Jolly 2 Rover

Jolly II Rover offers an authentic Key West sailing experience aboard their square-rigged topsail schooner. Step back in time and embark on a sailing adventure that takes you to an era of pirates, rum runners, and privateers, capturing the spirit of independence that lives on daily on the Jolly II Rover.

Experience the famous Red Sails in the Sunset on their 2-hour sunset sail, where you can enjoy the breathtaking views of Key West's most famous sights while the sun sets and paints the sky with brilliant colors. For a shorter sailing tour, their daily 2-hour afternoon sail allows you to explore the crystal blue waters and encounter the abundant wildlife of the Florida Keys. Additionally, Jolly II Rover offers private charters for those seeking a truly unique and personalized sailing adventure.

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