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Sunset Sail Key West
Private When and If sunset sail

A sunset of your own·Private charter on When and If

Private When and If sunset sail

General Patton’s schooner for your group alone at sunset, with wine, beer and four bottles of Champagne.

$2,180per boat for up to 12 guests, plus tax. Extra guests at a per-person rate, up to 32

Sail away on the 1939 wooden schooner built for General George S. Patton, with your group the only guests. Help raise sail, take a turn at the helm, or simply relax and enjoy the sights and sounds of Key West’s Historic Seaport.

Make it yours: extra time sailing, a different pick-up or drop-off spot, or catering. Call us with any idea and we’ll do what we can.

What’s included

  • Private use of the schooner with her captain and crew
  • Boutique wine, beer and four bottles of Champagne
  • Bottled water and seltzer

What to bring

  • A layer for after sunset
  • Any snacks you’d like
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 sunset of your own

See every sail
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