Welcome to Bimini Bay Sailing Lessons

Small Sailboat Sailing School

I sold my last sailboat in July, 2023. I will still give occasional lessons for individuals who own their own small powerboat or sailboat.

Have a new Keelboat or Powerboat? I 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...

Bimini Bay is a beautiful, sheltered body of water nestled inside Anna Maria Island. It is the perfect, safe place to learn to sail -- and we often see dolphins! Bimini Bay Sailing is just minutes from Holmes Beach, Longboat Key, and Bradenton, snuggled between Tampa Bay and the Gulf of Mexico. During the last part of your saling lesson we usually sail just off the shore of Anna Maria Island into Tampa Bay, with a clear view of the Sunshine Skyway, Egmont Key and the Anna Maria Pier.

Captain Floyd Jay Winters, an instructor for Bimini Bay Sailing since 2012, has taken over the helm of the Anna Maria Island small sailing school. (He is fully vaccinated.) To schedule a sailing lesson, you can reach Coach Jay Winters at 941.730.2719 or click on the [Contact] link.

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

A Father and Son Tacking a Sunfish (29 seconds)

For the past 11 years, Bimini Bay Sailing has offered a sailing summer camp through the Anna Maria Island Community Center. And once again this past June 2022, fourteen young sailors had the opportunity to safely experience the excitement of their first exposure to sailing during our mini sailing camps at Bimini Bay.

Arial Map 1   Arial Map 2

Bimini Bay Sailing, Anna Maria Island, Florida