After School Sailing


**It pains us to announce that Courageous will not be able to run our After School Sailing program for the first time since its inception. Current health guidelines and the uncertainty surrounding all of our programming have compelled us to cancel the program that annually brings 100 students to our Pier and out onto the Boston Harbor. Our hope is that we will be able to provide programming and opportunities later in the season for youth and families to experience the sport of sailing.**

Students will have the opportunity to learn to sail or improve their sailing skills over multiple sessions in May and June. They will explore the 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.

Students attending the Warren Prescott and Harvard-Kent will be picked up by Courageous instructors after school and walked to the Courageous Sailing to begin class. Students from the Elliot must make their own way to Courageous Sailing. All students should be picked up at the Courageous Sailing boathouse on Pier 4. In the event of inclement weather, classes may be cancelled. Courageous Sailing will contact families no later than 12 pm on the day of class if that class must be cancelled.

**In order to keep up with the demand for this increasingly popular program, we will be charging a small fee for After School Sailing. This fee will help us continue to increase capacity and serve as many students as possible. Thank you in advance for your understanding.**


This program is 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. Each student is limited to attending one session, either Tuesdays, Wednesdays, or Fridays.


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

    Ashton Smith
    Director of Youth Programs and Outreach
    (857) 452-1763