Embark on a thrilling sunset sail on the Rover, Key West’s famous ‘Red Sails in the Sunset’ Tall Ship. Experience traditional sailing with a hint of piracy. Cannon firing included!
Embark on a thrilling sunset sail on the Rover, Key West’s famous ‘Red Sails in the Sunset’ Tall Ship. Experience traditional sailing with a hint of piracy. Cannon firing included!
- Schooner Jolly II Rover - You will take in a memorable sail of Key West’s most famous sights - the Historic Seaport of Key West - cruise into Man O War Harbor - sail by Christmas Tree Island - the mansions on Sunset Key - see Mallory Square from the water - the Navy Mole and the Civl War Fort Zachary Taylor - cruise by the State Park and sail out into the open Atlantic to observe each days unique sunset!
- Schooner Jolly II Rover - You will take in a memorable sail of Key West’s most famous sights - the Historic Seaport of Key West - cruise into Man O War Harbor - sail by Christmas Tree Island - the mansions on Sunset Key - see Mallory Square from the water - the Navy Mole and the Civl War Fort Zachary Taylor - cruise by the State Park and sail out into the open Atlantic to observe each days unique sunset!

- Coolers of ice with cups and bottled water
- Snacks
- Sunset Sail
- Coolers of ice with cups and bottled water
- Snacks
- Sunset Sail
- Alcoholic beverages
- Carbonated beverages
- Alcoholic beverages
- Carbonated beverages
Embark on an exhilarating journey aboard the Rover, where traditional sailing meets a touch of piracy! Indeed, there are cannons on board! Set sail on Key West’s most photographed vessel, the Schooner Jolly II Rover, the only square-rigged, topsail schooner in the Historic Seaport. Known as Key West’s iconic “Red Sails in the Sunset” Tall Ship, this…
Embark on an exhilarating journey aboard the Rover, where traditional sailing meets a touch of piracy! Indeed, there are cannons on board! Set sail on Key West’s most photographed vessel, the Schooner Jolly II Rover, the only square-rigged, topsail schooner in the Historic Seaport. Known as Key West’s iconic “Red Sails in the Sunset” Tall Ship, this experience is all about sailing without the distraction of bands or loud music. There’s ample space to socialize with fellow guests, assist in raising the sails, take the helm, fire the cannons, or simply unwind and enjoy the ride!
- There is no wheelchair ramp but we will do out best to accommodate wheelchair passengers.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.