Your Sailing Community

Courageous Sailing is a nonprofit community sailing and
youth development organization committed to providing
people of all ages and backgrounds with opportunities
to learn, sail, and enjoy Boston Harbor.


Sailing for Kids
Sailing for Adults, Families, & Teams


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

Mission & History
Party on the Pier
Party on the Pier 2019

Party on the Pier

Enjoy a night out on the Pier with Courageous Sailing
Learn More

The 11th Annual Party on the Pier by Cisco Brewers and Courageous Sailing

Summer's not over yet!  Join us for drinks from Cisco Brewers and Triple 8, fantastic food, and the best waterfront views, while dancing away the evening to music from DJ Ryan Brown on Pier 4 under the big tent!

Buy your ticket today!

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Fall sailing in New England

The fall is one of the most enjoyable times of year to sail. The water is still warm from the hot summer days and the breeze is always blowing.  It's the perfect way to finish out the end of the year and be ready for the upcoming season.

Season end sale

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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.