• Explore. Learn. Sail! Low-cost, high-quality programs that connect city youth with Boston Harbor and Jamaica Pond. Youth Sailing
  • Convenient and affordable courses, lessons, and memberships for all experience levels and interests. Sailing for Adults + Families
  • Sailing and rowing for kids, adults, and families on this beautiful pond located in the heart of Boston. Jamaica Pond
  • Support Courageous Kids

    As 2014 draws to a close, Courageous is celebrating a successful year of teaching sailing and more to Boston kids, and looking ahead to next year. Please consider supporting Courageous in our mission to provide high-quality summer learning opportunities for the kids who need them most by making a tax-deductible donation to our Annual Appeal before December 31. Read More
  • Awareness Campaign

    See our new awareness campaign made by Hill Holliday and Courageous board member, Joe Berkeley. The campaign captures the essence of the Courageous Sailing mission and its impact on Boston kids. Read More
  • Leadership + Growth

    Through this 7-week summer job-training program, students make the transition from student to instructor, developing their abilities to teach, lead, and inspire the next generation of Courageous kids. Read More
  • Environmentalism at Courageous

    Courageous is wind powered, but we do more than just use natual energy sources. For the past several years, our youngsters have been learning about marine biology and ocean cleanup through award winning partner programs. Read More

Our Fleet


 

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.

Frostbiting Week 10: Winter Series Ends, Frostbiting Rolls On with Valentine's Day Regatta
Frostbite
Thanks to everyone coming out this past Saturday, and helping us get 23 boats on the line in some very chilly conditions! Throughout the day, we had steady wind around 8-10 knots. Current was sweeping across the course, going out of the harbor, and seeming to slack through the afternoon. In the firs...
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Frostbiting Week 4: There is always a lot to learn.
Frostbite
Hello Frostbiters, I trust that everyone had a great weekend and Nate ran things well in my absence. Before this week's guest blog by Mark, I have two announcements to share. We have two special events this upcoming Saturday, Rules Clinic, at Seaport School, this Saturday, December 20, 9:30-11am...
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Week 3 Recap: Overtaking at the Windward Mark
Frostbite
 I hope you are all staying warm and dry today. It is one of those days that you don't have to walk far before you look like you've fallen off the dock or been swept overboard. The good news is that this weekend should be warm (high of 45) and dry, with NW winds around 10 knots. I am taking a...
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Frostbing Week Two- Starts Are Hard
Frostbite
Barge- Move forcefully or roughly. Push, Shove, Force. "We can't just barge into a private garden party." or "Barging in at the start line causes havoc and makes Courageous staff anxious and competitors angry." Yes, this week's recap is about starts, and in particular, barging. Which there was a ...
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Week 1 Brings Great Weather, Great Racing
Frostbite
Current was coming straight down the course all day, making starts difficult at first. As the current slacked, the fleet was still pushing hard and we had several boats OCS, but no general recals occured.  In Race 1, the boats starting pin got over into a nice lefty shift, and were able to t...
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Pier 4, Charlestown Navy Yard, Boston, MA 02129

 

 

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