As of June 28th, only Summer Youth Program staff and participants are required to fill out a Covid-19 symptom notifier.

Summer Youth Program COVID-19 Symptom Notifier

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.


Flip Flop Regatta & Party on the Pier

Join us August 7 for a race around scenic Boston Harbor, followed by music and dancing on Pier 4!

Register your boat today
Buy Party Tickets

Jamaica Pond

Join us on May 15th for opening day!

Boats will be available for reservation soon. Purchase your membership today so you can join us!

 Lets go sailing!


Adult Program

Lessons and Memberships are still available for the 2021 season! Join us on the water.



Help Support Courageous

Courageous at Home

Pining for the sea? So are we! Whether you're looking for sailing-related science activities for kids, upping your game with racing tips, or just missing the Courageous community, this is the place.

Visit Our Site

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

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

Seasonal Hours: May - October
Monday 4 pm -8 pm
Tuesday 4 pm to 8 pm
Wednesday 4 pm to 8 pm
Thursday 4 pm to 8 pm
Friday 4 pm to 8 pm
Weekends 10 am to 8 pm


UMass Boston

A new satellite location on the UMass Boston Dorchester Campus.

(617) 905-1093

Seasonal Hours: May - October
Monday Closed
Tuesday Closed
Wednesday Closed
Thursday Closed
Friday Closed
Weekends Closed


Jamaica Pond

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

(857) 452-1770

Seasonal Hours: May-October

Monday 12pm-7pm
Tuesday 12pm-7pm
Wednesday 12pm-7pm
Thursday 12pm-7pm
Friday 12pm-7pm
Weekends & Holidays 10 am-7pm
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.