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4 Days in Key West, Florida 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 museum offers a glimpse into the life of the famous author and his six-toed cats. The lush gardens and historic home are a perfect way to begin your Key West adventure.

Afternoon

After exploring Hemingway's home, head over to Blue Heaven for a delightful lunch. This quirky eatery is known for its delicious Caribbean-inspired dishes and laid-back atmosphere. Post-lunch, take a leisurely stroll down Duval Street, where you can shop for souvenirs and enjoy the vibrant street life.

Evening

As the sun sets, make your way to Mallory Square for the famous sunset celebration. Street performers and local vendors create a festive atmosphere as you watch the sun dip below the horizon. For dinner, indulge in fresh seafood at Conch Republic Seafood Company, located nearby.

Bedtime

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Nature and Adventure in Key West

Morning

Begin your day with breakfast at Cuban Coffee Queen, where you can enjoy strong Cuban coffee and delicious breakfast sandwiches. Then head to the serene Key West Butterfly and Nature Conservatory, where you can walk among hundreds of butterflies in a tropical paradise.

Afternoon

For lunch, visit Garbo's Grill, a food truck known for its flavorful tacos and burritos. Afterward, embark on an exciting adventure with the Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion. This tour offers snorkeling at vibrant coral reefs, kayaking through mangroves, and ends with a beautiful sunset sail.

Evening

After your excursion, dine at Santiago's Bodega, which offers an array of tapas perfect for sharing. End your evening with drinks at Hard Rock Cafe Key West, enjoying live music in this iconic venue.

Bedtime

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Cultural Immersion in Key West

Morning

Kick off your morning with breakfast at Pepe's Cafe, one of Key West's oldest eateries known for its hearty breakfasts. Then explore the historical significance of Harry S. Truman Little White House, where President Truman spent his winters working during his presidency.

Afternoon

Enjoy lunch at El Siboney Restaurant, which serves authentic Cuban cuisine that will transport you straight to Havana. Post-lunch activity includes visiting the fascinating exhibits at the Mel Fisher Maritime Museum, showcasing treasures from shipwrecks around Key West.

Evening

For dinner tonight head over to Latitudes which is located on Sunset Key just off Mallory Square offering breathtaking views along with gourmet dining experience

Bedtime

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Relaxation and Scenic Views

Morning

Start your final day with breakfast at popular spot known as Moondog Cafe & Bakery offering freshly baked pastries along with other breakfast options . Afterward visit tranquil gardens of A-Key west Garden Club ,perfect place for relaxing stroll

Afternoon

For lunch today try out local favorite spot known as R-Hogfish Bar & Grill} serving fresh seafood dishes . Post lunch activity includes spending some time soaking up sun rays or taking dip into clear waters found on Smathers Beach

Evening

End trip by having dinner tonight over looking oceanfront views offered by R-A&B Lobster House followed by taking part into one last memorable experience offered by A-Key west Windjammer Champagne Sunset Sail

Bedtime

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