Step 1: Sailing 101

Step 1 is our “Sailing 101” course, offered to children ages 8 and up from the Greater Boston Area.


In Step 1, your sailor will get their first taste of sailing at Courageous. They will explore the Boston Harbor, learn the parts of a sailboat and their purpose, and start practicing basic skills that will be important in their future on the water, like rigging/derigging, skippering, and tying knots. Though students will leave the pier with a lot of new knowledge and stories, our main goal is to get every sailor more comfortable and confident while out on the water and excited to keep sailing. To reach this goal in the 1-week (4 or 5 day) session, our instructors will teach through a fun, high-energy, game-based approach on stable keelboats, Rhodes-19s. Days may include a field trip out to Spectacle Island, a harbor scavenger hunt, a raucous round of Follow the Leader, and plenty of fun, games, and crafts during on-land time. No prior sailing experience is necessary, though all students must be able to demonstrate a minimum level of swimming competency.

Sample Daily Schedule:

8:45 Arrival

8:45-9:00 Games and Activities in the tent with instructors

9:00-9:30 Chalk Talk – go over the water skill or activity of the morning

9:30-10:00 Rigging the boats

10:00 – 12:00 Sailing

12:00-1:00 Lunch and activities in the tent

1:00-3:00 Sailing

3:00-3:30 Derigging

3:30 Dismissal

Click here for the classes at Jamaica Pond.

Course Information

Dates Duration Tuition
July 29 – August 2 5 days See Fees Page
August 5 – August 9 5 days
August 13 – August 16 4 Days 
Daily schedule:
8:45am – 3:30pm
Extended day:
8am – 5pm (*Requires additional $50 tuition)
How fees are set
What to bring each day
Swim test requirement


Courageous Sailing YP Team
Admin Staff