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Ultimate 5-Day Florida Keys Road Trip Itinerary

Last updated: 2024 Jun 14

Discovering Key West's Charm

Morning

Start your day with a delicious breakfast at the iconic Blue Heaven, known for its unique atmosphere and mouthwatering dishes. Afterward, visit the historic Key West Lighthouse and Keeper's Quarters Museum to enjoy panoramic views of the island.

Afternoon

For lunch, head to Latitudes on Sunset Key and savor a meal with stunning waterfront views. Afterward, explore the vibrant Duval Street for shopping and local attractions.

Evening

In the evening, have a memorable dining experience at Better Than Sex - A Dessert Restaurant Key West, a perfect way to end your first day in Key West.

Bedtime

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4.74
Key West Lighthouse and Keeper's Quarters Museum
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4.83
Duval Street
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Maritime History and Natural Wonders

Morning

Enjoy a leisurely breakfast at Mangia Mangia Pasta Cafe before immersing yourself in the maritime history of Key West at the Mel Fisher Maritime Museum.

Afternoon

For lunch, try the fresh seafood at Hogfish Bar & Grill, a local favorite. Afterward, take a boat tour to the Dry Tortugas National Park to explore the crystal-clear waters and historic fort.

Evening

End your day with a sunset dinner at Louie's Backyard, overlooking the ocean and savoring the flavors of the Keys.

Bedtime

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4.45
Mel Fisher Maritime Museum
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4.88
Dry Tortugas National Park
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Hemingway's Legacy and Underwater Wonders

Morning

Start your day with a hearty breakfast at Blue Heaven before visiting the Ernest Hemingway Home and Museum to learn about the famous writer's life in Key West.

Afternoon

For lunch, enjoy the Caribbean flavors at Bien Caribbean Latino. Afterward, explore the underwater world at the Key West Aquarium and the Key West Shipwreck Treasure Museum.

Evening

Have a unique dining experience at Banana Cafe Key West, known for its French-Caribbean cuisine and charming ambiance.

Bedtime

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4.68
Ernest Hemingway Home and Museum
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4.31
Key West Aquarium
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Beach Day and Sunset Celebration

Morning

Indulge in a delicious breakfast at Blue Heaven before spending the morning relaxing at Smathers Beach, known for its white sand and clear waters.

Afternoon

For lunch, try the local specialties at Pepe's Cafe and Steakhouse. Afterward, visit the iconic Southernmost Point of the Continental USA and enjoy the lively atmosphere at Mallory Square.

Evening

Witness the breathtaking sunset celebration at Mallory Square, then have a memorable dinner at The Flaming Buoy Filet Co., a hidden gem in Key West.

Bedtime

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4.76
Smathers Beach
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4.72
Southernmost Point of the Continental USA
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Culinary Delights and Departure

Morning

Enjoy a leisurely breakfast at Blue Heaven before strolling through the Key West Historic District.

Afternoon

For your final lunch in Key West, savor the Mediterranean cuisine at Azur Restaurant. Afterward, visit the Key West Butterfly and Nature Conservatory for a serene experience.

Evening

Conclude your Florida Keys road trip with a farewell dinner at Latitudes on Sunset Key, reminiscing about your unforgettable journey through the island chain.

Bedtime

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