Welcome to our little piece of heaven, tucked in a cove off one of the prettiest protected waterways on Cape Cod, Little Pleasant Bay in South Orleans.  If you love small boat sailing—or think that you or your kids might—then you’ve landed at the right place.

We have a nice, simple clubhouse, a dock, an active junior and adult sailing programs, a friendly racing program, and a likable bunch of members who have a good time messing around in sailboats.  So check out what we offer - we hope that you find what you are looking for, just as we have.


Junior Sailing

Kids beginner to advanced can enjoy sailing with US Sailing certified instructors by the week, the month, or the full summer. Not only will they learn to sail, or hone their racing skills in preparation for a lifetime of enjoyment on the water, but they also will learn how to properly row a boat. Learn more>


Adult Sailing

If you are thinking about learning to sail, have never sailed a gaff-rigged boat and want to try or want to enhance your racing skills, then our low-key club could be your answer.  Adult sailing classes are taught Tuesday and Thursday afternoons during the summer plus private lessons are also available. Learn more>


 Racing

“Starboard” is the right side of a boat and also the rallying cry of the people who race with us on summer weekends. The club sponsors friendly yet competitive races in The River and out into Little Pleasant Bay with a fleet that can be everything from 12-18-foot Catboats, Baybirds, Lasers and more. Learn more>