Ship in Open Water during Sunset


View Our Captained Charters.

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 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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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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Sailing Charter Rates

Captained Charter Rates*

Note: Six (6) passengers maximum.

1-4 Hours


4-8 Hours


Sunset Cruise


Full Moon Cruise


Tailored Destination Cruise


Description: YOU CHOOSE your sailing adventure; price varies based upon desired destination.

Vessel Delivery

Vessel delivery and relocation services provided on request. Please e-mail or contact Captain Nordie Norwood (813-760-7803) to discuss details and estimates.

Student Sailor behind wheel of boat

Let Your Dreams Set Sail!

Call us today! 727-946-6542 or email

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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