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4 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 historic site offers a glimpse into the life of the famous author and his six-toed cats. For breakfast, head to Blue Heaven for their famous pancakes and laid-back atmosphere.
Afternoon
After exploring Hemingway's home, take a stroll down Duval Street, known for its vibrant shops and lively atmosphere. Stop for lunch at Santiago's Bodega, which offers delicious tapas in a cozy setting.
Evening
In the evening, enjoy a sunset sail with Key West Schooner Sunset Sail with Food & Drinks. This relaxing sail includes food and drinks while you watch the sun dip below the horizon. For dinner, dine at Latitude's Restaurant, located on Sunset Key.
Bedtime
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Nature and Adventure
Morning
Begin your day with a visit to the serene Key West Butterfly and Nature Conservatory. Enjoy breakfast at Banana Cafe, known for its crepes and omelets.
Afternoon
In the afternoon, explore underwater wonders with a snorkeling adventure at the Vandenberg Wreck. For lunch, head to Hogfish Bar & Grill on Stock Island for fresh seafood.
Evening
End your day with some ghostly fun on the Key West Southernmost Ghosts Haunted Walking Tour. Have dinner at El Siboney Restaurant, famous for its authentic Cuban cuisine.
Bedtime
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Cultural Immersion
Morning
Visit the beautiful Basilica of Saint Mary Star of the Sea in the morning. Enjoy breakfast at Sarabeth's Key West, offering classic American dishes in a charming setting.
Afternoon
Spend your afternoon exploring history at the fascinating Harry S. Truman Little White House. For lunch, try out some local flavors at Garbo's Grill, known for its creative food truck offerings.
Evening
Experience an unforgettable evening with a parasailing adventure from Smathers Beach with Key West Parasailing at Smathers Beach. Finish off your day with dinner at A&B Lobster House.
Bedtime
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Relaxation and Farewell
Morning
Start your final day by visiting the tranquil grounds of the Key West Garden Club. Have breakfast at Blue Macaw Island Eats & Bar where you can enjoy live music along with your meal.
Afternoon
In the afternoon, relax on one of Key West’s most popular beaches: Smathers Beach. Grab lunch nearby at Salute! On The Beach for Italian fare by the sea.
Evening
Conclude your trip by watching street performers and enjoying local eats at Mallory Square during sunset. End your trip with dinner at Louie's Backyard.
Bedtime
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