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4-Day Key West Adventure with Iconic Landmarks and Waterfront Dining Itinerary
Last updated: 2024 Jun 14Island Arrival and Sunset Celebration
Morning
Arrive in Key West and start your day with a hearty breakfast at Half Shell Raw Bar, known for its fresh seafood and waterfront views. After breakfast, head to the iconic Southernmost Point of the Continental USA to take your first memorable photo of the trip. Then, immerse yourself in the vibrant atmosphere of Duval Street, lined with shops, bars, and restaurants.
Afternoon
For lunch, enjoy the laid-back island vibes at Smokin' Tuna Saloon, where you can savor local specialties. Post lunch, visit the historic Key West Shipwreck Treasure Museum to learn about the maritime history of the area. Cap off your afternoon with a visit to the serene Key West Butterfly and Nature Conservatory, where you can admire the colorful butterflies and tropical plants.
Evening
As the sun begins to set, join the Key West Sunset Sailing Trip with Open Bar, Food and Music for a relaxing cruise with live music and delicious drinks. After the cruise, indulge in a sumptuous dinner at The White Tarpon Bar & Restaurant, offering a menu of fresh catches and island-inspired dishes.
Bedtime
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4.72Southernmost Point of the Continental USA
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4.72
Southernmost Point of the Continental USA
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4.83Duval Street
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4.83
Duval Street
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4.58Key West Shipwreck Treasure Museum
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4.58
Key West Shipwreck Treasure Museum
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4.94Key West Butterfly and Nature Conservatory
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4.94
Key West Butterfly and Nature Conservatory
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4.42Key West Sunset Sailing Trip with Open Bar, Food and Music
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4.42
Key West Sunset Sailing Trip with Open Bar, Food and Music
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Historic District and Underwater Wonders
Morning
Start your day with a guided tour of the Key West Historic District, exploring the charming architecture and learning about the city's rich history. After the tour, enjoy a delightful breakfast at El Meson De Pepe's Restaurant & Bar, known for its Cuban cuisine and lively atmosphere.
Afternoon
Spend your afternoon snorkeling in the crystal-clear waters of the Key West 3-Hour Coral Reef Snorkeling tour. Witness the vibrant marine life and colorful coral formations. After the adventure, refuel with a casual lunch at Island Dogs Bar, a local favorite with a diverse menu.
Evening
Dine at Mary Ellen's Bar & Restaurant, a cozy spot with a menu featuring fresh seafood and comfort food. After dinner, take a leisurely stroll through Mallory Square, where you can enjoy street performances and the beautiful sunset. End the evening with a visit to the Key West Aquarium to see a variety of marine creatures.
Bedtime
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4.57Key West Historic District
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4.57
Key West Historic District
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4.23Key West 3-Hour Coral Reef Snorkeling
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4.23
Key West 3-Hour Coral Reef Snorkeling
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4.72Mallory Square
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4.72
Mallory Square
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4.31Key West Aquarium
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4.31
Key West Aquarium
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Nature's Beauty and Key West Delights
Morning
Begin your day with a breakfast at Lagerheads Beach Bar & Watersports, offering a beachfront setting and a menu of morning favorites. Post breakfast, head to the picturesque Smathers Beach for some relaxation and beach activities.
Afternoon
For lunch, visit Old Town Tavern & Beer Garden, a laid-back spot with a great selection of beers and pub-style dishes. After lunch, take a guided tour of the Florida Keys National Marine Sanctuary to gain insight into the diverse marine ecosystem and conservation efforts.
Evening
Enjoy a memorable dining experience at Sunset Tiki Bar & Grill, where you can dine with a view of the sunset. After dinner, take the Key West Ghosts & Gravestones Guided Trolley Tour to explore the darker side of Key West's history and hear intriguing ghost stories.
Bedtime
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4.76Smathers Beach
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4.76
Smathers Beach
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4.75Florida Keys National Marine Sanctuary
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4.75
Florida Keys National Marine Sanctuary
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4.17Key West Ghosts & Gravestones Guided Trolley Tour
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4.17
Key West Ghosts & Gravestones Guided Trolley Tour
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Outdoor Adventures and Culinary Delights
Morning
Start your final day with an energizing breakfast at Pickles Pub’s Sandbar, known for its beachy vibe and morning cocktails. Then, embark on the Key West 4-Hour Private Sandbar Cruise on a Tiki Bar Boat for a unique and fun experience on the water.
Afternoon
For lunch, head to Fogarty's, a local favorite with a menu featuring a variety of dishes to please every palate. After lunch, visit 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
Conclude your Key West adventure with a farewell dinner at Willie T's, a lively spot with live music and a menu of classic Key West dishes. Raise a toast to the memories made on this beautiful island.
Bedtime
Find amazing hotels in Key West.
4.78Key West 4-Hour Private Sandbar Cruise on a Tiki Bar Boat
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4.78
Key West 4-Hour Private Sandbar Cruise on a Tiki Bar Boat
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4.68Ernest Hemingway Home and Museum
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4.68
Ernest Hemingway Home and Museum
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