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

OUR SERVICES

CERTIFICATION
COURSES

SAILING
CHARTERS

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LAND BASED

COURSES

MILE BUILDING PASSAGES

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SAILING 
CLUB

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Winter is Coming...
Book Your Virgin Islands Sailing Vacation Today!

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 ASA 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.

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The First Reef Sailing Team

We are an American Sailing accredited sailing school founded by two sailors with a combined two decades of teaching experience on a mission to provide high level sailing instruction to the Boston area and beyond.

Upcoming Courses and Events

What People Are Saying

We have taken classes with both Paul and Forrest, and cannot recommend them highly enough. Extraordinarily patient and willing to review the material as many times as is necessary, and most important, focused on teaching good sailing lessons over simply passing certificates...

Chris Cancian

American Sailing Association
Certified School

First Reef Sailing is an official American Sailing Association (ASA) certified school. What is the American Sailing Association and why does it matter? 

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THE VIRGIN ISLANDS

Join us in

Captained Charters

 An unforgettable and carefree escape into the tranquil beauty of the Caribbean.

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Starting at $9,599.00

ASA Certification
Courses

Learn to sail and get ASA certified in paradise!

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Starting at $3,599.00

per person

Bareboat Charters

Exclusive to SailTime Boston Members and qualified First Reef Sailing​ graduates only.

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Starting at $6,999.00

Join the Crew

Join our email list and get access to specials deals exclusive to our subscribers.

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CONTACT
US

Tel. 617 466-3317

Email. info@firstreefsailing.com

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VISIT
US

First Reef Sailing

256 Marginal St.

Building #36

Boston, MA 02128

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US

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