• 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
  • 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

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

Don’t eat the creatures!
Green
By Emily Hart This week we had our first group of Step 1 students in the sailing school. As the youngest learners, we hope to keep them coming back for years and it’s important to get them excited about Boston Harbor! We had a great discussion about the animals they see in the harbor and played a W...
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Step 4: Cruising learning lessons!
Youth Program
Written by Step 4 Assistant Leader, Ian Hay Today I regained my faith in adolescents’ possession of common sense. The day was intolerably muggy and boat assignments seemed dubious as I watched my students tack deep close reach to deep close reach up out of the Mystic. We had already narrowly escape...
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Welcome back to Environmental Education at Courageous Sailing!
Green
By Emily Hart, 2014 Environmental Education Program Coordinator: I’m excited for my first summer at Courageous as the Environmental Education Program Coordinator. We’ve had a great first week! We have two initiatives this summer to encourage staff and students to take positive actions on environme...
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Day 4 of the Challenge
Challenge
By Judith Krimski Ladies in da House! This intrepid reporter, AKA Master of the Obvious has noticed that WOAH! THE LADIES are dominating Corporate Challenge 2014. We racing sailors are all cognizant of the fact that sailing is a male dominated sport. I am reminded of this every time I go to a Lase...
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June 16- Day 3 Recap
Challenge
Monday, June 16. By resident Challenge Blogger Judith Krimski.  Yes, there was more of that sailboat racing stuff on Boston Harbor. Winds veering from easterly sea breeze to SW. It never fails. Just another stellar night on Boston Harbor and my "happiness quotient" is a solid 9.99999. Every t...
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