basic sailing skills on board a 19′ Flying Scot. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.Registration begins February 26th at 10:00am.Monday through Friday, 9:30 AM – noon $425/week Ages 6-10June 22-August 14, 2026
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9:30 AM - 12:00 PM
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Intermediate Youth Sunfish / Ages 9-17 / Summer 2026 - Youth Intermediate Sunfish July 13-July17, 2026
SunfishMonday through Friday, 9:30 AM – noon$425/weekAges 9+Open to ages 9-17. Sailors should already be comfortable with all skills covered in our beginner level classes. They will sail independently or with a peer as the instructor coaches from a coach boat. This course involves practicing safety position and capsize drills. Kids will work on sailing upwind effectively, sailing a course, getting out of irons, and safely leaving/returning to the beach.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 13-July17/ Ages 10-14
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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9:30 AM - 3:00 PM
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Sailing & Science Summer Camp / Summer 2026 - Sailing & Science Summer Camp/ July 13-July17/ Ages 7-9
The Sailing & Science Camp program pairs a half day of discovery science and exploration with a half day of sailing. Campers are split in half by age and one group spends the morning with our science staff while the other sails. (Your camper will be in a group with other kids their age!) The two groups swap at lunch. During science class campers may travel to Strong Island to explore marine habitats, observe wildlife on our cranberry bog nature walks, conduct classroom experiments, play games, and enjoy a trip on our floating classroom, the Friend. On the water, they will be sailing, kayaking and rowing, rigging boats and more.On the water campers will be sailing in Flying Scot sailboats and learning basic sailing skills. Topics covered will be safety on the water, reading the wind, parts of the boat and sail, rigging, mooring procedures, steering, tacking and jibing.Financial Policy for All Classes at PBCB:Full payment is due upfront, at the time of registration. Classes can be dropped minus a $100.00 cancellation fee per class, up until May 15th. After May 15th refunds, minus a $100.00 cancellation fee per class, will only be issued if a full paying replacement participant registers for the dropped spot.Please contact Ellen at info@pbcb.cc or 508-945-7245 prior to registering if you would like to set up a payment plan or apply for a scholarship.
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12:30 PM - 3:00 PM
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Advanced Youth Adventure Sail / Ages 10+ / Summer 2026 - Youth Adventure Sail July 13th-July 17th, 2026
Adventure SailingMonday through Friday, 12:30 – 3 PM$425/weekAges 10+Open to sailors ages 10+ who are independent skippers and fully confident with general rigging and skippering. Sailors should already be able to tack, jibe, avoid/get out of irons, and sail upwind. Students will fine tune their skills by exploring the bay or participating in friendly races. This class will most often use our Sunfish fleet, but instructors may also invite students to try 420 sailing, depending on wind conditions and student skill level.
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12:30 PM - 3:00 PM
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Kids in Cats - Kids in Cats July 17th
Kids in CatsSelected Friday's from 1230-3pm$75.00 per day.Ages 8 and up.This program is intended to introduce children to adventure sailing around Pleasant Bay and Little Pleasant Bay in our Sandpiper catboats. Led by Catboat Program instructors Julia and Peter Grumbling, participants will learn light navigation skills, beaching and anchoring, and other introductory seamanship skills while having fun. The catboat is the perfect adventure boat, allowing for some shallow water exploration of the creeks and shoals around Pleasant Bay.A great add-on for participants in M – Th “All Day Sailing”! Please note that this program is offered twice each Friday: during the morning and afternoon sessions. Students may sign up for one or both sessions, for one or many weeks!
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12:30 PM - 3:30 PM
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Opti Race Team / Ages 10+/ Summer 2026 - OPTI Race team / June 22-August 14, 2026
AdvancedOpti Racing TeamMonday through Friday, 12:30 – 3:30 PM$2,600/8-week seasonAges 10+This class builds upon basic racing techniques and prepares students to compete in local regattas, if they choose. Students should be able to rig and sail their Optis independently. To participate in this course, your sailor should have taken a summer of Beginner Opti Racing or have similar experience from another organization.It is highly recommended you reach out to our Program Director , Ali Hogue at Hoguea@pbcb.cc before signing a sailor up if they have not participated in an OPTI class at PBCB.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Flying Scot Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Pleasant Bay Pass Holder Rentals - Afternoon Sunfish Rentals
Open to 2026 Pleasant Bay Pass Holders who have previously completed and passed a skills assessment with a member of PBCB's waterfront staff. To purchase a pass please click the link below.https://pbcb.cc/boat-kayak-rentals/pb-pass/To schedule a skills assessment in order to buy a pass, please call 508-945-7245 Monday through Friday from 9am to 3pm.
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1:00 PM - 3:30 PM
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Teen Beginner Flying Scots / Ages 11-17 / Summer 2026 - Teen Flying Scots July13th-July 17th, 2026
Teen Flying ScotsMonday through Friday, 1 – 3:30 PM$425/weekAges 11+Beginners will learn the basics of sailing on board a Flying Scot sailboat. Students are assigned to small groups of similar age/experience level and sail with an instructor. This course aims to teach proper rigging/derigging, general water safety, tacking and jibing, and introduces the points of sail.
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4:15 PM - 7:00 PM
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Friday Night Friendly CATBOAT Races - July 17th SKIPPER
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly CATBOAT Races - July17th CREW
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly FLYING SCOT Races - July 17th CREW
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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4:15 PM - 7:00 PM
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Friday Night Friendly FLYING SCOT Races - July 17th SKIPPER
Racing is a fun and challenging way to get more out of the sport of sailing. It provides an opportunity to reinforce and build your sailing skills while becoming part of a friendly community. Fine tune your boat handling skills through friendly competition. Skills checked sailors that have purchased a RACE PASS are welcome to skipper. If you wish to bring a crew that is also a skills checked sailor they as well need to have a RACE PASS, please have the sign up individually as "skills checked crew"Registration for each week will open the Monday prior to the race.You must sign up for each individual race you would like to participate in. Skills checked pass holders who want to crew and do not have a specified skipper are also welcome. Please also sign up as "skills checked crew". A Skipper's meeting will be held at 4:15 PM on the dock and all crew should be ready to go out by 4:30 PM. We will race until approximately 7 PM. Directly following the races, please join us on the bluff for a complimentary BBQ. PBCB will supply hamburgers, cheese, hot dogs, rolls, chips, paper products/cutlery, and condiments. Please feel free to bring your own beverages and/or a side to share. Post BBQ clean up will be a group effort.
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