• 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
  • 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
  • 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
  • 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

youth_4_laserSchool Programs

Expanding youth sailing beyond its traditional summertime boundaries, Courageous has a growing range of spring and fall offerings.

We have spring and fall programs specifically tailored to the needs of local public schools, advanced after-school programs for our summer sailors who want a little extra practice, and programs for groups of first-time sailors who want a taste of what it feels like out on the water.

After-School Sailing

This program in Jamaica Plain is open to students who have sailed with us during the summer in Step 3 or above. This is an open time for students to practice the new skills learned over the course of the summer. Some sessions may have a specific focus, such as racing or cruising. After-School sailing is at Jamaica Plain locations.

School Programs

Courageous Sailing partners with public schools throughout the city to offer specially tailored programs that will enhance your students' experiences. These programs are offered at Jamaica Plain only and schools must be Boston Public Schools. Past school partners include The Young Achievers Pilot School for Math and Science, Codman Academy, and the JP Manning School. To find out if your school can participate, call Kate Henderson at (617) COURAGE ext. 12.

High School Sailing

Several competitive high school sailing teams train at Courageous' sites in Charlestown or Jamaica Pond. Whether a school is putting together a team for the very first time or has an already established team that needs a new place to sail, Courageous has been able to come through for local schools.

Current high schools that sail at Courageous include BB&N, Boston Latin, and Codman Academy. To find out if your high school can participate, call Kate Henderson at 617.COURAGE [268-7243] ext. 12

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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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Welcome to the 2014-2015 Frostbiting Fleet!
Frostbite
Our first day is in just two weeks (November 15), so what should you be expecting? The best racing in Boston, with 25 boats on the line Newly re-painted and buffed R19s Evenly tuned boats (so no adjusted rigging!) Experienced support boat and RC staff A great group of highly skilled and c...
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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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