Ship Sailing Across Open Water

Welcome to Flagship Sailing

Serving the Greater Tampa Bay Area since 1998

American Flag in Focus, Dock and Bay in Background

ASA Sailing Program

Beginning through advanced sailing lessons certified by the American Sailing Association are provided by professional, experienced instructors certified by ASA and licensed by the US Coast Guard.

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Flagship Sailing Boat

Flagship Sailing Program

Recognizing that not every sailor may wish to pursue certification through one of our ASA courses, Flagship Sailing offers several introductory courses without the requirement for written testing necessary in an ASA course. These courses are taught on the water and require only an instructor evaluation for completion.

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Sunset over Bay, Ship in Foreground

Sailing Charters

If you want to enjoy a sailing adventure with a professional captain on board then a Flagship Sailing Charter is for you.

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Sunset over Bay, Ship in Foreground

CY 2024 and 2025 Offshore Training Cruises Gulf of Mexico and Florida Keys

Nov 9-17, 2024
Dec 7-15, 2024
Jan 18-26, 2025

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Flagship Sailing is Veteran Owned and Operated.

As such, we are proud to participate in American Sailing Association's (ASA) Veteran's Sailing Education Program by offering a 10% discount to ALL Veterans. We thank you for your service to our Nation.

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about ASA's program

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 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.