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Florida Keys Day Sail

Come aboard the Schooner Jolly II Rover for an unforgettable sailing experience – With a Hint of Piracy!- in the glistening waters of the Florida Keys.

This square-rigged, 80 foot topsail schooner, built in 1994, will transport you back in time with its tanbark colored sails and cannons! Enjoy an exciting, sailing adventure while basking in the amazing views of a Florida afternoon on the water.

See Key West’s gorgeous Historic Seaport, known locally as the Key West Bight. Once known for its shrimp boats, it is today both a beautiful sight and rich with history and waterfront culture.

During the sail, you will see:

  • Ocean wildlife, including schools of dolphins
  • Mallory Square, home of the Key West historical sculpture garden
  • Fort Zachary Taylor
  • The Navy Mole,a submarine base
  • Truman Annex, President Truman’s “Winter Whitehouse”
  • “Christmas Tree Island”
  • Sunset Key, known for its multi-million dollar celebrity homes

Join us today for a trip of a lifetime that you will never forget!

Days Operated:

Daily from 2PM to 4PM


2 Hours

Tour Price:


Reserve Below