Embark on an unforgettable Key West FL sunset cruise aboard the magnificent Schooner Jolly II Rover. This traditional sailing experience offers a unique blend of adventure and relaxation, allowing you to witness the breathtaking Key West sunset from the water. Mingle with other guests, help raise the sails, or even steer the ship and shoot the cannons. It is truly an experience unlike any other.
Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's most photographed ship! The Schooner Jolly II Rover is the only squared rigged, topsail schooner in the Historic Seaport! It is Key West's famous "Red Sails in the Sunset" Tall Ship! There is no band playing or loud music. We go sailing! Plenty of room to get up and mingle with other guests. Help raise the sails! Steer the ship! Shoot the cannons! Or just sit back and relax!