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Thursday September 18, 2025
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
4:00 PM - 6:30 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
4:00 PM - 6:30 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
Friday September 19, 2025
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
1:00 PM - 3:30 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
4:00 PM - 6:30 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
4:00 PM - 6:30 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
Tuesday September 23, 2025
1:00 PM - 4:00 PM    2025 Catboat Cruises - Catboat Cruise September 23rd 1:00pm-4:00pm CREW MEMBER
Join us on select Friday's from 1:00-3:30pm as we cruise the bay. Open to both skills checked skippers and those who would like to be crew members.
 
1:00 PM - 4:00 PM    2025 Catboat Cruises - Catboat Cruise Tuesday September 23 1:00pm-4:00pm SKIPPER
Join us on select Friday's from 1:00-3:30pm as we cruise the bay. Open to both skills checked skippers and those who would like to be crew members.
 
Wednesday September 24, 2025
12:30 PM - 3:00 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
12:30 PM - 3:00 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
3:30 PM - 6:00 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
3:30 PM - 6:00 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
Thursday September 25, 2025
12:30 PM - 3:00 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
12:30 PM - 3:00 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
3:30 PM - 6:00 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
3:30 PM - 6:00 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
Friday September 26, 2025
12:30 PM - 3:00 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
12:30 PM - 3:00 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
3:30 PM - 6:00 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
3:30 PM - 6:00 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
Saturday September 27, 2025
12:30 PM - 3:00 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
12:30 PM - 3:00 PM    Pleasant Bay Pass Holder Boat Rentals - Afternoon Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
3:30 PM - 6:00 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Catboat Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
3:30 PM - 6:00 PM    Pleasant Bay Pass Holder Boat Rentals - Evening Flying Scot Rentals
Update 09/17/25The week of September 21st we will be offering limited rentals Wednesday the 24th through Saturday September 27th. Time blocks will be 1230pm to 3pm and 330pm to 6pm. Open to 2025 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.
 
Tuesday September 30, 2025
9:30 AM - 11:30 AM    Rewilding Sipson Island a Native Plant Walk Tuesday September 30th - Rewilding Sipson Island Walk and Talk Tuesday September 30th at 9:30am with Captain Pete/Andrew
Join two members of the Sipson Island Land Management Committee for a “walk and talk” where they will point out the native flora and describe how volunteers and staff from Wilkinson Environmental Design have worked to creative natural native plant communities by removing invasive species and restoring the native plants on 22 acres of Sipson Island in the middle of Pleasant Bay. Attendees will be brought out to Sipson on the PBCB floating classroom and we will walk the entire island upland area along wide trails.  Please dress appropriately as there are ticks and weather can be variable – even on different sides of the island.About Louise Wasley: Louise has been an avid gardener since she was young. She owned a fine gardening company based in Chatham for many years and completed the Master Gardener program in 2014. She continues to volunteer and take courses. She has been working with Sipson Island Trust and the Land Management Committee since 2023. Throughout the removal of the invasives, SIT has worked diligently to restore the disturbed areas with native plantings.About Gary Bowden: Gary has been working with Sipson Island Trust and its Land Management Committee since 2022, just as the Trust was working to bring down the three homes and continue its work to rewild 22 acres of natural beauty. Gary is a resident of Orleans and been active gardener and educator since retiring and relocating from Washington DC. He completed his Master Gardener certification in 2019 and was a founding member of the Pollinator Pathway Cape Cod. He also is currently on the Board of the Orleans Conservation Trust.The tour will initiate at Pleasant Bay Community Boating located at 2287 Route 28 in Harwich. Please park in the large gravel lot and proceed to the boat house. There is limited handicap parking available at 661 Route 28, Orleans. You will travel to Sipson Island on board our electric pontoon boat " Friend'. All attendees will be required to wear a life jacket that PBCB will provide. Please dress for the elements as the weather can be quite different on the water and on the island. 
 
Tuesday October 7, 2025
9:30 AM - 11:30 AM    A guided bird walk of Pleasant Bay - A guided Pleasant Bay Bird Walk
Join us on a guided bird walk on the islands of Pleasant Bay. We will travel aboard PBCB's electric pontoon boat "Friend" to one of Pleasant Bay's island to explore.The trips will be lead by Fi Lowry. Fi has been delighted to discover that world class birding is right here under our noses and she looks forward to introducing PBCB participants to the extraordinary bird migration that flows across the tidal flats of Pleasant Bay in fall. With a background as CEO of an international tour operating business and a Fellow of the Royal Geographical Society, Fi Lowry has been designing and leading birding trips worldwide for 30 years including to Europe, the Middle East, the Caribbean, Central and South America and many African countries - everywhere from Iceland to the Danube delta, Bolivia to Patagonia, Ethiopia to Namibia, Oman to Bhutan and the Galapagos islands to Madagascar.She has participated in many scientific expeditions including the original ornithological survey of Yemen and Socotra island, the Cyprus Akamas peninsula migration survey, the Ascension island endemic bird counts and the ICBP migration study in Senegal. A “wash-ashore“ on Cape Cod for the last decade, Fi has been delighted to discover that world class birding is right here under our noses and she looks forward to introducing you to the extraordinary bird migration that flows across the tidal flats of Pleasant Bay in the fall.