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Offshore Sailing School Locations

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

Offshore Sailing School – the only sailing school that provides all-inclusive learn to sail vacation packages at beautiful resorts – offers sailing lessons and powerboat instruction  in desirable destinations. When you choose a learn to sail vacation or powerboat lessons with Offshore Sailing School, your reservation process is seamless. We offer sailing course packages to meet all needs and budgets. Because we package our courses with the resort stay, please request a quote for current pricing. If you have your own accommodations or live near our schools, we also offer No Lodging rates.

Six Beautiful Resort Sailing Schools

Due to marina damage sustained during Hurricane Ian in October 2022, only St. Petersburg location is currently open in Florida.

Four Florida sailing schools on the Gulf coast of Florida and two BVI sailing schools in the British Virgin Islands are year-round destinations, ideal for a learn to cruise or learn sail to vacation. 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.

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The Westin Cape Coral Resort at Marina Village, Cape Coral, Florida – Florida Sailing School

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

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

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

South Seas Island Resort, Captiva Island, Florida – Florida Sailing School

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

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