Purchase Courses + Memberships

Start sailing here with a learn to sail course or annual membership. Select a course from the menu at below to book available dates.

Discounts are available on select courses and memberships for current Courageous and CBI members as well as parents of youth program sailors, Charlestown residents, students, seniors, active military, and Friends of the Charlestown Navy yard.

New member registration


Courageous’s sailing season runs from May 1 to October 31. Basic Keelboat Complete course must be taken over two consecutive weekends, Saturday and Sunday from 10-4:30 each day, and completed before October 31. At the conclusion of your course, you’ll need to demonstrate competency and knowledge of sailing basics in order to sail as a member. Courageous membership includes access to our fleet of 27 Rhodes 19 keelboats, plus free or discounted member activities like cookouts, camping trips, moonlight sails, racing, and more. Free refresher lesson, when offered, must be taken in May or June 2016. Memberships purchased with Free Fall expire October 31, 2016.