Sail the turquoise sea.Feel the warm breeze, relax, enjoy the beauty seeing the sight as curious dolphins swim alongside. We see dolphins on almost every trip. See the historic landmarks, dolphins and celebrity homes of Sarasota from its waterways while sailing aboard the Enterprise. You will receive Five Star personalized service from your first mate serving sodas and snacks or, if you desire, have one of our approved caterers provide you with a vast assortment of entrees.
Let gentle waves, faint jazz and the setting sun team up to take you into a world that is both fun and relaxing. Snuggle with a partner or party with friends. All this can be yours, courtesy of Enterprise Sailing Charters.
Taste of Sailing - Two hours of sightseeing and sailing to the Gulf and back past three islands, (Bird Key, Lido Key, Siesta Key).
True Sailing - Three hours of sailing covering over 12 miles in distance passing three islands. One of our most popular afternoon trips.
Full Sailing Experience - Half day (four hours) of sailing on the Gulf and Bay over 20 miles in distance past five islands.
Romantic Sunset Sail - Two hours of sailing past three islands to the Gulf for viewing of our spectacular sunsets. Soft light jazz music playing in the background.
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