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4-Day Key West Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Historic 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 filled with Hemingway's personal artifacts and the grounds are home to dozens of six-toed cats that are descendants of Hemingway's own pets.

Afternoon

Head over to Duval Street for lunch and some shopping. This vibrant street is lined with shops, galleries, and eateries. Don't miss out on dining at Blue Heaven, a beloved local spot known for its delicious brunches and laid-back atmosphere.

Evening

Conclude your day at Mallory Square for the Sunset Celebration. This daily event features street performers, local artisans, and food vendors all coming together to celebrate the beautiful Key West sunset.

Bedtime

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Ernest Hemingway Home and Museum
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Duval Street
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Nature and Maritime Wonders

Morning

Begin your day at the Key West Butterfly and Nature Conservatory. This serene spot is home to hundreds of butterflies from around the world as well as exotic birds. It's a peaceful way to start your morning surrounded by nature.

Afternoon

Afterward, visit the Mel Fisher Maritime Museum. Here you can explore treasures recovered from shipwrecks around Key West. For lunch, try a meal at one of the nearby seafood restaurants such as Blue Heaven which offers fresh local catches.

Evening

In the evening, take part in the Key West Windjammer Champagne Sunset Sail. Enjoy stunning views of the sunset over the water while sipping on champagne aboard a classic schooner.

Bedtime

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Key West Butterfly and Nature Conservatory
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4.45
Mel Fisher Maritime Museum
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Cultural Immersion in Key West

Morning

Kick off your day with a visit to Fort Zachary Taylor, an impressive historic state park where you can explore Civil War-era fortifications and enjoy scenic views.

Afternoon

Spend your afternoon exploring more history at the Harry S. Truman Little White House, where President Truman spent his winters during his presidency. For lunch, head over to another local favorite restaurant like Blue Heaven for some authentic island cuisine.

Evening

Wrap up your day with an evening stroll along Edward B. Knight Pier. The pier offers beautiful ocean views and is perfect for a relaxing walk as you watch the sunset.

Bedtime

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Fort Zachary Taylor
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4.67
Harry S. Truman Little White House
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Adventures on Land and Sea

Morning

Start off with an adventurous morning by taking part in the Key West Ultimate Parasailing Experience. Get an aerial view of Key West's stunning coastline from high above.

Afternoon

After parasailing, head over to relax at Smathers Beach, one of Key West's largest public beaches. Enjoy sunbathing or take a dip in the clear waters. Grab lunch from one of the beachside cafes or food trucks available nearby.

Evening

End your day with an exciting experience on water by joining in on an evening sail such as the Key West Schooner Sunset Sail with Food & Drinks. Enjoy live music along with delicious food and drinks while sailing into another beautiful Key West sunset.

Bedtime

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Key West Ultimate Parasailing Experience
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Smathers Beach
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Key West's Hidden Gems

Morning

Begin your day with a visit to the Key West Garden Club. This hidden gem is located in the historic West Martello Tower and offers beautiful gardens and ocean views. It's a peaceful spot to start your morning.

Afternoon

After enjoying the gardens, head over to Key West Lighthouse and Keeper's Quarters Museum. Climb to the top of the lighthouse for panoramic views of Key West. For lunch, try a meal at one of the nearby restaurants such as Blue Heaven, known for its delicious island cuisine.

Evening

Conclude your trip with a visit to Southernmost Point of the Continental USA. This iconic landmark is perfect for a photo opportunity. Afterward, enjoy dinner at another local favorite restaurant before heading back.

Bedtime

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