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4-day Key West Adventure

4-day Key West Adventure Itinerary

Last updated: 2024 Jun 14

Island Exploration

Morning
Start your day with a delicious breakfast at Blue Heaven, known for its Caribbean-inspired cuisine and vibrant atmosphere. After breakfast, head to Mallory Square to witness the lively street performers and enjoy the beautiful views of the ocean.
Afternoon
Explore the historic Key West Historic District and visit the iconic Southernmost Point of the Continental USA. For lunch, indulge in some tapas at Santiago's Bodega, a popular spot known for its diverse menu and cozy ambiance. In the afternoon, take a leisurely stroll along the picturesque Duval Street and explore the unique shops and galleries.
Evening
Experience the vibrant nightlife of Key West with a sunset sailing trip. Join the Key West Sunset Sailing Trip with Open Bar, Food and Music and enjoy breathtaking views of the sunset while sipping on refreshing drinks and listening to live music. End the evening with a delicious dinner at Nine One Five, a trendy restaurant offering a fusion of flavors.
Bedtime
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Visit Mallory Square in Key West
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Mallory Square

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Key West Historic District

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Underwater Adventures

Morning
Start your day with a snorkeling adventure at the Key West 3-Hour Coral Reef Snorkeling. Explore the colorful coral reefs and swim alongside tropical fish. After snorkeling, enjoy a tasty breakfast and mimosas on a Key West Reef Snorkel Morning Tour with Breakfast & Mimosas.
Afternoon
Embark on a Key West Dolphin Watching and Snorkeling Eco Cruise Tour to observe dolphins in their natural habitat and snorkel in crystal-clear waters. For lunch, head to El Siboney Restaurant and savor authentic Cuban cuisine. In the afternoon, 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
Enjoy a sunset party cruise by catamaran with the Key West Sunset Party Cruise by Catamaran. Dance to live music, indulge in delicious food, and sip on tropical cocktails as you watch the sun dip below the horizon. For dinner, try the fresh seafood at The Flaming Buoy Filet Co., known for its creative dishes and cozy atmosphere.
Bedtime
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Visit Key West 3-Hour Coral Reef Snorkeling in Key West
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Key West 3-Hour Coral Reef Snorkeling

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Visit Key West Reef Snorkel Morning Tour with Breakfast & Mimosas in Key West
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Key West Reef Snorkel Morning Tour with Breakfast & Mimosas

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Outdoor Adventures

Morning
Start your day with an adrenaline-pumping Key West Jet Ski Island Tour. Explore the stunning coastline of Key West on a thrilling jet ski adventure. Afterward, grab a quick bite at Garbo's Grill, a food truck serving delicious gourmet sandwiches.
Afternoon
Discover the fascinating marine life of the Florida Keys with a Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks. Paddle through mangrove forests and enjoy a picnic lunch on a secluded sandbar. In the afternoon, visit the Key West Butterfly and Nature Conservatory to admire the colorful butterflies and tropical plants.
Evening
Experience the vibrant nightlife of Key West with a pub crawl along Duval Street. Join the Key West 2.5-Hour Duval Street Pub Crawl and hop from one lively bar to another, enjoying drinks and meeting fellow travelers. For dinner, savor Caribbean-inspired dishes at Bien Caribbean Latino.
Bedtime
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Visit Key West Jet Ski Island Tour in Key West
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Key West Jet Ski Island Tour

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Visit Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks in Key West
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Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks

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Historical and Cultural Exploration

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, visit the Harry S. Truman Little White House, the winter White House of President Truman.
Afternoon
Explore the fascinating underwater world of Key West with a Key West 3-Hour Afternoon Reef Snorkel with Drinks. Dive into the crystal-clear waters and discover the vibrant coral reefs. For lunch, enjoy a seafood feast at Firefly Key West, known for its fresh ingredients and elegant ambiance.
Evening
End your trip with a sunset cruise and dinner. Join the Key West Sunset Cruise with Buffet Dinner and Open Bar and indulge in a delicious buffet dinner while admiring the stunning sunset views. For a sweet treat, head to La Trattoria Oceanside and savor their famous Key Lime Pie.
Bedtime
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Visit Key West Conch Train Tour in Key West
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Key West Conch Train Tour

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Visit Harry S. Truman Little White House in Key West
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Harry S. Truman Little White House

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