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3 Days in Key West: Beaches, History & Music Itinerary

Last updated: 2024 Jun 14

Exploring Key West's Historic Charm

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 lush gardens and resident six-toed cats add to the charm. Afterward, grab breakfast at Moondog Cafe & Bakery , known for its delicious pastries and coffee.

Afternoon

Head over to the Key West Lighthouse and Keeper's Quarters Museum for stunning views of the island. This historic lighthouse provides an excellent vantage point for photos. For lunch, enjoy some fresh seafood at Conch Republic Seafood Company, a local favorite.

Evening

End your day with a sunset sail on the Key West Schooner Sunset Sail with Food & Drinks. This relaxing cruise offers breathtaking views of the sunset while you enjoy food and drinks on board. For dinner, indulge in a meal at Latitudes, known for its upscale dining experience on Sunset Key.

Bedtime

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Beaches and Snorkeling Adventures

Morning

Start your morning with some relaxation at Smathers Beach, one of Key West's most popular beaches. Enjoy sunbathing or take a dip in the clear waters. Grab breakfast at Southernmost Beach Cafe, conveniently located nearby.

Afternoon

In the afternoon, embark on an exciting snorkeling adventure with the Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion. Explore vibrant coral reefs and marine life. For lunch, head to Hogfish Bar & Grill for some delicious seafood dishes.

Evening

Conclude your day by visiting Mallory Square for their famous sunset celebration featuring street performers and local vendors. Enjoy dinner at Blue Heaven, known for its eclectic atmosphere and delicious cuisine.

Bedtime

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Cycling Through Key West's Highlights

Morning

Begin your day with a guided bicycle tour: Key West Guided Bicycle Tour with Key Lime Pie. This tour covers many of Key West's iconic sites while providing interesting historical insights. Stop by Cuban Coffee Queen afterward for some authentic Cuban coffee.

Afternoon

Visit the serene grounds of the Key West Garden Club located in Higgs Beach Park. It's a peaceful spot perfect for relaxation and photography. Have lunch at Garbo's Grill, a food truck known for its flavorful dishes.

Evening

Spend your evening enjoying live music on Duval Street: visit the iconic venue Hard Rock Cafe Key West. The vibrant nightlife here is perfect for music lovers. For dinner, dine at Better Than Sex - A Dessert Restaurant Key West to end your trip on a sweet note.

Bedtime

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