Florida Sail is a family owned and operated business. Our team of captains consists of Emma and David- a father-daughter duo committed to providing top notch service for each and every guest.

Florida Sail in St Petersburg, FL offers memorable experiences on the water through custom, private sails. Explore the historical ruins on Egmont Key, snorkel in beautiful water, and relax on pristine beaches- all included in our worry-free packages. Recommended Sails: 1 Night Adventure: Embark on an unforgettable overnight sail, including a visit to historic Egmont Key, soaking in the sunset on the water, and anchoring near the charming Anna Maria Island. After a day of adventures, enjoy dinner and activities on the island before returning to Second Wind to rest. In the morning, have the option for an early morning coffee and breakfast on Anna Maria Island before starting our sail back to Treasure Island. 2 Night Adventure: Get ready for a relaxing two-night adventure from Treasure Island making stops at Egmont Key, Shell Key, Anna Maria Island, and Sarasota. This excursion gives you time to soak up the sun, experience the sailor's life, and unwind along the Gulf's picturesque coastline. With ample time for fishing, snorkeling, shell hunting, and exploring charming coastal towns, this trip promises to curate memories that will last a lifetime. Max: 6 Guests