• Explore. Learn. Sail! Low-cost, high-quality programs that connect city youth with Boston Harbor and Jamaica Pond. Youth Sailing
  • Sailing and rowing for kids, adults, and families on this beautiful pond located in the heart of Boston. Jamaica Pond

Alerts

Saturday, February 13th, 2016: Racing is Cancelled.
We will be at the New England Boat Show all week. Come by and say hello.
Boat Show Discounts will be available starting Saturday, Feb. 13th.
  • Work for Courageous

    Love sailing? Love teaching? Courageous is currently hiring for a variety of seasonal and summer jobs for our youth and adult programs. Spend your summer sailing with kids, teach sailing to adults on weekends, or help run one of our programs! Read More
  • Summer Youth Program Registration

    We’re gearing up for another awesome summer of sailing at Courageous in Charlestown and at Jamaica Pond! Our 2016 programs will run between Tuesday, July 5 and Friday, August 19. The online lottery for registration opens March 1 and closes March 15. Our need-blind summer sailing program offers sailing instruction at a variety of levels for kids aged 8 and up. Read More
  • Sail Boston Harbor!

    At Courageous, we’re committed to providing some of the best and most affordable sailing opportunities on Boston Harbor for adults and families. Whether you’re a total beginner or an expert sailor, we’ve got a course or membership to fit your needs and interests. Read More

Racing in our J/22 fleetMember Benefits & Events

Your membership at Courageous provides much more than simply the freedom to sail on Boston Harbor and the surrounding waters whenever you like during the regular season.  Members also enjoy affordable sailing clinics, member barbecues and parties, regattas, night sails, discounted full courses, deals on sailing gear, and much more.



Camping Trips
Camping trips are back in 2012!  Check back soon for dates and contact us to sign-up early.

From May through September, we race each night, Monday through Thursday.  For 2012, Mondays mean J/22 team racing, with a rotating schedule of fleet, team and match racing.  Tuesdays are our night for Advanced Rhodes 19 fleet racing, Wednesdays our J/22 skippers can try their luck against the big boats in PHRF racing, and Thursdays are our open Rhodes 19 fleet racing series, complete with chalk-talks, on the water coaching and post-race debriefs.  When the days get shorter in the fall, we'll switch from Thursday evenings to Saturday afternoons for our R-19 racing.

Feeling rusty?  Stop in on alternate Saturday and Sunday mornings from 10:30am - 1:30pm for three hours of group instruction (for just $25).

Barbecues!
A great Courageous tradition. This season, every Thursday, after racing.  Or on other days, the grill is available to members, so help yourself and have a picnic on Pier 4!

Member Parties!
Every month. The views from Pier 4 make it a great place to spend an evening.  These are a great way to meet your fellow members, and make new friends to go sailing with.

New Sailor Nights
Every two weeks. Come down, meet other members, share what you know. Let's keep the community in community sailing!

New Racer Nights
Every two weeks. Come down, get paired up with experienced racers and find out what all the fuss is about on the race course.

Harbor Island Tows
Twice monthly, we cut out the commute for Harbor Island-bound members with Saturday morning tows.  Whether sailing alone or as a flotilla, we'll get you past the airport fast so you have more time to explore.  Skippers must be approved by Dave or Cha. 

Moonlight Sails
A full moon means night sailing! Meet at Courageous for a cook out on the pier, rig your running lights, and set off for a breathtaking sail under the skyline of Boston.  Boats are restricted to the inner harbor.

Discounts on Courses
Our courses are the best deal around. For 2011 we are offering a full selection of the courses you have been wanting and asking for, taught by the highest quality, US Sailing certified instructors. No matter where you are in your sailing career, there's always more to learn. Do yourself a favor this year and sign up early. Members get an extra 10% off our already great prices.

Great Deals on Sailing Gear
Check out our store, and don't hesitate to contact us directly to learn more!  Email lindsey@courageoussailing.org or call us at 617.242.3821.
Learning the Ropes
Youth Program
I had a great summer at Courageous Sailing and have had a number of memorable experiences with kids on the water. One that stands out most to me happened with a student in Step 2. This student was always his own person and has a very colorful disposition but, because of this, had trouble showin...
Continue Reading...
Mi Barco es Su Barco
Youth Program
The Swim Sail Science! program at Courageous this summer was very different than the summer youth programs that we have always had. Half of the students' summers were spent in math and reading classes, where they learned about different water systems and our limited supply of fresh water i...
Continue Reading...
Why We Keep Coming Back
Youth Program
During the summer of 2012, JB enrolled in the SLP program for the first time.  It also happened to be my first year of instructing, and it was safe to say that she was one of my most unique students.  If her constant curiosity for sailing or insistence on touching the water didn’t make her...
Continue Reading...
Riding the Waves
Youth Program
One of the first days of Swim Sail Science! (SSS), I had a kid named Simon in my boat. He was wicked quiet and didn't seem too excited about sailing. That particular day, we were going out to the airport. The wind was pretty heavy and soon Simon wasn't feeling it anymore and became sea sic...
Continue Reading...
More than a Sailing School
Youth Program
At Courageous, not every child wants to learn how to sail, but every child is given an opportunity to grow. One particular 9 year old, Maddox, is not as interested in learning how to sail. But he loves to be on boats, particularly standing on the bow of a Rhodes 19 and feeling the sea spra...
Continue Reading...

Find Us

Pier 4, Charlestown Navy Yard, Boston, MA 02129

 

 

Thank you to our donors

Distrigas Logo BNY Mellon State Street Logo
alphagraphics Triumph Modular Building americorps Parks and Rec premier capers catering peterson party center gordons wine and liquor Catering Name Tag