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5-Day Key West Adventure Itinerary

Last updated: 2024 Jun 14

Welcome to Key West

Morning

Key West Historic District - Start your adventure by exploring the charming and historic streets of Key West. This district is filled with beautiful architecture and offers a glimpse into the island's past.

Afternoon

Ernest Hemingway Home and Museum - Dive into the literary history of Key West with a visit to Ernest Hemingway's former residence. The guided tour provides fascinating insights into his life and works. For lunch, head to Blue Heaven, known for its delicious Caribbean-inspired dishes.

Evening

Mallory Square - End your day at Mallory Square for the famous sunset celebration. Street performers, local artisans, and a stunning view of the sunset make this a must-see experience. Enjoy dinner at Latitudes, which offers an exquisite dining experience on Sunset Key.

Bedtime

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4.57
Key West Historic District
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4.68
Ernest Hemingway Home and Museum
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Nature and History

Morning

Key West Butterfly and Nature Conservatory - Begin your day surrounded by the beauty of butterflies in this serene conservatory. It's a peaceful way to start your morning.

Afternoon

Fort Zachary Taylor - Explore this historic state park with its Civil War-era fortifications. The park also offers beautiful beaches for a relaxing afternoon. Have lunch at Hogfish Bar & Grill, known for its fresh seafood.

Evening

Key West Ghosts of Key West Walking Tour - Discover the spooky side of Key West with this evening ghost tour. Learn about local legends and haunted spots as you walk through the historic streets. For dinner, try El Siboney Restaurant for authentic Cuban cuisine.

Bedtime

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4.94
Key West Butterfly and Nature Conservatory
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3.97
Fort Zachary Taylor
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Adventure on Land and Sea

Morning

Key West Guided Bicycle Tour with Key Lime Pie - Pedal through picturesque streets on this guided bike tour that ends with a slice of famous Key Lime Pie.

Afternoon

Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion - Spend your afternoon on an exciting excursion that includes sailing, snorkeling in crystal-clear waters, kayaking through mangroves, and watching the sunset from the water. Grab lunch at Garbo's Grill, known for its gourmet food truck offerings.

Evening

Key West Southernmost Ghosts Haunted Walking Tour - Continue exploring the haunted history of Key West with another ghost tour focusing on different stories and locations. Dine at Louie's Backyard for an elegant meal by the ocean.

Bedtime

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4.88
Key West Guided Bicycle Tour with Key Lime Pie
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5.00
Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion
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Explore Marine Wonders

Morning

Key West Island Adventure Eco Tour - Start your day with an eco-tour that includes snorkeling, kayaking, and exploring the diverse marine life around Key West. This tour is perfect for nature enthusiasts and offers a unique perspective on the island's natural beauty.

Afternoon

Key West Aquarium - Continue your marine exploration with a visit to the Key West Aquarium. Learn about local marine species and even get a chance to feed some of the animals. For lunch, head to A&B Lobster House for some of the best seafood in town.

Evening

Key West Windjammer Champagne Sunset Sail - End your trip with a luxurious sunset sail on a classic windjammer. Enjoy champagne and hors d'oeuvres as you watch the sun set over the ocean. For dinner, indulge in sweet treats at Better Than Sex - A Dessert Restaurant Key West, known for its decadent desserts.

Bedtime

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