Welcome to Flagship Sailing

Serving the Greater Tampa Bay Area since 1998

Flagship Sailing offers year round sailing instruction that is personal, enjoyable and affordable, utilizing a vacation oriented environment, which includes private beaches, swimming pools, tennis courts, ashore restrooms and showers. Our classes take place aboard sailboats that are responsive, easy to control and matched to your skill level. At Flagship Sailing you will learn to sail safely and enjoyably without being intimidated in the process.

Flagship Sailing is proud to participate in American Sailing Association’s (ASA) Veteran’s Sailing Education Program. We are offering $50 off our ASA 101 course to ALL veterans. We are also honoring our preexisting additional 10% discount for active duty personnel. To learn more about ASA’s program, click here.

Flagship Sailing Drug Free Policy:

All Flagship Sailing Captains/Instructors are in compliance with United States Coast Guard regulations and submit to regular random drug testing.

Passengers: No drugs of any kind are allowed on board, and the Captain is required to immediately notify the Coast Guard if drugs or paraphernalia are discovered aboard. Possession of a Medical Marijuana card does not allow its possession or use on board, nor does it mitigate the Captain’s responsibility to alert the Coast Guard.


Offshore Training Cruise
Gulf of Mexico and Florida Keys
December 1 - 8, 2019

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