Courageous Sailing at Jamaica Pond

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Courageous Sailing at Jamaica Pond Courageous Sailing is a 501(c)(3) non-profit community sailing center This two-time America’s Cup winner lent its name to Courageous Sailing in the late 1980s.

Mission:

To transform lives through sailing programs that inspire learning, personal growth and leadership. Vision

To embrace sailing as a platform for life-long learning and growth; to be a center of sailing excellence committed to removing barriers to access for all Boston youth, the public and people with physical and intellectual challenges. History:

Courageous Sailing was established in 1987 as a 501(c)(3) by the late South Boston sailing enthusiast Harry McDonough. It was Harry’s dream to use sailing to build character and camaraderie among Boston children from all economic and ethnic backgrounds. For 25 years, we have continued to grow and deliver our mission to transform children’s lives through sailing programs that inspire learning, personal growth and leadership. In Harry’s words, “Every child’s perspective is improved 50-yards off-shore.”

Courageous is now a nationally recognized year-round educational center for community sailing and youth development. Courageous offers Boston-area youth free and low-cost out-of-school-time programs in sailing, environmental education, job skills development, and leadership training. In 2011 we were honored to be named one of the top 10 community sailing programs nationwide by both US Sailing and Sail Magazine. How Courageous Got Its Name:

The America’s Cup 12 meter “Courageous” once lived at Pier 4 in the Navy Yard. The boat now resides at the Museum of Yachting in Newport, Rhode Island, where it has been restored and is still being raced.

Take a look back on an incredible season in our Youth Program Impact Report! In this overview, you’ll find the programs,...
10/30/2026

Take a look back on an incredible season in our Youth Program Impact Report! In this overview, you’ll find the programs, numbers, and stories behind the smiles on Pier 4 and at Jamaica Pond. Thank you for being part of the community that makes these transformative opportunities possible for Courageous kids!

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Sailing movie alert! Today is opening night for Mighty Mary, a documentary about the first all-women America's Cup team ...
09/11/2026

Sailing movie alert! Today is opening night for Mighty Mary, a documentary about the first all-women America's Cup team narrated by and directed by . Come to opening weekend and see some badass women in action! It's at AMC Boston Common:
Friday, September 11 - 7:15pm
Saturday, September 12 - 1:00pm
Sunday, September 13 - 2:15pm

Our Swim Sail Science program at Jamaica Pond had a great time hosting Chief Magaly Sanchez and the Boston Public School...
07/30/2026

Our Swim Sail Science program at Jamaica Pond had a great time hosting Chief Magaly Sanchez and the Boston Public Schools team! We're so grateful to Boston Public Schools for their commitment to , and glad to partner to make sure our kids have a fantastic summer of learning and fun.

Equitable access TO the water starts with comfort IN the water... that's why swimming lessons are such a critical part o...
12/09/2025

Equitable access TO the water starts with comfort IN the water... that's why swimming lessons are such a critical part of our Swim Sail science program. Your tax-free donation (courageoussailing.org/donate) helps Courageous kids feel confident and welcome, on and in the water.

Address

507 Jamaicaway
Jamaica Plain, MA
02130

Opening Hours

Monday 12pm - 5:30pm
Wednesday 12pm - 5:30pm
Thursday 12pm - 5:30pm
Friday 12pm - 5:30pm
Saturday 10am - 5:30pm
Sunday 10:30am - 5:30pm

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