In Cooperation with the Boston Parks & Recreation Department, Courageous Sailing is pleased to offer boat rentals and lessons to Boston residents and visitors, young and old, on historic Jamaica Pond. Here, Courageous rents rowboats, kayaks, and sailboats, in addition to offering a variety of sailing lessons and programs for both youth and adults. For the latest news and updates, follow us on Facebook and Twitter.
Come visit one of Boston's most beautiful hidden gems and escape the summer city heat, affordably. The Jamaica Pond Boat House is located beside the heart of Jamaica Plain, one of Boston's most culturally rich neighborhoods. Make a day of it and visit the many eclectic shops and fine restaurants of Centre and South Streets.
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Please note: During the months of July and August, the fleet availability is limited to rowboats and kayaks before 4pm on weekdays. During this time, Courageous Sailing runs educational summer programs for local youth. Thank you for your understanding.
We may suspend operations or close early due to a weather event. Call ahead or check our Facebook Page for the latest updates.
To rent a sailboat, you must complete a one-time sailing skills checkout ($20) with one of our staff members. This check out must be scheduled in advance, either by phone, by email, or in person. You will be granted a free hour of sailing if your checkout is successful. If you need to brush up on your sailing skills, our staff will be happy to advise you on a sail training program.
Click here to sign our waiver before heading to the boathouse! Waivers must be signed once-per-season by everyone prior using the JP dock or fleet.