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5 Days in Key West Florida Itinerary
Last updated: 2024 Jun 14Exploring Historic Key West
Morning
Start your day with a visit to the Ernest Hemingway Home and Museum. This iconic site offers a glimpse into the life of one of America's most celebrated authors. Enjoy breakfast at Blue Heaven, known for its delicious pancakes and quirky atmosphere.
Afternoon
In the afternoon, head to the Key West Lighthouse and Keeper's Quarters Museum. This historic lighthouse offers stunning views of the island. For lunch, dine at Latitude's Restaurant, which provides beautiful waterfront views and fresh seafood.
Evening
Spend your evening at Mallory Square, famous for its sunset celebrations with street performers and local artisans. Enjoy dinner at El Meson de Pepe, offering authentic Cuban cuisine.
Bedtime
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Ernest Hemingway Home and Museum
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Key West Lighthouse and Keeper's Quarters Museum
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Mallory Square
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Nature and Adventure
Morning
Begin your day with a visit to the serene Key West Butterfly and Nature Conservatory. This enchanting place is home to hundreds of butterflies. Have breakfast at Six-Toed Cat, a cozy cafe with great coffee and pastries.
Afternoon
In the afternoon, explore the underwater world by visiting the Vandenberg Wreck for an unforgettable diving experience. For lunch, try B.O.'s Fish Wagon, known for its casual vibe and fresh fish sandwiches.
Evening
Enjoy a relaxing evening on a Key West Windjammer Champagne Sunset Sail. Experience breathtaking views while sipping champagne. Dinner will be served onboard during this memorable sail.
Bedtime
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Key West Butterfly and Nature Conservatory
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Vandenberg Wreck
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Key West Windjammer Champagne Sunset Sail
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Cultural Immersion
Morning
Start your morning with a visit to the beautiful Basilica of Saint Mary Star of the Sea. Follow this with breakfast at Sandy's Cafe, famous for its Cuban coffee and sandwiches.
Afternoon
Afterward, take a stroll through history at the Harry S. Truman Little White House, where you can learn about President Truman's time in Key West. Have lunch at Garbo's Grill, known for its delicious tacos served from an Airstream trailer.
Evening
Conclude your day with some ghostly tales on a Key West Southernmost Ghosts Haunted Walking Tour. For dinner, enjoy fine dining at Louie's Backyard, offering exquisite dishes with oceanfront views.
Bedtime
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Traditional Madrid Night Tapas and Drinks Tour
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Harry S. Truman Little White House
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Key West Southernmost Ghosts Haunted Walking Tour
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Outdoor Fun and Relaxation
Morning
Kick off your day by visiting the picturesque Fort Zachary Taylor, perfect for history buffs and beach lovers alike. Enjoy breakfast at Cuban Coffee Queen for some authentic Cuban flavors.
Afternoon
In the afternoon, relax on the sandy shores of Smathers Beach, one of Key West's most popular beaches. Grab lunch from nearby food trucks or cafes like The Lobster Shack offering delicious lobster rolls.
Evening
Spend your evening exploring Duval Street, known for its vibrant nightlife and eclectic shops. Dine at Prime Steakhouse for an upscale meal featuring prime cuts of beef.
Bedtime
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From Fairbanks Chena Hot Springs Northern Lights Tour
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Smathers Beach
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Duval Street
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Final Day Highlights
Morning
On your last day, start with a visit to Southernmost Point of the Continental USA for that iconic photo opportunity. Breakfast can be enjoyed at Bagel Island Cafe serving fresh bagels and coffee.
Afternoon
Head over to Key West Aquarium to marvel at marine life up close before having lunch at Conch Republic Seafood Company renowned for its seafood platters.
Evening
End your trip on a high note by taking part in an exciting activity like Key West Ultimate Parasailing Experience. Finish off with dinner at A&B Lobster House offering elegant dining options overlooking the marina.
Bedtime
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Southernmost Point of the Continental USA
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Key West Aquarium
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Key West Ultimate Parasailing Experience
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