Events are a vital source of general operating funds for Courageous Sailing, making it possible to open the sport of sailing to thousands of Boston area kids and programs. From Corporate Events with expert sail instruction to After Hours events such as weddings, receptions and parties with breathtaking views of the city of Boston, we have a venue that is completely unique in the greater Boston area. See why you should host your next event on Pier 4 in the historic Charlestown Navy Yard.


Pier 4, Charlestown Navy Yard (directions)


Parking available at 197 8th Street in the Flagship Condominiums Building, a few minutes walk from our Pier.

Contact our office manager, Amanda Anastasia, for more information at 617-242-3821 x11 or
  • Beginner/Intermediate Rhodes 19

    For great informal racing on Boston Harbor, Thursday nights at Courageous is the place to be. Racing is a great way to sharpen your sailing skills…plus it’s fun! Read More
  • Advanced Rhodes Racing

    This competitive fleet attracts our top Frostbiters, as well as elite racers from various area fleets. Extensive racing experience and an in-depth knowledge of the racing rules are required to skipper; anybody is welcome to crew. Season prizes will be awarded. Read More
  • Laser

    A popular boat at every club around the world and Courageous has a fleet of 12 new boats with upgraded lines packages and rig options (Full, Radial, and 4.7) for each hull. We race Lasers on Tuesday nights in the spring and summer. Those wishing to store their own boat here at Courageous are encouraged, and even recieve a discount on the racing series. Read More
  • Frostbiting

    For the hard-core racer inside you that scoffs at some ice and snow. Despite taking place in the middle of a New England winter, this is our most popular racing series. Every Saturday from mid November through early April 24 Rhodes 19's can be seen racing in the best wind of the year on Boston Harbor. Read More
  • High School

    Boston Public High Schools and Boston Latin practice and race in our fleet of Club 420's in the spring and fall. Read More
  • PHRF

    Qualified cruising members are welcome to use our new CS30 for Wednesday PHRF racing, run by Constitution Yacht Club. Sportboat members are welcome to use one of our new J80s as well, subject to availability and skipper qualifications. Read More



Courageous Mainsail Partners


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