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4-Day Key West Adventure

4-Day Key West Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Old Town 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 famous authors. The museum is surrounded by lush gardens and is home to the descendants of Hemingway's six-toed cats.
Afternoon
After exploring the museum, head over to Blue Heaven for a delightful lunch. This quirky eatery is known for its delicious food and unique atmosphere. Post-lunch, take a leisurely stroll down Duval Street, where you can enjoy shopping, art galleries, and street performances.
Evening
In the evening, make your way to Mallory Square for the famous sunset celebration. Street performers, food vendors, and local artisans create a festive atmosphere as you watch the sun dip below the horizon. For dinner, enjoy fresh seafood at A&B Lobster House.
Bedtime
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Nature and History in Key West

Morning
Begin your day with a peaceful visit to the Key West Butterfly and Nature Conservatory. This beautiful conservatory is home to hundreds of butterflies and exotic birds. It's a serene way to start your morning.
Afternoon
For lunch, head over to Garbo's Grill, known for its delicious tacos and burgers served from a food truck. Afterward, explore the historic Fort Zachary Taylor. This Civil War-era fort offers both history and beautiful beach areas for relaxation.
Evening
In the evening, embark on an adventure with the Key West Ghosts of Key West Walking Tour. Discover spooky tales and haunted sites around Old Town Key West. Conclude your night with dessert at Better Than Sex - A Dessert Restaurant Key West, offering decadent treats in an intimate setting.
Bedtime
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Marine Adventures and Local Flavors

Morning
Kick off your day with some excitement by experiencing the Key West Ultimate Parasailing Experience. Enjoy breathtaking views of Key West from above as you soar over its turquoise waters.
Afternoon
For lunch, savor Cuban cuisine at El Siboney Restaurant, known for its authentic flavors. Afterward, visit the fascinating Mel Fisher Maritime Museum, which houses treasures from shipwrecks discovered by Mel Fisher.
Evening
In the evening, unwind on a relaxing sail with the Key West Schooner Sunset Sail with Food & Drinks. Enjoy live music and refreshments as you take in stunning sunset views from aboard a classic schooner.
Bedtime
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Cultural Immersion in Key West

Morning
Start your cultural immersion with a visit to the historic Harry S. Truman Little White House, where President Truman spent his winters during his presidency. The guided tour provides insights into Truman's life and presidency.
Afternoon
Enjoy lunch at Hogfish Bar & Grill, located on Stock Island just outside of Key West. Known for its fresh seafood dishes in a laid-back setting. Post-lunch explore more history at the unique Key West Shipwreck Treasure Museum, which brings maritime history to life through exhibits and reenactments.
Evening
End your day with an unforgettable experience on board the 2-hour sunset sail with live music offered by 2-hour sunset sail with live music offered by 2-hour sunset sail with live music offered by 2-hour sunset sail with live music offered by 2-hour sunset sail with live music offered by 2-hour sunset sail with live music offered by 2-hour sunset sail
Bedtime
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Adventure and Relaxation

Morning
Start your final day with a serene visit to the Key West Garden Club. This beautiful garden is located in the historic West Martello Tower and offers a peaceful retreat with stunning views of the ocean.
Afternoon
For lunch, head to Latitudes, located on Sunset Key. This upscale restaurant offers delicious cuisine with breathtaking views of the Gulf of Mexico. After lunch, take a leisurely walk along the Edward B. Knight Pier, where you can enjoy panoramic views of the Atlantic Ocean.
Evening
In the evening, embark on an unforgettable adventure with the Key West Windjammer Champagne Sunset Sail. Enjoy champagne and hors d'oeuvres as you sail into the sunset, creating a perfect ending to your Key West adventure.
Bedtime
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