• Convenient and affordable courses, lessons, and memberships for all experience levels and interests. Sailing for Adults + Families
  • Explore. Learn. Sail! Low-cost, high-quality programs that connect city youth with Boston Harbor and Jamaica Pond. Youth Sailing
  • Sailing and rowing for kids, adults, and families on this beautiful pond located in the heart of Boston. Jamaica Pond
Thursday: Due to severe weather, there will be no sailing today.
  • 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
  • Environmentally Friendly

    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

Recent News


My Courageous Family
Youth Program
I asked all of the Youth Program staff to write blog posts for me that show what Courageous means to them and/or about a story that embodies their time at Courageous. I feel it is only fair for me to do the same… I came to Courageous in 2011 after calling Kate, the Youth Program Director, and askin...
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Courageous Has Got Talent!
Youth Program
By Allison McGuirk and Martin Weissgerber A few weeks ago, I had a front row seat to hands-down the greatest show I have ever seen: the step 1/  2 talent show.  We had been cooped up in the big tent all day because of torrential rain and lightning, so our step leaders decided that it woul...
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Role models
Youth Program
By Shamus Connelly As an older kid at an after school program when I was in fifth grade, I was told to be a good example for the other children. If I was messing around they would tell me that I needed to be a good role model, that the younger students looked up to and copied me. As an ten year old...
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Courageous Sailing- It's All in the Name
Youth Program
By John Zupkus          My most noteworthy Courageous Sailing moment came very early this season during a mini camp in the beginning of June. The Brooklyn Boulders/Courageous Sailing mini camp gave a group of 9 Boston children a chance to branch out and push their limits th...
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One fish, two fish...
Green
By Emily Hart In the last week of sailing school, we explored different fishing strategies and their effects on fish populations. We had a great time playing games! For example, to investigate hook and line fishing (pole fishing) our “fisherman” threw a very soft ball into a sea of students who wer...
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