Experiences

From a relaxed first sail to multi-day flotillas along Florida’s Gulf Coast, find the sailing experience that’s right for you.

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Sailing Experiences

3–4 Hours Starts at$695

Sailing Experience

Taste of Sailing

Experience the joy of sailing with a relaxed, hands-on introduction to life on the water. No previous experience needed. Just come aboard and enjoy the journey.

Up to 6 guests Beginner-friendly All equipment & safety gear provided

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6 Days Cabins from$4,495

Mile-Building Sailing Adventure

Key West Flotilla

A six-day sailing adventure along Florida’s Gulf Coast. Build sailing miles, experience overnight sailing, and enjoy time exploring Key West with fellow sailors.

St. Petersburg to Key West April 6–11, 2027 Catamaran or monohull

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8 Days Cabins from$4,495

Mile-Building Sailing Adventure

Dry Tortugas Sailing Flotilla

An eight-day sailing adventure to one of America’s least-visited national parks. Build your sailing experience, enjoy life aboard, and discover the historic beauty of Dry Tortugas.

St. Petersburg to Dry Tortugas May 17–25, 2027 Monohull or catamaran

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Not sure which experience is right for you? Call (941) 941-8364