Courageous Sailing Center

Courageous Sailing Center Mission
To transform lives through sailing programs that inspire learning, personal growth and leadership.

Courageous Sailing is a 501(c)(3) non-profit community sailing center that provides education and ocean access to Greater Boston community members of all ages and from all walks of life. 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 an

d 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. This two-time America’s Cup winner lent its name to Courageous Sailing in the late 1980s. The boat now resides at the Museum of Yachting in Newport, Rhode Island, where it has been restored and is still being raced.

The Fleet sailing our fleet! We were excited to take Boston Fleet players out on our J80s with US Sailing yesterday! Sha...
08/20/2026

The Fleet sailing our fleet! We were excited to take Boston Fleet players out on our J80s with US Sailing yesterday! Shay and Amanda were awesome on the helm.

BOSTON, MA (August 19, 2026) – Boston Fleet forward Shay Maloney and defender Amanda Boulier joined members of USA Sailing and Courageous Sailing on Tuesday, August 18, to learn how to sail in the Boston harbor.“It was a ton of fun and such a big learn...

🍂 Ready to set sail into fall? Join Courageous Sailing now and enjoy the rest of this season FREE! Your membership lasts...
08/20/2026

🍂 Ready to set sail into fall? Join Courageous Sailing now and enjoy the rest of this season FREE! Your membership lasts all the way through October 31, 2027, so you get more sailing, more sunsets, and more adventure for the same price. ⛵✨ Don’t miss out on Boston Harbor’s best deal--grab your spot and make every moment on the water count! https://courageoussailing.org/adult-community/memberships/

Were you a Courageous kid (or do you know someone who was)? Courageous Youth Program alums of all ages are invited to an...
08/18/2026

Were you a Courageous kid (or do you know someone who was)? Courageous Youth Program alums of all ages are invited to an Open House on Sunday, August 30! Please help us spread the word--you can read the announcement and sign up as a participant or volunteer skipper here.

Email from Courageous Sailing Calling All Youth Program Alums! Come Back for a Sail! Youth Program Alumni Open House Sunday, August 30 10 AM-Noon Harbor Sails Cook-Out Good Company Fun Memories Whet

🍁 Free Fall is back at Courageous Sailing! Buy your 2027 membership now and enjoy unlimited sailing this fall—on us! Don...
08/17/2026

🍁 Free Fall is back at Courageous Sailing! Buy your 2027 membership now and enjoy unlimited sailing this fall—on us! Don’t miss out on crisp autumn sails, stunning harbor views, and our amazing community. Join us for the best season yet! ⛵️✨

Saturday was Flip Flop Fabulous! Shifting breezes kept things interesting for the 59 boats on the course, the competitio...
08/12/2026

Saturday was Flip Flop Fabulous! Shifting breezes kept things interesting for the 59 boats on the course, the competition was tight, the Party on the Pier was an awesome chance to connect, and it was all in support of free sailing programs for kids! Thanks to all who sailed, donated, volunteered, and made the day so much fun: PRO extraordinaire Nate Peterson and the whole Courageous team, Dave Curry and Doug Ryan of Hull Yacht Club for the RC boat and support, Lance Ryley for the ratings wizardry, Gerry for keeping the music hopping, Constitution Yacht Club and Savin Hill Yacht Club, and so many more. Photos from Luke Boelitz of Outboard Productions are free to download at https://www.dropbox.com/scl/fo/xa1ucp9d1aqxurbqjnuc4/AN32mnEwHBLblNGsvREkIos?rlkey=e3x3bonsvo8lu38c8jzx2z5c7&e=4&st=0w4f5h50&dl=0

Congrats to our winners:
Class A: Pressure Drop in 1st (and overall winner!), Vanish in 2nd, WildThing in 3rd
Class B: Virgo in 1st, Cloudbreak in 2nd, Hope in 3rd
Class C: Mysterious Ways in 1st, Special Sauce in 2nd, Kodiak in 3rd
Class D, J80: Fins in 1st, Bliss & Ella in 2nd, Amigo in 3rd
Class F: Freckles in 1st, Man of War in 2nd, Impromptu in 3rd
Pirates and Liveaboards: Artemis in 1st, Lyra in 2nd, Vespera in 3rd
Sportboat: RockIt 2.0 in 1st, Wild Ride in 2nd, Velox in 3rd

Shout out to Bliss & Ella (ro!) and Defiance, co-winners of the Spirit Award!

Results: https://www.regattaman.com/results.php?race_id=1262&yr=2026&eid=1262&sort=0&ssort=10&sdir=true&ssdir=true

Thanks to our regatta sponsors!
Admiral Level: Dave Alexander, Bryan Lee, Richard Tubman, Brian Barmmer
Captain Level: Dave + Tom Powers / Joe Crimmins, Renee Bushey and Bill Jacobson, Eric Mongeau, Mike Kostigen and Stephanie Muto, Peter Isaacson, Lance Ryley
Helmsman Level: Dan Boyd, Mark Fitzgerald, James Gardner Long III / Ryan Wagner

Today is the day and its not too late to get your tickets, link in bio!
08/08/2026

Today is the day and its not too late to get your tickets, link in bio!

08/04/2026

Don't let August slip away ... register for Flop Flop and Party on the Pier today!

Flip Flop & Party on the Pier are just one week away, have you registered yet?
08/01/2026

Flip Flop & Party on the Pier are just one week away, have you registered yet?

Address

197 8th Street
Charlestown, MA
02129

Opening Hours

Monday 12pm - 7pm
Tuesday 12pm - 7pm
Wednesday 12pm - 7pm
Thursday 12pm - 7pm
Friday 12pm - 7pm
Saturday 10am - 7pm
Sunday 10am - 8:30pm

Telephone

+18574521769

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