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Offshore Sailing School Locations

Where to Find the Best Cruise and Sailing Lessons & Sail Vacations

Offshore Sailing School, celebrating its 60th year, provides all-inclusive vacation sail and power certification packages on our fleet of 26′ to 50′ sailboats, and 40′-50′ powerboats in beautiful sailing and boating locations.  Most sailing lessons and powerboat lessons packages include a resort stay, with rates varying by season and location. Please request a quote for current package pricing for families, couples, and singles. If you have your own accommodations or live near our schools, ask for No Lodging rates.

Florida Sailing Schools and British Virgin Islands Sailing and Powerboat Schools

Our Florida sailing schools on the Florida’s Gulf Coast and British Virgin Islands sailing schools and power boat school are year-round destinations, ideal for a learn to cruise or learn sail to vacation any time of year. Guided by our founder, Olympian and America’s Cup sailor Steve Colgate and his longtime partner Doris Colgate, you learn at superb locations, from highly professional and caring instructors using comprehensive and time-tested curricula, on state-of-the-art, well maintained sailboats and powerboats.

Click on a Photo to Learn More and Call 888-454-7015 or 239-454-1700 to Sign Up!

Our Locations

Pink Shell Beach Resort & Marina, Ft. Myers Beach – Florida Sailing School

Our Locations

The Hampton Inn & Suites, Downtown St. Petersburg – Florida Sailing School

Our Locations

Scrub Island Resort, Spa & Marina, Scrub Island – British Virgin Islands Sailing School

Our Locations

‘Tween Waters Island Resort & Spa, Captiva Island – Florida Sailing School

Our Locations

Offshore Sailing School in Key West – Florida Sailing School

Our Locations

The Moorings Base on Wickhams Cay, Tortola – British Virgin Islands Sailing School

Call 888-454-7015 or 239-454-1700