Welcome Aboard

We think sailing is for anyone and everyone. So, whether you're dusting off well-worn boat shoes or just learning the names of all the lines and sails, with Courageous you don't need any special gear or knowledge to get out on the water. All you need to do is join us.

Join us as a Member

A Courageous membership gives you affordable access to our fleet on Boston Harbor. Customize your membership based on your preferred boat, number of skippers and more.
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Sail on Your Schedule

Whether you're taking the helm or simply taking in the view, our private sails come witha qualified skipper aboard one of our nineteen-foot keelboats. Private sails can be an individualized lesson, a relaxing ride, or a bit of both if you're feeling adventurous.
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Course Bundles

Learn to Sail Complete

Learn to sail in two weekends by pairing parts 1 and 2 of our signature Learn to Sail program.

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Learn to Sail Complete + Full Rhodes 19 Membership

Combines our full 24-hour Learn to Sail course with 12 months of access to our fleet of Rhodes 19s to practice your new skills.

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Learn to Sail Refresher + Full Rhodes 19 Membership

Combines our 12-hour Learn to Sail Part 2 course with 12 months of access to our fleet of Rhodes 19s for the freshly minted skipper.

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    Racing & Regattas

    Discover the competitive side of sailing at one of our many racing series and annual regattas. Because all racing fees and sponsorships support our signature sailing programs for kids from under-resourced communities, every race is a win for the mission.
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    More Ways to Get Involved

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    Adaptive Sailing

    We're proud to help children and adults of all abilities get on the water through a series of partnerships with adaptive sailing organizations.
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    Jamaica Pond

    Jamaica Pond Boathouse offers excellent sailing instruction and a new fleet of kayaks and standup paddle boards.
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    Host an Event

    Planning a party? Our spectacular outdoor venue at Pier 4 hosts up to 1,000 guests, while generating crucial revenue to fund our programs.
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    Become a Volunteer

    As a non-profit organization, Courageous relies on the support of volunteers to run things smoothly. Get in touch if you're willing to lend a hand.

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