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.

Whether you’re new to sailing or a seasoned pro, Courageous is where you’ll find friendship, adventure, and a place to b...
09/02/2026

Whether you’re new to sailing or a seasoned pro, Courageous is where you’ll find friendship, adventure, and a place to belong. Memberships last through October 2027, but don't wait until next year to start making memories that will last a lifetime! Ready to join the Courageous crew? Drop a comment or send us a message to learn more! https://courageoussailing.org/adult-community/memberships/

Fall on Boston Harbor is pure magic. 2 months of crisp air, golden sunsets, and peaceful sails are here! 🍂⛵️Join for 202...
08/30/2026

Fall on Boston Harbor is pure magic. 2 months of crisp air, golden sunsets, and peaceful sails are here! 🍂⛵️Join for 2027 today, and enjoy free membership through this October. Who's ready to set sail this season? https://courageoussailing.org/adult-community/memberships/

NEW THIS FALL! Meet the Fleet offers new cruising members the opportunity to join us on the Harbor to get to know our bo...
08/28/2026

NEW THIS FALL! Meet the Fleet offers new cruising members the opportunity to join us on the Harbor to get to know our boats, community, and sailing area before committing to the 2027 season. Spots are limited, so secure yours for $1000 today!
*All new members must pass a checkout sail before their first reservation, reach out to our front desk team to schedule yours today! [email protected]

Throwback Thursday to a summer of amazing parties! Make-A-Mark and the Flip Flop Party on the Pier each brought their ow...
08/27/2026

Throwback Thursday to a summer of amazing parties! Make-A-Mark and the Flip Flop Party on the Pier each brought their own unique vibe to celebrating the Courageous mission and community--check out these photos to relive some of our favorite moments!
Make-A-Mark photos from Afrolia Productions: https://www.cebrooksphotos.com/proofing/courageous-sailing
Make-A-Mark photo booth antics: https://share.curatorlive.com/events/ZVRWE8/gallery
Flip Flop Party on the Pier photos from Chrissy Kites Photography: https://chrissykitesphoto.pixieset.com/flipflopregatta2026/

Why wait for spring to set sail? 🌊⛵️ This fall is your chance to dive in, build your skills, and join a our community of...
08/24/2026

Why wait for spring to set sail? 🌊⛵️ This fall is your chance to dive in, build your skills, and join a our community of sailors! Whether you’re new to the water or ready to take the helm, there’s a place for you here. Don’t let another season pass you by, the Harbor is calling! 🍁 https://courageoussailing.org/adult-community/courses/

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

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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