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Sunset Sail Key West
Morning Harbor History sail

A day under sail·Shared sail on When and If

Morning Harbor History sail

Start the day on General Patton’s 1939 schooner, sailing Key West harbor from the Historic Seaport.

$75per adult, plus tax. Ages 3–12 $39, under 3 free

Begin your day aboard When and If, the wooden schooner built in 1939 for General George S. Patton, who planned to sail her around the world after the war. Help raise sail, take a turn at the helm, or simply relax and take in Key West from the water as the crew tell her story.

The sail goes with 8 guests or more. To be sure of your sail, book all 8 places, and we refund the extra places as other guests sign up.

What’s included

  • Two hours under sail with a captain and two crew
  • Two boutique wines made for the boat, and select beers
  • Bottled water and seltzer

What to bring

  • Sun protection
  • Flat shoes
When and If

Aboard · Schooner, 1939

When and If

Built for General George S. Patton, who meant to sail her around the world after the war. He never got the chance. Captain Seth oversaw her restoration, then bought her in 2015 to keep her in America.

Built
1939
Built for
Gen. George S. Patton
Length
80 feet
Guests
Up to 28
In Key West
November to May
Read her story

Where you board

  • Historic Seaport

    202 William St, Key West, FL 33040

    High Tide is in front of Schooner Wharf Bar. When and If leaves from the end of E Dock.

    Pay-to-park lot a minute away at 800 Caroline St, or the garage a block away at 300 Grinnell St. Be on the dock 15 minutes before you sail.

    Directions

A day under sail

See every sail
CallBook now