Schooner Jolly II Rover
Come sail Key West’s famous Red Sails in the Sunset most photographed ship! The Tall Ship Schooner Jolly II Rover. Traditional sailing with a Hint Of Piracy!
The only square rigged topsail schooner in the Historic Seaport of Key West!
05/28/2026
The Tall Ship Schooner Jolly II Rover entering Havana Harbor in 2015
Representing The Conch Republic, State of Florida and the USA!!
First legal US sailing vessel allowed into Havana Harbor since Castro took over!
We fired our cannon at the castle as we entered! It was a signal of peace! The banner wrapping the tower was for the Hobie Cat challenge we were there for from Key West. The Rover was a support vessel
02/25/2026
Here’s a little taste of sailing on the ROVER
📷: Capt. Outlandish
Schooner JOLLY II ROVER: Key West sunset sail The Schooner Jolly II Rover is proudly owned by Bill Malone and operated out of Key West’s Historic Seaport. He purchased the Jolly II Rover in 2003 to fulfi...
Not a bad view
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Address
631 Greene Street
Key West, FL
33040
Opening Hours
| Monday | 9am - 5pm |
| Tuesday | 9am - 5pm |
| Wednesday | 9am - 5pm |
| Thursday | 9am - 5pm |
| Friday | 9am - 5pm |
| Saturday | 9am - 5pm |
| Sunday | 9am - 5pm |