Your Sailing Community

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We at Courageous aim to transform lives through
sailing programs that inspire learning, personal
growth and leadership.

Get Kids Sailing
Adult & Family Sailing

Courageous is a nonprofit educational center offering sailing and more for kids, adults, and families. 

Mission & History
Flip-Flop-Regatta

The 16th Annual Flip Flop Regatta

Courageous Sailing will host the 16th Annual Flip Flop Regatta on August 10.  Join one of the largest NE regattas of the year.  Mount Gay Tent party from 6:00-10:30pm feauting live music from Hot Mess

Join us under the tent!

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Support Courageous Kids

A gift in any amount helps make Courageous scholarships possible for kids who would not otherwise be able to participate.

Donate Today

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Friday, November 23rd through Monday, November 26th

Black Friday Sales

It is almost Thanksgiving, and you know what that means... Black Friday Sales are on the way! These are our lowest prices of the year. What better time to treat a loved one (or yourself) to a season of sailing in 2019!

Start sailing
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Saturdays | Nov - March

Frostbite Racing

It's that time of the year again when we call on our most intrepid racers to join us for our best racing of the year: frostbiting!

Please contact Caitlyn Ridgely if you're interested in racing or volunteering this winter.

Frostbite this winter

Pier 4, Charlestown

Courageous' main office and sailing location is on Pier 4 in the historic Charlestown Navy Yard.

(857) 452-1769
frontdesk@courageoussailing.org

Seasonal Hours: May - October
Monday 12 pm to sunset
Tuesday 12 pm to sunset
Wednesday 12 pm to sunset
Thursday 12 pm to sunset
Friday 12 pm to sunset
Weekends 10 am to sunset

UMass Boston

A new satellite location on the UMass Boston Dorchester Campus.

(617) 905-1093
umb@courageoussailing.org

Seasonal Hours: May - October
Monday Closed
Tuesday 1 pm to 7 pm
Wednesday 1 pm to 7 pm
Thursday 1 pm to 7 pm
Friday 1 pm to 7 pm
Weekends 11 am to 7 pm

Jamaica Pond

Sailing on Jamaica Pond in cooperation with the Boston Department of Parks & Recreation.

(617) 522-5061
jamaicapond@courageoussailing.org

Seasonal Hours: May - October
Monday 12 pm to sunset
Tuesday 12 pm to sunset
Wednesday 12 pm to sunset
Thursday 12 pm to sunset
Friday 12 pm to sunset
Weekends & Holidays 10 am to sunset
We sometimes close locations early due to weather. Check this website or social media pages for information, or call ahead for the latest update. No boats are allowed to depart within 60 minutes of sunset.