Explore. Learn. Sail! Low-cost, high-quality programs that connect city youth with Boston Harbor and Jamaica Pond.Summer Youth Sailing Program
Convenient and affordable courses, lessons, and memberships for all experience levels and interests.Sailing for Adults + Families
Sunday 29th May: Due to predicted inclement weather, Charlestown After School Sailing MAY be cancelled tomorrow, May 30th. Final decision will be made Monday morning. Please check this page for updates.
Love sailing? Love teaching? Courageous is currently hiring for a variety of seasonal and summer jobs for our youth and adult programs. Spend your summer sailing with kids, teach sailing to adults on weekends, or help run one of our programs! Read More
At Courageous, we’re committed to providing some of the best and most affordable sailing opportunities on Boston Harbor for adults and families. Whether you’re a total beginner or an expert sailor, we’ve got a course or membership to fit your needs and interests. Read More
Everytime you come to Courageous you are doing your part to support our programs. Whether you are a long time member or you just came down with a friend to try racing one evening, 100% of the money we take in goes toward improving access to the water for our community. There are also a number of ways to directly support Courageous through volunteering, attending events, value-in-kind gifts and donations.
Ways to Give
It costs approximately $650 per week per child for Courageous Sailing to operate its summer youth program. Our summer program fees have been generously underwritten by donors including the City of Boston, the business community, charitable foundations, our adult student/members, and individual participants like yourselves.
Your tax-deductible boat and/or equipment contribution will help support our Youth Programs, fleet improvements and other capital needs. For Equipment or Boat Donations, contact Dan Keenan for more info.
We welcome corporate and individual volunteers to join us serving the community. In Spring and Fall, the busiest times, volunteer parties will help maintain our fleet and boathouse. Throughout the whole year, volunteers can join us helping with events and other projects. You can also adopt a boat or serve as a guest coach. Contact Lindsey O’Connell, our volunteer coordinator, to learn about upcoming opportunities.
I had a great summer at Courageous Sailing and have had a number of memorable experiences with kids on the water. One that stands out most to me happened with a student in Step 2. This student was always his own person and has a very colorful disposition but, because of this, had trouble showin...
The Swim Sail Science! program at Courageous this summer was very different than the summer youth programs that we have always had. Half of the students' summers were spent in math and reading classes, where they learned about different water systems and our limited supply of fresh water i...
During the summer of 2012, JB enrolled in the SLP program for the first time. It also happened to be my first year of instructing, and it was safe to say that she was one of my most unique students. If her constant curiosity for sailing or insistence on touching the water didn’t make her...
One of the first days of Swim Sail Science! (SSS), I had a kid named Simon in my boat. He was wicked quiet and didn't seem too excited about sailing. That particular day, we were going out to the airport. The wind was pretty heavy and soon Simon wasn't feeling it anymore and became sea sic...
At Courageous, not every child wants to learn how to sail, but every child is given an opportunity to grow. One particular 9 year old, Maddox, is not as interested in learning how to sail. But he loves to be on boats, particularly standing on the bow of a Rhodes 19 and feeling the sea spra...