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5 Days of Fun in Key West

5 Days of Fun in Key West Itinerary

Published: 2024 May 24

Beachside Bliss and Historical Insights

Morning
Start your day with a visit to the Southernmost Point of the Continental USA. This iconic landmark is perfect for a morning photo op and to appreciate the southernmost tip of the continental USA.
Afternoon
Head over to Fort Zachary Taylor for a mix of history and beach relaxation. Explore the historic fort and then unwind on one of Key West's best beaches. For lunch, enjoy fresh seafood at Conch Republic Seafood Company.
Evening
Conclude your day with a sunset sail. The Key West Schooner Sunset Sail with Food & Drinks offers an unforgettable experience with stunning views, delicious food, and refreshing drinks.
Bedtime
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Snorkeling Adventures and Cultural Tours

Morning
Begin your day with a snorkeling adventure at the famous Vandenberg Wreck. This underwater marvel is perfect for exploring marine life and shipwrecks.
Afternoon
After snorkeling, take some time to relax at Smathers Beach. Grab lunch from the nearby food trucks or cafes. Later, visit the Ernest Hemingway Home and Museum to delve into literary history.
Evening
Enjoy dinner at Louie's Backyard, known for its beautiful oceanfront setting and exquisite cuisine. Afterward, take a leisurely stroll along Duval Street, famous for its vibrant nightlife.
Bedtime
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Nature Encounters and Local Flavors

Morning
Start your morning with a peaceful visit to the Key West Butterfly and Nature Conservatory. This serene spot is home to hundreds of butterflies and exotic birds.
Afternoon
For lunch, head over to Garbo's Grill for some delicious street food. Then explore the lush surroundings of the Key West Garden Club, which offers beautiful gardens and ocean views.
Evening
Dine at Santiago's Bodega, renowned for its tapas-style dishes. End your evening with a ghost tour: the Key West Southernmost Ghosts Haunted Walking Tour provides an eerie yet fascinating look into Key West's haunted history.
Bedtime
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Aquatic Fun and Sunset Views

Morning
Kick off your day with some thrilling water activities by booking the Key West Island Adventure Eco Tour. This tour includes snorkeling, kayaking, paddleboarding, and more.
Afternoon
For lunch, enjoy Cuban cuisine at El Siboney Restaurant, known for its authentic flavors. Spend your afternoon lounging by the pool or exploring more local shops.
Evening
Have dinner at A&B Lobster House, where you can savor fresh seafood in an elegant setting. Cap off your night by visiting Mallory Square for their famous sunset celebration.
Bedtime
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Final Day of Relaxation and Farewell

Morning
Start your last day in Key West with a visit to the Basilica of Saint Mary Star of the Sea. This beautiful church offers a serene and reflective atmosphere, perfect for a peaceful morning.
Afternoon
Head over to Mallory Square for some afternoon fun. This lively area is known for its street performers, shops, and stunning waterfront views. For lunch, enjoy some local flavors at Hogfish Bar & Grill, famous for its seafood dishes.
Evening
Conclude your trip with a memorable dinner at Latitudes, located on Sunset Key. The restaurant offers breathtaking views and exquisite cuisine, making it the perfect spot to end your Key West adventure.
Bedtime
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