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3 Days in Key West: Beaches, History & Fun 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. The guided tour is both informative and engaging, making it a must-see for literature enthusiasts. Afterward, grab breakfast at Blue Heaven, known for its delicious pancakes and unique outdoor setting.

Afternoon

In the afternoon, head over to the Key West Lighthouse and Keeper's Quarters Museum. Climb to the top for stunning views of the island. Then, take a leisurely stroll down Duval Street, where you can shop for souvenirs and enjoy the lively atmosphere. For lunch, stop by Garbo's Grill for some mouth-watering tacos.

Evening

As evening approaches, make your way to Mallory Square to catch one of Key West's famous sunsets. The square comes alive with street performers and vendors, creating a festive atmosphere. For dinner, dine at Latitudes, which offers exquisite waterfront views and fine dining.

Bedtime

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4.68
Ernest Hemingway Home and Museum
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4.74
Key West Lighthouse and Keeper's Quarters Museum
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Beaches and Snorkeling Adventures

Morning

Begin your second day at Smathers Beach, one of Key West's most popular beaches. Enjoy some sunbathing or take part in water activities like paddleboarding or jet skiing. For breakfast or a coffee break, visit Cuban Coffee Queen Waterfront for their famous Cuban coffee and sandwiches.

Afternoon

In the afternoon, embark on an exciting snorkeling adventure with the Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion. This tour provides an opportunity to explore vibrant coral reefs and marine life. Lunch will be provided on board during this excursion.

Evening

Conclude your day with live rock music at the iconic Hard Rock Cafe Key West. Enjoy classic American dishes while listening to local bands perform. If you're still hungry afterward, head over to Better Than Sex - A Dessert Restaurant Key West for some decadent desserts.

Bedtime

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4.76
Smathers Beach
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5.00
Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion
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Cycling Through Culture & Sunsets

Morning

Kick off your final day with a guided bicycle tour: Key West Guided Bicycle Tour with Key Lime Pie. This tour takes you through historic sites and hidden gems around Old Town Key West while enjoying some delicious key lime pie along the way. Start your morning right with breakfast at The Cafe A Mostly Vegetarian Place, offering healthy options in a cozy setting.

Afternoon

Spend your afternoon exploring more historic sites like Harry S Truman Little White House where you can learn about President Truman’s time in Key West. Follow this up with lunch at El Siboney Restaurant, known for its authentic Cuban cuisine.

Evening

End your trip on a high note by joining Key West Windjammer Champagne Sunset Sail. This luxurious sail offers breathtaking sunset views accompanied by champagne – perfect for unwinding after an eventful day! For dinner before or after sailing (depending on timing), try Santiago's Bodega which serves delicious tapas.

Bedtime

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