Three boats, each with a past

No. I · Schooner, 1939
When and If
“When the war is over, and if I return, Bea and I are going to sail her around the world.”
- Built
- 1939
- Built for
- Gen. George S. Patton
- Length
- 80 feet
- Guests
- Up to 28
- In Key West
- November to May
In 1939 the schooner was built for General George S. Patton. As the Second World War began, he said that when the war was over, and if he returned, he and his wife Bea would sail her around the world. Patton died in 1945, and the voyage never happened.
She has spent her whole life in private hands, and a sail on her is a rare chance to go back in time. She is a champion racer, but with up to 28 guests aboard she sails at an easy pace, and she turns heads wherever she goes.
Captain Seth first saw her in 2000, sailing off the coast of Maine, and never forgot her. In June 2013 he was hired to captain her and oversaw her 18-month restoration. When she came up for sale in 2015 he bought her, which kept her in America, where she belongs.
From November to May she sails in Key West. Perhaps one day she’ll make that trip around the world; until then, she sails with our guests.


Sail aboard When and If
Shared sail · on When and If · 2 hours · Daily through November, timed to sunset · Historic Seaport
Shared sail · on When and If · 2 hours · Daily at 10am · Historic Seaport
Shared sail · on When and If · 2 hours · Daily at 1:30pm through November · Historic Seaport
Private When and If sunset sail
Private charter · on When and If · 2 hours · Timed to sunset, through November · Historic Seaport
Private charter · on When and If · 2 hours · 1:30pm · Historic Seaport

No. II · Schooner, 1930
Malabar X
- Built
- 1930
- Designed by
- John G. Alden
- Length
- 73 feet
- Below
- Three cabins sleeping six
- Sails from
- The Perry Marina
The American naval architect John G. Alden designed yachts that were both beautiful and fast. A keen offshore racer, he drew a series of winners for the Newport Bermuda Race, and named the ones he kept for himself Malabar.
Malabar X, built in 1930, is widely considered the best of them. She won her class that year, and in 1932 she smashed the record to take first place overall, ahead of three other Alden schooners.
On her sprung teak deck, under a cloud of white canvas, with gleaming varnish and antique bronze all around, you’re back in the golden age of sail. Below are three private cabins sleeping six, a saloon, a galley and a navigation station.


Sail aboard Malabar X
Shared sail · on Malabar X · 2 hours · Daily at 4:30pm · The Perry Marina
Shared sail · on Malabar X · 2 hours · 2pm, Thanksgiving to Memorial Day · The Perry Marina
Private charter · on Malabar X · 2 hours · 4:30pm · The Perry Marina
Private charter · on Malabar X · 2 hours · 2pm, or a time that suits you · The Perry Marina

No. III · Sloop, 1980
High Tide
- Built
- 1980, Key West
- Built by
- Admiral Finbar
- Length
- 33 feet
- Guests
- Up to 12
- Sails from
- Historic Seaport
High Tide is a Key West original. The legendary Admiral Finbar built her here for day sailing and snorkeling, and in 1980 the 33-foot Glander became the first charter sailboat in Key West.
Captain Seth crewed on her with Captain Pam when he was 14. Years later he found her dry-docked and close to ruin, and restored his old friend from the ground up.
With a big, comfortable cockpit she suits groups: family snorkel trips to the National Wildlife Refuge, bachelorette parties, lilypad afternoons, the mangrove bird sanctuary. She’s one of only two medium-sized sailboats in Key West that can go into the backcountry. If you’d like to learn the ropes and take a turn at the wheel, she’s your boat.


Sail aboard High Tide
Private charter · on High Tide · 90 minutes · 10am, noon or 2pm · Historic Seaport
Private charter · on High Tide · 2 hours · Timed to sunset · Historic Seaport
Private charter · on High Tide · 3 hours · 9am or 1pm · Historic Seaport
Dolphin watch and snorkel sail
Private charter · on High Tide · 4 hours · 10am · Historic Seaport
Private charter · on High Tide · 4 hours · 2:30pm · Historic Seaport
Private charter · on High Tide · 90 minutes · 7pm · Historic Seaport
