Schooner Jolly II Rover

Schooner Jolly II Rover

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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!

Schooner JOLLY II ROVER: Key West sunset sail 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...

02/25/2026

Not a bad view

02/25/2026

Coming up soon in April!

Join us for 10 days of FUN-filled events!
April 17-26, 2026

Photos from Schooner Wharf Bar's post 02/23/2026
Photos from Schooner Jolly II Rover's post 04/06/2025

So long from Capt. Outlandish: He leaves tomorrow for the other end of US-1.

“ I’m headed to Maine to get back to my schooner in Portland. It’s been a real treat getting to sail with everyone for the last 5 months! Thanks to Bill Malone and all his crew for a great winter sailing season. ”

04/05/2025

Come back to the real world, set sail for foreign shores. The world today is rough enough, find your paradise. It’s somewhere out there, just over the horizon.

04/05/2025

Is there anything better than this? We think not

Photos from Schooner Jolly II Rover's post 04/05/2025

We said goodbye to Thomas Frazier today, he’s been with us for a few years now. Tom is going to Alaska this summer with his new captain’s license to drive ships in the frigid North, but fret not! Tom is a Key West native (Conch) and he’s sure to return before it starts getting cold again!

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Telephone

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