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8-Day Adventure through the Florida Keys

8-Day Adventure through the Florida Keys Itinerary

Last updated: 2024 Jun 14

Exploring Key West's Rich History

Morning
Start your day with a visit to the Ernest Hemingway Home and Museum. This historic site offers a glimpse into the life of one of America's most celebrated authors. The museum is filled with artifacts and stories from Hemingway's time in Key West, making it a must-see for literature enthusiasts.
Afternoon
After exploring Hemingway's home, head over to Fort Zachary Taylor. This historic state park offers both a fascinating look at Civil War-era fortifications and beautiful beaches for relaxation. Enjoy a leisurely lunch at the park's picnic areas or grab a bite from the on-site café.
Evening
End your day with a visit to Mallory Square for the famous sunset celebration. Street performers, local artisans, and food vendors create a festive atmosphere as you watch the sun dip below the horizon. For dinner, try one of the nearby restaurants such as Hard Rock Cafe Key West [22644].
Bedtime
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Nature and Culture in Key West

Morning
Begin your day at the Key West Butterfly and Nature Conservatory. This serene environment is home to hundreds of butterflies and exotic birds. It's a peaceful way to start your morning surrounded by nature.
Afternoon
Next, visit the Key West Lighthouse and Keeper's Quarters Museum. Climb to the top for panoramic views of Key West and learn about its maritime history. Afterward, enjoy lunch at one of the charming cafés nearby.
Evening
In the evening, take part in the Key West Southernmost Ghosts Haunted Walking Tour. Discover spooky tales and haunted sites as you explore Old Town Key West under the moonlight. For dinner, consider dining at one of Key West's renowned seafood restaurants.
Bedtime
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Aquatic Adventures in Key West

Morning
Kick off your day with an exciting underwater experience at Vandenberg Wreck. This popular diving spot is perfect for exploring marine life and sunken treasures.
Afternoon
After your dive, relax on Smathers Beach, one of Key West's largest public beaches. Enjoy beachside snacks or pack a picnic lunch to savor by the sea.
Evening
As evening approaches, embark on an unforgettable journey with the Key West Windjammer Champagne Sunset Sail. Sip champagne while watching the sunset over the water. Conclude your night with dinner at one of Key West's waterfront restaurants.
Bedtime
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Cultural Immersion in Key West

Morning
Start your cultural exploration with a visit to Mel Fisher Maritime Museum, where you can learn about shipwrecks and treasure hunting in Key West's waters.
Afternoon
Continue your journey through history at Harry S. Truman Little White House, which served as President Truman's winter White House. Enjoy lunch at one of Old Town’s quaint eateries afterward.
Evening
Wrap up your day with an immersive experience on the Key West Food Tasting and Cultural Walking Tour. Sample local delicacies while learning about Key West’s rich culinary heritage. Finish off with dinner at another highly-rated local restaurant.
Bedtime
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Scenic Views and Relaxation

Morning
Begin your day with a visit to the Southernmost Point of the Continental USA. This iconic landmark is perfect for a morning photo opportunity and offers beautiful ocean views.
Afternoon
Head over to the Key West Garden Club for a peaceful afternoon surrounded by lush greenery and historic architecture. Enjoy a leisurely lunch at one of the nearby cafés.
Evening
In the evening, take part in the Key West 2-Hour Sunset Sail with Live Music. Enjoy live music and stunning sunset views as you sail around Key West. For dinner, try one of Key West's top-rated seafood restaurants.
Bedtime
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Historical Insights and Beach Time

Morning
Start your day with a visit to the Key West Historic District. Wander through charming streets filled with historic homes and landmarks.
Afternoon
Spend your afternoon at Edward B. Knight Pier, where you can enjoy ocean views and perhaps spot some local wildlife. Have lunch at one of the pier's nearby eateries.
Evening
Join the Key West Ghosts of Key West Walking Tour in the evening for more ghostly tales and haunted sites. Conclude your night with dinner at a highly-rated local restaurant.
Bedtime
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Adventure on Land and Sea

Morning
Kick off your day with an adventurous Key West Guided Bicycle Tour with Key Lime Pie. Explore Key West on two wheels while enjoying delicious key lime pie along the way.
Afternoon
After your bike tour, head to Key West Aquarium for an educational experience about marine life. Enjoy lunch at one of the aquarium's nearby restaurants.
Evening
End your day with an exciting experience on the Key West Schooner Sunset Sail with Food & Drinks. Savor delicious food and drinks while watching another beautiful sunset over Key West. For dinner, choose from one of Key West's renowned dining spots.
Bedtime
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Final Day of Exploration

Morning
Begin your last day in Key West with a visit to St. Paul's Key West Episcopal Church, known for its stunning architecture and serene atmosphere.
Afternoon
Spend your afternoon exploring Duval Street, famous for its vibrant shops, galleries, and eateries. Have lunch at one of Duval Street's popular spots.
Evening
Conclude your trip with an unforgettable adventure on the Key West 4-Hour Private Sandbar Cruise on a Tiki Bar Boat. Enjoy drinks and relaxation on this unique floating bar experience. Finish off with dinner at another top-rated restaurant in Key West.
Bedtime
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