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Key West, Florida

8-day Key West Adventure Itinerary

Published: 2023 Oct 23
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Exploring Key West

Morning
Start your day with a delicious breakfast at Blue Heaven, known for its unique atmosphere and mouthwatering dishes. After breakfast, head to Mallory Square to witness the vibrant street performers and enjoy the stunning views of the ocean.
Afternoon
For lunch, visit Santiago's Bodega, a local favorite known for its tapas and refreshing cocktails. Afterward, take a guided tour of the Ernest Hemingway Home and Museum to learn about the famous writer's life and see the descendants of his beloved six-toed cats.
Evening
Enjoy a relaxing dinner at Louie's Backyard, a waterfront restaurant offering delicious seafood and breathtaking sunset views. After dinner, take a leisurely stroll along Duval Street and explore the vibrant nightlife of Key West.
Bedtime
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Snorkeling and Water Adventures

Morning
Start your day with an exciting Key West Dolphin Watching and Snorkeling Eco Cruise Tour. Explore the crystal-clear waters and encounter dolphins in their natural habitat. After the cruise, grab a quick bite at Garbo's Grill, known for its gourmet burgers and tacos.
Afternoon
Continue your water adventures with a Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks. Paddle through mangroves, explore sandbars, and enjoy a delicious lunch on a secluded beach. Afterward, relax and soak up the sun at Smathers Beach.
Evening
Indulge in a seafood feast at The Flaming Buoy Filet Co., a popular restaurant known for its creative dishes and cozy atmosphere. After dinner, embark on a Key West Sunset Sailing Trip with Open Bar, Food and Music and witness the breathtaking sunset while enjoying live music and delicious drinks.
Bedtime
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Historical Key West

Morning
Start your day with a guided tour of the Key West Conch Train Tour. Learn about the history and culture of Key West as you ride through the charming streets. After the tour, grab a quick snack at Bien Caribbean Latino, known for its tasty empanadas and Cuban sandwiches.
Afternoon
Visit the Harry S. Truman Little White House, the winter White House of President Truman. Take a guided tour to learn about its historical significance. Afterward, explore the Key West Shipwreck Treasure Museum and discover the fascinating stories of shipwrecks and treasure hunting.
Evening
Enjoy a delightful dinner at Firefly Key West, a cozy restaurant serving Southern-inspired dishes with a modern twist. After dinner, take a Key West Sunset Cruise with Buffet Dinner and Open Bar and savor a delicious dinner while enjoying the stunning sunset views.
Bedtime
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Outdoor Adventures

Morning
Start your day with a thrilling Key West Jet Ski Island Tour. Explore the beautiful waters surrounding Key West on a jet ski adventure. Afterward, grab a quick breakfast at Hard Rock Cafe Key West before continuing your day.
Afternoon
Embark on a Key West 3-Hour Coral Reef Snorkeling and discover the vibrant marine life of the Florida Keys. After snorkeling, enjoy a picnic lunch at Dry Tortugas National Park, a remote island paradise known for its pristine beaches and historic fort.
Evening
For dinner, head to La Trattoria Oceanside, a charming Italian restaurant with ocean views. After dinner, take a leisurely walk along the Key West Historic District and admire the beautiful architecture and charming streets.
Bedtime
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Cultural Exploration

Morning
Start your day with a delicious breakfast at Nine One Five, a trendy restaurant known for its innovative dishes. After breakfast, visit the Key West Aquarium and get up close with various marine species.
Afternoon
Take a guided bicycle tour of Key West with Key West Guided Bicycle Tour with Key Lime Pie. Explore the city's hidden gems and enjoy a slice of the famous Key Lime Pie. After the tour, visit the Mel Fisher Maritime Museum and learn about the fascinating world of underwater archaeology.
Evening
Experience the vibrant flavors of Key West with a Key West Southernmost Food and Cultural Walking Tour. Sample local delicacies and learn about the city's culinary history. End the evening with a refreshing drink at El Siboney Restaurant, a popular Cuban restaurant known for its authentic cuisine.
Bedtime
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Beach Day

Morning
Spend the morning relaxing at Smathers Beach, one of Key West's most beautiful beaches. Soak up the sun, swim in the turquoise waters, and enjoy the serene atmosphere. Grab a quick snack at Key West Garden Club before continuing your day.
Afternoon
Visit the Key West Butterfly and Nature Conservatory and immerse yourself in the enchanting world of butterflies. Afterward, explore the Key West Lighthouse and Keeper's Quarters Museum and climb to the top for panoramic views of the island.
Evening
Enjoy a beachfront dinner at Firefly Key West, known for its fresh seafood and romantic ambiance. After dinner, take a Key West 2-Hour Sunset Sail with Live Music and experience the magic of a Key West sunset while listening to live music.
Bedtime
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Adventure Day

Morning
Start your day with an adrenaline-pumping Key West Ultimate Parasailing Experience. Soar above the crystal-clear waters and enjoy breathtaking views of Key West. Afterward, grab a quick bite at Garbo's Grill before continuing your adventure.
Afternoon
Explore the underwater world with a Key West 3-Hour Snorkeling Adventure. Discover colorful coral reefs and swim alongside tropical fish. After snorkeling, visit the Key West Aquarium and learn about the marine life of the Florida Keys.
Evening
Enjoy a delicious dinner at Bien Caribbean Latino, known for its flavorful Caribbean cuisine. After dinner, join the Key West Rum and Reggae Afternoon Snorkel and Sunset and dance to the rhythm of reggae music while enjoying a stunning sunset.
Bedtime
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Farewell Key West

Morning
Take a leisurely stroll through the Key West Cemetery and learn about the island's history and notable residents. Afterward, enjoy a delicious breakfast at Blue Heaven before continuing your day.
Afternoon
Visit the Key West Shipwreck Treasure Museum and dive into the fascinating world of shipwrecks and treasure hunting. Afterward, explore the Key West Garden Club and admire the beautiful tropical gardens.
Evening
End your Key West adventure with a farewell dinner at La Trattoria Oceanside, savoring delicious Italian dishes while enjoying the ocean views. After dinner, take a relaxing walk along the Edward B. Knight Pier and soak in the last moments of your Key West experience.
Bedtime
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