Sail When And If

Sail When And If Beautiful wooden schooner yacht open for daysails, sunset sails, and private charter. Created in 1939 Come sail with us!
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General George Patton said of his yacht in 1939: "When the war is over, and If I return, Bea and I are going to sail her around the world."

76 years later that dream is still unfulfilled. Now, for the first time in her life, this beautiful sailing vessel has been opened up to the public and put to work to help try and raise money to bring to life the dreams of her designer, her commissioner, her

owner, her captain and her crew. She is a glorious blue-water sailing machine with a destiny to fulfil - Help us make history!

04/25/2025

Cannon shot in salute to the late great Admiral Finbar of the Conch Republic!

Let your inner sailor free and hop aboard for a timeless adventure!
04/21/2025

Let your inner sailor free and hop aboard for a timeless adventure!

04/19/2025

The When And If is coming to a port near you this summer! Tickets now available for our visit to Rochester, NY June 26-29th booking link in comments!

Key West locals, have you sailed with us on our Sunset Sail yet? Take advantage of 30% off when booking by phone, and en...
04/15/2025

Key West locals, have you sailed with us on our Sunset Sail yet? Take advantage of 30% off when booking by phone, and enjoy a complimentary sail when joined by two or more visitors at the regular price. Sunset Sail Key West

I must go down to the sea again…..  give me a tall ship and a star to steer her by.
04/13/2025

I must go down to the sea again….. give me a tall ship and a star to steer her by.

Sailing is looking great this entire week from The Perry Hotel & Marina Key West! Free parking, 3 restaurants and 2 pool...
04/07/2025

Sailing is looking great this entire week from The Perry Hotel & Marina Key West! Free parking, 3 restaurants and 2 pools! Make a day of it and come hang out before your sunset sail!

The winds and seas have laid down and we are ready to go sailing! Join us for a sunset sail! 6:15-8:15pm from the beauti...
04/06/2025

The winds and seas have laid down and we are ready to go sailing! Join us for a sunset sail! 6:15-8:15pm from the beautiful The Perry Hotel & Marina Key West

Have you helped hoist the sails with us? One more month before we begin our journey north!
04/05/2025

Have you helped hoist the sails with us? One more month before we begin our journey north!

04/02/2025

Lovely sail tonight! Thank you for joining us and keeping these ships alive!

Sister ship Malabar X (10) winner of the 1930 and 1932 Newport to Bermuda race out for a spectacular sail!  Only 2 more ...
03/29/2025

Sister ship Malabar X (10) winner of the 1930 and 1932 Newport to Bermuda race out for a spectacular sail! Only 2 more months sailing in Key West before our summer adventures kick off!

We still have availability for the Blue Angels air show viewing sails on Saturday and Sunday!  Great locals and military...
03/27/2025

We still have availability for the Blue Angels air show viewing sails on Saturday and Sunday! Great locals and military rates available! Booking link in comments

The Tall Ships Are Coming!  Preliminary schedule for our Great Lakes tour 2025! Sail Away Ticket links coming soon!
03/26/2025

The Tall Ships Are Coming! Preliminary schedule for our Great Lakes tour 2025! Sail Away Ticket links coming soon!

Your spot onboard is waiting for you! Do you like the front of the boat or back in the cockpit?
03/25/2025

Your spot onboard is waiting for you! Do you like the front of the boat or back in the cockpit?

Set sail for a Key West sunset, you won’t be disappointed! Sunset Sail Key West is home to a truly historic fleet!
03/24/2025

Set sail for a Key West sunset, you won’t be disappointed! Sunset Sail Key West is home to a truly historic fleet!

Join us for an exhilarating afternoon of sailing and spectating the       onboard General Patton’s yacht! March 29th & 3...
03/20/2025

Join us for an exhilarating afternoon of sailing and spectating the onboard General Patton’s yacht! March 29th & 30th. 3 hrs of fun with rosé and sandwiches!

Address

7009 Shrimp Road
Key West, FL
33040

Opening Hours

Monday 8am - 10pm
Tuesday 8am - 10pm
Wednesday 8am - 10pm
Thursday 8am - 10pm
Friday 8am - 10pm
Saturday 8am - 10pm
Sunday 8am - 10pm

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