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Florida Sailing School


Captiva Island and St. Petersburg, Florida Sailing Lessons on the Gulf of Mexico and Tampa Bay

Offshore Sailing will return to Captiva Island and Southwest Florida for sailing school programs beginning March 2023. Offshore Sailing currently teaches all levels of US Sailing certification courses at its dowtonwn St. Petersburg, Florida location. As the world knows, Hurricane Ian came ashore in Ft. Myers, FL on September 28, which has temporarily closed a few of our longtime resort partner marinas on Ft. Myers Beach and Cape Coral.

Captiva Island and adjacent Sanibel Island on Florida’s Gulf Coast are known as the shelling capital of the world, with pristine shoreline, miles of sugar-sand beaches, acres of protected habitats, and wildlife on land, in the sea, and sky. There is something for everyone on captivating Captiva! Driving across the Sanibel Causeway to this island paradise is one of the world’s greatest stress relievers. Cruise to waterside tiki huts, restaurants, and boutiques. Escape into private anchorages and explore natural habitats on barrier islands.

St. Petersburg  is ideal for learning new sailing skills and gaining bareboat cruising certification. This vibrant town is a haven for sailors who love the sea and living the sailing lifestyle. Florida sailing vacations get you out on the warm waters of Tampa Bay and the Gulf of Mexico, where you can enjoy year-round sailing lessons. Whether you like laid-back beach resorts or an chic, urban cultural environment at water’s edge, our Florida sailing school in St. Petersburg, is a great location for learn to sail and sailboat cruising vacations.  Learn more about our course offerings below.

Team Building and Leadership Development  Programs

This sailing program is available in St. Petersburg, Florida, for groups of 8-20 participants. Hold your next meeting in the Greatest Classroom in the World!®  Watch video.

Set Sail in Exotic Ports Around the World!

Cruise with Offshore Sailing School on our fabulous Colgate Sailing Adventures® cruises all over the world! View our highlights video from our Caribbean sailing flotilla in the British Virgin Islands here.

Florida Sailing Lessons and Sailing Adventures

Captiva Island and St. Petersburg, Florida provide fabulous sailing on in the Gulf of Mexico and Tampa Bay, where sailors go to sail, race and cruise.  In addition to sailing courses for beginners, Offshore Sailing School you can enjoy great sailing and cruising courses on 40′-51′ sailing yachts.  Our Captiva Island host partner is Tween Waters Island Resort & Spa. Our St. Petersbug host partner is The Hampton Inn & Suites in trendy downtown St. Petersburg where museums, great restaurants, and fun things to do abound. Take a look at this video, and sign up for sailing lessons in Florida today!

Book Your Florida Sailing Adventure Now

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