About Sunset Sail Key West

Sunset Sail Key West is more than a charter — it’s the result of a lifetime spent on the water, sharing the magic of sailing and the beauty of Key West with every guest.

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(305) 587-4488

Classic Schooner Sunset Sail

Join us for a Classic Schooner Sunset Sail, a shared group experience that offers breathtaking views of Key West as the sun sets over the horizon.

Trip Includes

  • Seats on a shared experience on the schooner When and If with her captain and crew
  • Two boutique wines made in honor of the boat, and select beers
  • Bottled water and La Croix


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Classic Schooner Sunset Sail

KEY WEST, FL

"When the war is over, and if I live through it, Bea and I are going to sail around the world" declared General George S Patton of his beloved custom-built yacht.

Sunset Sail Key West is proud to be home to the schooner yacht When and If: the peacetime dream of an American war hero. This octogenarian beauty is open to the public as part of a fund-raising programme to preserve her flag, keep her in her current excellent condition and fulfil her destiny to sail around the world.

Come sail with Sunset Sail Key West and be part of her story as we sail into the sunset, enjoying the unspoiled view and blue water sailing to be had off the Keys' Atlantic coast.

Help raise sail, take a turn at the helm, or simply relax and enjoy planning your next trip with Sunset Sail Key West as our captain and crew sail you out to catch the breeze!

Your Experience at a Glance


2 Hours

All Ages Welcome

Up to 32 Guests

$109+ for Adults (Ages 13+)

$45 Children (Ages 3-12 with adult)

Shared Experience

What to Bring

  • Any necessary sun protection
  • Appropriate weatherwear for the day - it can be cool on the water after sunset

Important Info

  • All Ages welcome
  • Children under 12 must be accompanied by an adult
  • Gratuity for the crew customary and very much appreciated! It is not included in the fee for your trip, so if you think they did a good job, please do remember them at the end of your sail.