• 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
  • Corporate Memberships + Outings

    Purchase a 10/20/30 pass for your company and give your employees access to Boston Harbor all summer long. Each pass includes a 3 hour sail in one of our boats for 4 people, plus an experienced, knowledgeable instructor to be their guide. 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

Recent News

Jake Denney

Jake Denny has not set their biography yet

Hello Frostbiters,

With just two weeks left in the season, Courageous is looking to continue our string of great race days with 5+ races per day. The weather is looking gorgeous! Temps will be in the mid 40s, sunny, with a steady breeze around 10 knots from the NW. I look forward to seeing you all out there on the nicest day we will have this week!

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Hello Frostbiters!

My weekend forecast email will be coming out on Friday, this is just a friendly recap of our Valentine's Regatta (it was last week, I know, we are a little ahead of ourselves) and some important notes as we continue to smooth out bumps moving towards the end of the Frostbiting season.

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