• 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

Work for Courageous

At Courageous we are committed to making the highest quality sailing education accessible to the community. We rely on instructors and staff members who are both great sailors and great teachers, super dedicated and hardworking, able to handle any number of unexpected surprises the day throws their way, and enjoy working in outdoors (most of the time). Even on the most challenging days, we still think this is a great place to work because of the role we play in the community, the opportunities we offer to kids and adults, and of course the best views of Boston from land or sea.

Current openings are listed to the left. See which one works for you. We look forward to seeing you down on the Pier.

Panorama-of-the-Pier

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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 sameā€¦ 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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Pier 4, Charlestown Navy Yard, Boston, MA 02129

 

 

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