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

Private Charter Sunset Sail

Sail into the sunset aboard your own private boat, with stunning views of the Key West coastline as the sky transforms into vibrant hues.

Trip Includes

  • Private boat with captain & mate
  • Coolers stocked with ice
  • Soft drinks
  • Bottled water
  • You are welcome to bring any adult beverages of your choice.
  • Gourmet Cheese Platter upgrade available


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Private Charter Sunset Sail

KEY WEST, FL

At Sunset Sail Key West we bring you the perfect end to an island day; capture the magic of it all from the deck of your own private tropical sailboat.

Sunset Sail Key West boasts a fleet of unique classic sailboats and we strive to revive the romance and charm without the crowds.

Sit back while the captain and mate raise the sails, shut off the engine and sail you off into the sunset.

Take the wheel or take in the sights as we sail you through a tour of Key West harbor, sail past the crowds at Mallory square and cross the line of the Gulf of Mexico into the Atlantic Ocean

Look seaward and dream of sailing far away, take in the sea stories of our crew and plan your next sail with Sunset Sail Key West.

Your Experience at a Glance


2 Hours

All Ages Welcome

USCG Certified up to 12 Guests

From $645

Private Charter

Authentic Sailing Experience

What to Bring

  • Any necessary sun protection
  • Appropriate weatherwear for the day
  • Any adult beverages or snacks you would like to enjoy on your trip

Important Info

  • Listed price includes up to 6 guests. Each additional guest is $75, with a maximum of 12 guests total.
  • All ages welcome.
  • Children under 12 must be accompanied by an adult.
  • All our trips are customizable — if you'd like to add an extra hour or adjust your time slot, just call or email and we'll do our best to accommodate.
  • Gratuity for the crew is customary and greatly appreciated. It's not included in your trip fee, so if you feel they did a great job, please consider thanking them at the end of your sail.