Courageous Sailing at Jamaica Pond

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 19

87 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.

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.

At the Pond, summer is about more than just sailing--it's about making it possible for kids from all walks of life to le...
11/21/2025

At the Pond, summer is about more than just sailing--it's about making it possible for kids from all walks of life to learn and thrive with Courageous. Please head to courageoussailing.org/donate to help make sure that all kids have access to Courageous programs and support at the Pond! Whether you can donate $10 or $10,000, your gift will make a difference!

Bonus days are underway!  ☀️ We are taking full advantage of this terrific forecast. 😎 Join us for sup yoga this Sunday ...
09/27/2025

Bonus days are underway! ☀️ We are taking full advantage of this terrific forecast. 😎 Join us for sup yoga this Sunday at 10:30am and sunset practice next Wednesday at 5:30pm. 🏄‍♀️🧘‍♂️

OPEN ON THE FOURTH OF JULY!! 12-8! Come rent one of our boats and enjoy the nice weather!! 🇺🇸⭐️🎇
07/03/2025

OPEN ON THE FOURTH OF JULY!! 12-8! Come rent one of our boats and enjoy the nice weather!! 🇺🇸⭐️🎇

Happy (early) 4th of July!Join us for sunset yoga on the water tomorrow evening, Wednesday, July 2, 6-7:30pm. 🏄‍♂️🧘🏼‍♀️ ...
07/01/2025

Happy (early) 4th of July!
Join us for sunset yoga on the water tomorrow evening, Wednesday, July 2, 6-7:30pm. 🏄‍♂️🧘🏼‍♀️ We also have a few boards available for class this Sunday morning, July 6, 10:30am-12pm. Summer is here, but it won’t last long, so make the most of it! To enroll, use the link in bio. Or call the boathouse at (857)-452-1770.

06/25/2025
So grateful to Kiersten and Heartfelt Harmonies Charity for donating an AED to the Jamaica Pond Boathouse! This donation...
05/13/2025

So grateful to Kiersten and Heartfelt Harmonies Charity for donating an AED to the Jamaica Pond Boathouse! This donation will do so much to help keep everyone who enjoys Jamaica Pond safe--thank you! Please help us spread the word that an AED is available in the Boathouse in case of emergencies. ❤️❤️⛵❤️❤️

OPENING DAY!!! Come on down to the Jamaica Pond boat house to rent a paddle board, rowboat, or sailboat!
05/01/2025

OPENING DAY!!! Come on down to the Jamaica Pond boat house to rent a paddle board, rowboat, or sailboat!

As you spend time with your family (and perhaps finally have a moment to do your end-of-the-year giving), please conside...
12/26/2024

As you spend time with your family (and perhaps finally have a moment to do your end-of-the-year giving), please consider supporting our Jamaica Pond Courageous Sailing family with a tax-deductible donation (www.courageoussailing.org/giving). Over half of Jamaica Pond summer students participate at no cost to their families, based on financial need...thank you for helping make our welcoming, silly, supportive community possible!

See you in 2025!
10/23/2024

See you in 2025!

What a wonderful way to wrap up the 2024 season at Jamaica Pond🕯️🏮This past weekend we welcomed in the annual JP Lantern...
10/23/2024

What a wonderful way to wrap up the 2024 season at Jamaica Pond🕯️🏮
This past weekend we welcomed in the annual JP Lantern Festival, which brings thousands of community members to the pond for a spectacular lantern-lit evening of activities. We added our own light to this event, by hosting our first Lantern Festival Boat Parade under the stars. Thank you to all who participated in this event, it was an awesome way to say goodbye to the pond for the season. We can’t wait for next year 🧡💙

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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