

First Reef Sailing is Boston's most comprehensive and modern sailing school offering ASA certification courses, charters, mile building passages and more.
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Summer sailing options for everyone

Colgate 26 Sailing Club
Sail the Colgate 26, 7 days a week!
Prerequisite: ASA 101 - Basic Keelboat
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Sail all summer long!
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Take charge of your own boat as skipper
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Explore all of Boston Harbor and its islands
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Mobile Check on and Check off Process
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First Reef Sailing students enjoy 50% off their first year!
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SailTime Boston Cruising Club
Day sails, weekend trips or full weeks aboard!
Prerequisite: ASA 104 - Bareboat Cruising
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Join one of our 7 cruising sailboats, all 35'+
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Sail for free using the 36 hour rule​
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Access to the boats 24 hours a day​​
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Plan weekend trips afar or even full week cruises
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Only a few spots left in 2026

New to Sailing?
First Reef Sailing was founded in order to provide a clear and cohesive pathway for students to learn the skills and gain the experience necessary to be competent and qualified skippers and sailboat owners.
Click the button to see the curriculum and timeline of a typical First Reef Sailing student as they go from no sailing experience to owning their own boat!

Popular American Sailing Certification Courses
The American Sailing Association (ASA) system has eight primary levels of student certification from Basic Keelboat all the way to Offshore Passagemaking. Whether your goal is to skipper a bareboat charter in the Caribbean or to crew confidently on a short weekend sail, the ASA’s sailing-education system will guide you as you learn the theory behind sailing, practice the skills needed to handle a sailboat, and build the foundation of knowledge that will enable you to navigate a vessel safely and within the law.

ASA 103 - Basic Coastal Cruising
Learn how to safely navigate, anchor, dock and sail a cruising sailboat in coastal waters!

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