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.


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AP

Free Fall Sale

Buy your Rhodes 19 or Mid-Fleet cruising membership this fall, and enjoy your membership through Oct.31, 2022. This fall's sailing is on us! New sailors enjoy a 10% discount on lessons now through Oct. 31

Sail into Fall

Black Friday Deals
Help Support Courageous

Support Courageous Kids

We can't make it happen without you! Learn more about what your support makes possible, and please consider a donation to Courageous.

Learn More

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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 -Sunset
Tuesday 12 pm -Sunset
Wednesday 12 pm -Sunset
Thursday 12 pm -Sunset
Friday 12 pm -Sunset
Weekends 10 am to Sunset

Please note: Dock call falls 30 minutes before sunset each day

UMass Boston

A new satellite location on the UMass Boston Dorchester Campus. 

2021 Season: Sept.7- Oct.17

(857) 452-1766
umb@courageoussailing.org

Seasonal Hours: May - October
Monday Closed
Tuesday 1-Sunset
Wednesday 1-Sunset
Thursday 1-Sunset
Friday 1-Sunset
Weekends 11-Sunset

Please note: Dock call falls 30 minutes before sunset each day

Jamaica Pond

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

(857) 452-1770
jamaicapond@courageoussailing.org

Seasonal Hours: May-October

Monday 2-6:30pm
Tuesday 2-6:30pm
Wednesday Closed
Thursday 12-6:30pm
Friday 12-6:30pm
Weekends & Holidays 10 am-6:30pm
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.