Why Give

The incredible strength of Courageous programs is leading to an increased demand from the community. The toughest thing we have to do is turn away children in need because we don’t have the resources. Despite growing the program, in the last year alone we turned away more than 250 children. Courageous depends on unrestricted dollars raised through the Annual Appeal to help provide scholarships for those who need them most. Anything you can do to help would make a huge difference to a child, a community, and a city.



Courageous provides excellent sailing instruction–for beginner through advanced youth sailors, including courses in racing and cruising–to nearly 1,000 students annually. Our young sailors learn nautical terms, sailing theory, maneuvers, procedures, and the parts of a sailboat. We also have an extensive hands-on environmental education program focusing on exploring the ecosystems in which we sail. Students study pollution prevention, discover local creatures up close, and explore their natural aquatic environments. Courageous is one of the only sailing centers in the nation to employ an in-house environmental education director.



Not only are our students growing and changing–our youth program is, too!  In 2013, we expanded to provide free swimming, sailing, and science lessons to over 60 new young sailors.  We hope to continue offering these free opportunities in 2014 to reach students who ordinarily would not have access to this caliber of summer learning.



Our 2013 Instructor-in-Training (IIT) program was more advanced than ever. For seven weeks each summer, our 27 IITs train intensively, developing transferable career skills in areas like teamwork, public speaking, and critical thinking. IITs work directly beside more seasoned youth program sta, who model advanced teaching and sailing skills. Your support allows us to help teens from around Boston become professional, inspired leaders within the eld of sailing, as well as a unied team of talented and commied young instructors, charged with leading the next generation of Courageous sailors forward.


  • 2-Hour Private Lesson or Harbor Cruise just $95!

    If you know someone who would love to give sailing a try (or take their skills up a notch with a private lesson), this is the perfect gift! This two-hour sail is an opportunity for up to 3 or 4 people to experience the fantastic views from Boston Harbor, learn some sailing skills at any level, or just sit back and enjoy the ride on a comfortable, stable Rhodes 19 keelboat. An expert instructor will be there every step of the way, and will be happy to customize the lesson or cruise. Read More
  • 20% off our introductory Basic Keelboat Complete course

    In just 2 weekends, our Basic Keelboat Complete course will give a total sailing novice the opportunity to learn all they need to sail on their own, for just $440. This hands-on 24-hour US Sailing course is taught by one of our expert instructors in a 19 foot keelboat with up to 3 students. Combine the course with a Full or Family membership (25% off!) so that the newly minted skipper will be able to sail at Courageous all season long. Read More
  • 25% off Full Individual and Family Memberships

    A Courageous membership means that you can take one of our boats out for a sail on Boston Harbor whenever you’d like. Mem- bership also includes much more: barbeques, racing, fireworks- watching parties, moonlight sails, Harbor Island camping trips, and discounts on courses. You’ll be a part of an enthusiastic, inclusive community of sailors...and you’ll be helping Courageous provide free and low-cost sailing opportunities for Boston kids. Read More
  • 15-20% Off All Other Courses and Memberships

    Know somebody who’s ready to take their sailing skills up a notch, or who is looking for a way to get out on the water without the hassle and expense of boat ownership? Courageous has a variety of courses, ranging from a 12-hour beginner course to Advanced Keelboat to Bareboat Cruising, to challenge sailors of any level. Our different memberships offer access to the boats in our fleet, so that old salts and graduates of our courses can sail Boston Harbor in style. Read More

Sail With Us


Become a member

Learn about courses


Contact the Adult Program


Jake Denney

Adult Program Director
617-242-3821 x14

DISCLAIMER: 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 25 Rhodes 19 keelboats, plus free or discounted member activities like cookouts, camping trips, moonlight sails, racing, and more.