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Key West, Florida

5-day Key West Adventure Itinerary

Published: 2023 Oct 24
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Exploring Key West's Landmarks

Morning
Start your day with a delicious breakfast at Blue Heaven, known for its unique atmosphere and mouthwatering dishes. After breakfast, visit the iconic Southernmost Point of the Continental USA and take a memorable photo at the southernmost tip of the United States. Then, head to the Ernest Hemingway Home and Museum to explore the historic house and learn about the famous writer's life.
Afternoon
For lunch, try Santiago's Bodega, a local favorite offering a variety of tapas and refreshing drinks. Afterward, take a leisurely stroll through the charming Mallory Square and enjoy the vibrant atmosphere. In the afternoon, embark on the Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour to discover the city's major attractions at your own pace.
Evening
As the sun sets, embark on a memorable Key West Sunset Sailing Trip with Open Bar, Food and Music. Enjoy breathtaking views of the sunset while sipping on refreshing drinks and indulging in delicious food. End the evening with a delightful dinner at El Siboney Restaurant, known for its authentic Cuban cuisine.
Bedtime
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Snorkeling and Island Adventure

Morning
Start your day with an exciting Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks. Explore the crystal-clear waters, snorkel among vibrant coral reefs, and enjoy a delicious lunch on a secluded sandbar. After the tour, grab a quick snack at Garbo's Grill, known for its tasty burgers and tacos.
Afternoon
Continue your underwater adventure with a Key West 3-Hour Coral Reef Snorkeling tour. Discover the diverse marine life and colorful coral formations. After snorkeling, head to Fort Zachary Taylor to relax on the sandy beach and soak up the sun.
Evening
For dinner, indulge in Caribbean flavors at Bien Caribbean Latino. Enjoy delicious dishes inspired by the region's cuisine. After dinner, take a leisurely walk along Duval Street and explore the vibrant nightlife. Stop by Hard Rock Cafe Key West for a drink and live music.
Bedtime
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History and Adventure

Morning
Start your day with a guided tour of the Key West Conch Train Tour. Learn about the city's history and architecture as you ride through the charming streets. After the tour, visit the Key West Shipwreck Treasure Museum to discover the fascinating stories of shipwrecks and salvaged treasures.
Afternoon
Enjoy a thrilling Key West Jet Ski Island Tour and explore the stunning coastline of Key West. Afterward, satisfy your appetite with a delicious lunch at Nine One Five, known for its creative dishes and cozy atmosphere.
Evening
Immerse yourself in the spooky side of Key West with the Key West Ghosts & Gravestones Guided Trolley Tour. Explore haunted locations and listen to chilling stories from the city's past. For dinner, experience waterfront dining at Louie's Backyard, offering a diverse menu and stunning ocean views.
Bedtime
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Marine Adventures

Morning
Start your day with a Key West Dolphin Watching and Snorkeling Eco Cruise Tour. Observe dolphins in their natural habitat and snorkel in the pristine waters of Key West. Enjoy a light breakfast and refreshments on board.
Afternoon
After the cruise, visit the Key West Aquarium to get up close to various marine species. Grab a quick bite at Firefly Key West, known for its delicious seafood dishes. In the afternoon, take a leisurely bike ride with the Guided Bicycle Tour with Key Lime Pie and explore the scenic beauty of Key West.
Evening
Embark on a Key West Sunset Cruise with Buffet Dinner and Open Bar for a memorable evening on the water. Enjoy a delicious dinner buffet, sip on refreshing drinks, and admire the stunning sunset views. End the day with a visit to La Trattoria Oceanside for a delightful Italian dinner.
Bedtime
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Nature and Relaxation

Morning
Start your day with a visit to the Key West Butterfly and Nature Conservatory. Explore the tropical gardens and observe beautiful butterflies in a serene setting. Afterward, head to Smathers Beach for some relaxation and sunbathing.
Afternoon
Discover the fascinating underwater world with a Key West 3-Hour Snorkeling Adventure. Explore vibrant coral reefs and swim alongside colorful fish. For lunch, enjoy a food tasting experience with the Key West Food Tasting and Cultural Walking Tour. Sample local delicacies and learn about the city's culinary history.
Evening
End your trip with a Key West Sunset Party Cruise by Catamaran. Dance to live music, enjoy unlimited drinks, and celebrate the beautiful sunset. For a memorable final dinner, dine at The Flaming Buoy Filet Co., known for its delicious seafood and steak dishes.
Bedtime
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