Welcome to Bimini Bay Sailing

Sailing Lessons on Sunfish Sailboats
Or on a very stable WindRider 17 Trimaran
Or on your own small sailboat or powerboat

If you already know how to sail and you choose to rent a boat, for your saftey and pleasure, I will still go out with you as your coach/guide.

Enjoy the magic of sailing and explore beautiful Anna Maria Island. Bimini Bay and Anna Maria Island are located just minutes from Holmes Beach and Bradenton, snuggled between Tampa Bay and the Gulf of Mexico. And while you visit paradise, Learn to Sail!

Our Sailing Zen Master, Brian Dahms, has retired and moved to North Carolina. Brian offers his heartfelt thanks to all the wonderful people who have sailed at Bimini Bay Sailing over the past 15 years.

Captain Floyd Jay Winters, who has been an instructor for Bimini Bay Sailing since 2012, will be taking over the helm of Bimini Bay Sailing. (He is fully vaccinated.) Jay will focus solely on giving lessons, either at Bimini Bay Sailing on a Sunfish or a WindRider 17 Trimaran or at your location on your own dinghy sailboat or keelboat. He will give an occasional guided and coached sail for those who might wish to sail more on their own. To schedule a sailing lesson you can reach Coach Jay Winters at 941.730.2719 or email him at WintersFJ@Gmail.com.

Spend a morning or afternoon with Jay and learn how to sail. Parents or spouses are welcome to stand by and watch the sailing class. Or they can rent a tandem Kayak for only $20 and paddle around the protected waters of Bimini Bay and take photos of their kids or spouse as they learn to sail. Click the [Lessons] link for more information and what is covered.

Rental only available if Jay sails with you

If you are an experienced sailor, you can rent a Sunfish for up to 3 hours, but only if Jay accompanies you as a coach or guide. He may sail with you on the same Sunfish or on a second Sunfish. This is designed for both safety and to make the experience as pleasant as possible. Or you can take a WindRider 17 Triamaran lesson or coached/guided 3-hour sail (up to 4 people).

Click the [Photos] link to see the beautiful photos of Sunfish at Bimini Bay Sailing.

Have a new Keelboat or new Powerboat? I also give small keelboat and small motorboat lessons on your boat, covering such topics as docking, backing up, pivot turns, and more as I share local knowledge of our waterways...

Receive sailing lessons or just refresh some of your own sailing skills in beautiful Bimini Bay, which is nestled inside the northeastern portion Anna Maria Island. The waters around Anna Maria Island are warm, clear and uncrowded.


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Anna Maria Island, Florida