After School Sailing


**For over 10 years, our After School Sailing program has long been one of our favorite parts of the year–the perfect way to kick off every sailing season and extend sailing opportunities to children from Charlestown and the North End. We are SO CLOSE to being able to offer in person programming to our After School families once more, but our shore-side facilities aren’t quite big enough to keep all After School cohorts safely separate from our other groups and adherent to CDC guidelines, so we won’t be able to restart during the usual dates in the spring of 2021. Between serving our local high school sailing program, our adult/community sailing and preparing to run our summer youth program in person, we are at capacity.

Our hope is that we will be able to provide more programming and opportunities later in the season for youth and families to get out on the water. And that, in the meantime, many of our after school families will be able to participate in our summer programs.**

The Courageous After School Sailing Program…looking forward to 2022…

Third to sixth grade students from the Warren Prescott, Harvard Kent, and the Elliot elementary schools will have the opportunity to learn to sail or improve their sailing skills over multiple sessions in May and June. They will explore Boston Harbor, learn or review the parts of a sailboat and their purpose, and practice basic skills that will be important in their future on the water, like rigging/derigging, skippering, and tying knots. Our instructors will teach through a fun, high-energy, game-based approach on stable keelboats, Rhodes-19s. No prior sailing experience is necessary, though all students must be able to demonstrate a minimum level of swimming competency.


This program is typically open to current students at the Warren Prescott, Harvard-Kent, and Eliot Elementary schools who are currently in grades 3-6. Note: youth attending other schools may be admitted on a space-available basis.


Registration is Closed

  1. Complete our online registration form: Registration opens in April.
  2. All students must complete a waiver form and submit a proof of swimming form before program start date.
  3. Course enrollments and payment forms will be sent the 1st week of May. Payment must be submitted before the start of program.

Session Schedules:

Time: 3:30-6:00 PM
Tuesdays: N/A
Wednesdays: N/A
Fridays: N/A
Cost: $40

  • Contact

    Courageous Sailing YP Team
    Admin Staff