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4 Days of Fun in Key West 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 historic site offers a glimpse into the life of one of America's most famous authors. After exploring the museum, head over to Cuban Coffee Queen for a delicious Cuban coffee and breakfast.

Afternoon

In the afternoon, take a leisurely stroll down Duval Street. This iconic street is lined with shops, galleries, and cafes. Stop by Garbo's Grill for a tasty lunch. Afterward, visit the Key West Lighthouse and Keeper's Quarters Museum for some fascinating history and stunning views.

Evening

End your day at Mallory Square to catch the famous sunset celebration. Enjoy street performances and local crafts. For dinner, dine at A&B Lobster House, known for its fresh seafood and waterfront views.

Bedtime

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4.68
Ernest Hemingway Home and Museum
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Duval Street
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Nature and Adventure in Key West

Morning

Begin your day with a visit to the Key West Butterfly and Nature Conservatory. This serene spot is home to hundreds of butterflies and exotic birds. For breakfast, try Blue Heaven, famous for its hearty breakfasts and laid-back atmosphere.

Afternoon

Spend your afternoon at Fort Zachary Taylor, where you can explore historic fortifications or relax on one of Key West's best beaches. Have lunch at Hogfish Bar & Grill, which offers delicious seafood in a casual setting.

Evening

In the evening, embark on the Key West Windjammer Champagne Sunset Sail. Enjoy stunning views of the sunset while sipping champagne on this classic schooner sail. For dinner afterward, head to Santiago's Bodega for tapas-style dining.

Bedtime

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Key West Butterfly and Nature Conservatory
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Fort Zachary Taylor
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Cultural Highlights of Key West

Morning

Start your day with a visit to the beautiful Basilica of Saint Mary Star of the Sea. Afterward, enjoy breakfast at El Siboney Restaurant, known for its authentic Cuban cuisine.

Afternoon

In the afternoon, explore more cultural sites by visiting the Mel Fisher Maritime Museum, which houses treasures from shipwrecks around Key West. For lunch, stop by Louie's Backyard, offering fine dining with ocean views.

Evening

Conclude your day with an exciting experience on the Key West Ghosts of Key West Walking Tour. Learn about local legends and haunted spots as you walk through Old Town. Finish off with dessert at Better Than Sex - A Dessert Restaurant Key West.

Bedtime

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4.85
Basilica of Saint Mary Star of the Sea
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4.45
Mel Fisher Maritime Museum
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Outdoor Adventures in Key West

Morning

Kick off your morning with some adventure by trying out the Key West Ultimate Parasailing Experience at Smathers Beach. Afterward grab breakfast at Cuban Coffee Queen again as it’s nearby!

Afternoon

Spend your afternoon exploring marine life on Key West Island Adventure Eco Tour, which includes kayaking through mangroves & snorkeling in pristine waters! Have lunch packed or enjoy something light before heading back!

Evening

End your trip with a relaxing evening stroll along Edward B Knight Pier where you can watch fishermen & enjoy scenic ocean views! Finally have dinner at Latitudes – perfect way to conclude trip!

Bedtime

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