Our Fleet

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Courageous is fortunate to have a fleet of over 50 sailboats ranging from our International Class Laser & 420 dinghies to our full-size cruising boats.  Our core Learn to Sail, day-sailing and one-design fleet consists of 24 Rhodes 19's.  For more advanced one-design racing and performance sailing we have 9 J/22s.  From there members can up their game to our larger cruising boats, perfect for day and overnight trips to the harbor islands.

Getting Started

Never been sailing? Get ready for the ultimate adventure! In just one lesson you'll be out on the water. If you like it—which we're sure you will—before long you'll be skippering a boat, racing on a team, or cruising around the harbor islands. If you stick with it, one day you could even be a Courageous instructor!  While you're on the water, you're going to learn lots about the environment and get to practice some pretty important life skills, too. From fishing off our pier to overnight island camping trips, you'll be having fun on adventure after adventure, all year long!

Read the website and still have questions? Email your questions to Ashton Smith at ashton@courageoussailing.org or call 617-242-3821.



Courageous Mainsail Partners


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