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Key West Adventure - 5 Days 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 home of the famous author offers a glimpse into his life and work. The lush gardens and resident six-toed cats add to the charm.
Afternoon
Head over to Blue Heaven for a delightful lunch. This iconic eatery is known for its delicious brunches and laid-back atmosphere. Afterward, take a leisurely stroll down Duval Street, where you can explore unique shops, galleries, and street performers.
Evening
End your day at Mallory Square for the famous sunset celebration. Enjoy street performances, local crafts, and breathtaking views of the sunset over the Gulf of Mexico. For dinner, indulge in fresh seafood at Conch Republic Seafood Company.
Bedtime
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Ernest Hemingway Home and Museum
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Duval Street
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Mallory Square
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Nature and Culture in Key West
Morning
Begin your day with a visit to the serene Key West Butterfly and Nature Conservatory. Walk among hundreds of butterflies in this tropical paradise.
Afternoon
Enjoy lunch at Garbo's Grill, known for its gourmet food truck offerings. Then head to Fort Zachary Taylor for an afternoon of history and beach relaxation. Explore the historic fort before unwinding on one of Key West's best beaches.
Evening
Experience a unique dining experience at Better Than Sex - A Dessert Restaurant Key West. This intimate spot offers decadent desserts in a romantic setting.
Bedtime
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Key West Butterfly and Nature Conservatory
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From Fairbanks Chena Hot Springs Northern Lights Tour
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Adventure on Land and Sea
Morning
Kick off your day with an adventurous activity: Key West Ultimate Parasailing Experience. Soar above the beautiful waters of Key West for stunning aerial views.
Afternoon
For lunch, visit Hogfish Bar & Grill, a local favorite known for its fresh seafood. Afterward, explore the fascinating underwater world with a snorkeling excursion at the famous Vandenberg Wreck.
Evening
In the evening, enjoy a fine dining experience at Latitudes, located on Sunset Key. Accessible by ferry, this restaurant offers exquisite cuisine with stunning ocean views.
Bedtime
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Key West Ultimate Parasailing Experience
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Vandenberg Wreck
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Cultural Immersion in Key West
Morning
Start your cultural exploration with a visit to the historic Harry S. Truman Little White House. Learn about its significance as President Truman's winter White House.
Afternoon
Have lunch at El Siboney Restaurant, where you can savor authentic Cuban cuisine. Then take part in an insightful walking tour: Key West History and Culture Southernmost Walking Tour, which will guide you through key historical sites.
Evening
Conclude your day with dinner at Santiago's Bodega, known for its tapas-style dishes and vibrant atmosphere.
Bedtime
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Harry S. Truman Little White House
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Key West History and Culture Southernmost Walking Tour
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Final Day of Key West Delights
Morning
Begin your last day in Key West with a visit to the Key West Lighthouse and Keeper's Quarters Museum. This historic site offers panoramic views of the island from the top of the lighthouse and an intriguing look into the lives of its keepers.
Afternoon
For lunch, head to Louie's Backyard, a beloved waterfront restaurant offering delicious cuisine with stunning ocean views. Afterward, take a relaxing stroll along Edward B. Knight Pier, where you can enjoy the sea breeze and watch local fishermen at work.
Evening
End your trip with a memorable dinner at A&B Lobster House, known for its fresh seafood and elegant setting. After dinner, take part in the Key West Windjammer Champagne Sunset Sail for a magical evening on the water, complete with champagne and breathtaking sunset views.
Bedtime
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Key West Lighthouse and Keeper's Quarters Museum
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Edward B. Knight Pier
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Key West Windjammer Champagne Sunset Sail
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