Welcome to America’s #1 Sailing School

New to sailing? Already a sailor, ready to learn more? Offshore Sailing School has the broadest range of sailing lessons and boating courses, and the highest standards in sailing and boating education. Our founder and Chairman, Steve Colgate, is an Olympian and America's Cup sailor whose vast experience and knowledge sets the bar for expert sailing and boating instruction. Our professional instructors are all dedicated to your success. The boats you learn on are designed for performance, comfort and your safety. Textbooks written by Steve and Doris Colgate, published by McGraw-Hill, set the stage for fun days learning under sail or power. Want a short sailing lesson? Or an in-depth certification course? We have it all. With Steve and Doris Colgate – the leaders in sailing and boating education – at the helm, Offshore Sailing School is recognized world-wide as America’s #1 Sailing School®.

Fast Track to Cruising®

Fast Track to Cruising®

Our most popular learning adventure takes you from Couch to the Captain’s Chair in just eight days. In this course you earn Bareboat Cruising Certification, starting with two days on a 26 footer, then six on a gorgeous big cruising monohull or catamaran. At course end you’re ready to pursue the cruising lifestyle with confidence and ease!

Summer is a great time to become Cruise-Ready and get your Bareboat Cruising Certification. Book a cruising course in Florida or the British Virgin Islands by July 15 for select weeks now through September, and save big with low summer rates and an additional discount. View More
Sailing lessons are now available at our Pier 25 Tribeca base in Manhattan at a savings of 40%. Each 3 hour session earns points towards certification. Check out our Freedom Fridays program and celebrate Independence Day all summer long. View More
When Offshore announced its sailboats at North Cove Marina in New York City would sport the Lee County VCB logo advertising The Beaches of Ft. Myers and Sanibel, Ft. Myers CBS affiliate WINK News wanted to learn more. View More
Offshore’s learn to sail vacations are the newest “must do” family activity. Parents say they are thrilled with how well everyone bonds during this learning experience. To get more youngsters and teens into sailing, Offshore Sailing School provides free courses for kids learning with parents. View More
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