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Monday June 8, 2026
12:30 PM - 3:30 PM    Sailing Workshops - Sailing Skills Workshop June 8th: Rigging Review & Questions
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. 
 
Tuesday June 9, 2026
12:30 PM - 3:00 PM    Sailing Workshops - Sailing Skills Workshop June 9th: Moorings
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. 
 
Wednesday June 10, 2026
12:30 PM - 3:00 PM    Sailing Workshops - Sailing Skills Workshop June 10th: Tacking and Jibing
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. 
 
Thursday June 11, 2026
12:30 PM - 3:00 PM    Sailing Workshops - Sailing Skills Workshop June 11th: Docking
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. 
 
Friday June 12, 2026
12:30 PM - 3:00 PM    Sailing Workshops - Sailing Skills Workshop June 12th: Navigating the Race Course
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. 
 
Monday June 15, 2026
9:00 AM - 11:30 AM    Adult Catboat Sailing Lessons - Adult Catboat Class June 15th-June 18th 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).
 
10:00 AM - 12:30 PM    Women on the Water (WOW) - Women on the Water June 15th-June 18th 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..
 
12:30 PM - 3:00 PM    Adult Catboat Sailing Lessons - Adult Catboat Class June 15th-June 18th 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).
 
4:30 PM - 7:00 PM    Women on the Water (WOW) - Women on the Water June 15th-June 18th 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..
 
Tuesday June 16, 2026
9:00 AM - 11:30 AM    Adult Catboat Sailing Lessons - Adult Catboat Class June 15th-June 18th 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).
 
10:00 AM - 12:30 PM    Women on the Water (WOW) - Women on the Water June 15th-June 18th 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..
 
12:30 PM - 3:00 PM    Adult Catboat Sailing Lessons - Adult Catboat Class June 15th-June 18th 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).
 
4:30 PM - 7:00 PM    Women on the Water (WOW) - Women on the Water June 15th-June 18th 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..
 
Wednesday June 17, 2026
9:00 AM - 11:30 AM    Adult Catboat Sailing Lessons - Adult Catboat Class June 15th-June 18th 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).
 
10:00 AM - 12:30 PM    Women on the Water (WOW) - Women on the Water June 15th-June 18th 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..
 
12:30 PM - 3:00 PM    Adult Catboat Sailing Lessons - Adult Catboat Class June 15th-June 18th 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).
 
4:30 PM - 7:00 PM    Women on the Water (WOW) - Women on the Water June 15th-June 18th 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..
 
Thursday June 18, 2026
9:00 AM - 11:30 AM    Adult Catboat Sailing Lessons - Adult Catboat Class June 15th-June 18th 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).
 
10:00 AM - 12:30 PM    Women on the Water (WOW) - Women on the Water June 15th-June 18th 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..
 
12:30 PM - 3:00 PM    Adult Catboat Sailing Lessons - Adult Catboat Class June 15th-June 18th 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).
 
4:30 PM - 7:00 PM    Women on the Water (WOW) - Women on the Water June 15th-June 18th 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..