Courageous Sailing is headquartered on Pier 4 in the Charlestown Navy Yard, close to the Constitution and the Constitution Museum.  Our boathouse is accessible by foot, car, bike, ferry, and public transit.  We sail in Boston’s inner and outer harbor.


Hours of Operation

May 1st - October 31st

Mon - Fri 12:00 PM -  sunset
Sat - Sun 10:00 AM -  sunset
Holidays 10:00 AM -  sunset
Courageous may suspend operations or close early due to a weather event. Check our Facebook Page or follow us on Twitter for updates.


Boats are usually available anytime you feel like sailing. But there are some limitations, as well as some times when it’s good to make a reservation in advance. On weekends during the season, it’s usually best to call ahead, especially for a J/22. Also, on weekdays during July and August, our youth program uses a majority of the Rhodes 19 fleet before 3:30pm. Even so, with a reservation, we can usually secure you a boat anytime after 12pm during these months. Members may reserve a boat online or call us at 617-242-3821 to check availability and reserve a boat.

How to find us

Sailing Address:
Pier 4, Charlestown Navy Yard
Mailing Address:
Courageous Sailing
Charlestown Navy Yard
One First Avenue 
Boston, MA 02129

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How to find us

Sailing Address:
507 Jamaica Way
Jamaica Plain, MA 02130
617.522.5061 (in season)
617.242.3821 ext. 12 (off season)


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Courageous Mainsail Partners


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