Schooner Jolly II Rover

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!
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The only square rigged topsail schooner in the Historic Seaport of Key West!

The Tall Ship Schooner Jolly II Rover entering Havana Harbor in 2015Representing The Conch Republic, State of Florida an...
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

Here’s a little taste of sailing on the ROVER📷: Capt. Outlandish
02/25/2026

Here’s a little taste of sailing on the ROVER

📷: Capt. Outlandish

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...

02/25/2026

Not a bad view

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

Telephone

+13053042235

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