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Key West, Florida

6-day Trip to Key West Itinerary

Published: 2023 Oct 24
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Exploring Key West's Landmarks

Morning
Start your day by visiting the iconic Southernmost Point of the Continental USA, where you can take a photo at the southernmost point in the United States. Afterward, head to the Mallory Square to enjoy the vibrant atmosphere and street performers. Don't miss the Key West Aquarium nearby to learn about the marine life of the area.
Afternoon
For lunch, indulge in delicious Caribbean cuisine at El Siboney Restaurant. Afterward, explore the historical Ernest Hemingway Home and Museum, where you can see the famous six-toed cats and learn about the life of the renowned writer. End the afternoon with a visit to the Key West Lighthouse and Keeper's Quarters Museum for panoramic views of the city.
Evening
Enjoy a romantic dinner at Nine One Five, a charming restaurant known for its eclectic menu and cozy atmosphere. Afterward, take a leisurely stroll along Duval Street, known for its vibrant nightlife and lively bars.
Bedtime
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Snorkeling and Water Adventures

Morning
Start your day with an exciting Key West 3-Hour Coral Reef Snorkeling adventure. Explore the colorful coral reefs and encounter diverse marine life. Afterward, enjoy a delicious breakfast and mimosas during the Key West Reef Snorkel Morning Tour with Breakfast & Mimosas.
Afternoon
Head to Garbo's Grill for a tasty lunch of gourmet burgers and sandwiches. Afterward, 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.
Evening
Experience a breathtaking Key West Sunset Sailing Trip with Open Bar, Food and Music as you sail along the coast of Key West. Enjoy a delicious buffet dinner, open bar, and live music while witnessing a stunning sunset.
Bedtime
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Historical and Cultural Exploration

Morning
Start your day with a guided tour on the Key West Conch Train Tour to explore the historical sites and landmarks of Key West. Afterward, visit the Harry S. Truman Little White House, the winter White House of President Truman, and learn about its fascinating history.
Afternoon
Enjoy a delightful lunch at Bien Caribbean Latino, a restaurant known for its authentic Caribbean flavors. Afterward, visit the Key West Shipwreck Treasure Museum to discover the maritime history of Key West and learn about the treasures recovered from shipwrecks.
Evening
Immerse yourself in the spooky side of Key West with the Key West Ghosts & Gravestones Guided Trolley Tour. Explore haunted locations and hear chilling stories from the city's past. End the evening with dinner at The Flaming Buoy Filet Co., a popular restaurant offering delicious seafood and steak dishes.
Bedtime
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Outdoor Adventures

Morning
Start your day with an exhilarating Key West Jet Ski Island Tour and explore the stunning coastline of Key West on a jet ski. Afterward, grab a quick snack at Santiago's Bodega.
Afternoon
Enjoy a leisurely lunch at Blue Heaven, a famous Key West restaurant known for its Caribbean-inspired cuisine. Afterward, visit the Fort Zachary Taylor, a historic fort with beautiful beaches and nature trails.
Evening
Head to Mallory Square to witness the lively Sunset Celebration and enjoy street performances, local vendors, and stunning sunset views. For dinner, savor the flavors of the sea at Louie's Backyard, a waterfront restaurant offering fresh seafood dishes.
Bedtime
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Food and Cultural Delights

Morning
Start your day with a delightful Key West Southernmost Food and Cultural Walking Tour. Explore the local food scene and taste a variety of delicious dishes while learning about the cultural heritage of Key West.
Afternoon
Enjoy a leisurely lunch at Firefly Key West, a charming restaurant known for its Southern-inspired cuisine. Afterward, visit the Key West Butterfly and Nature Conservatory to admire the vibrant butterflies and tropical plants.
Evening
Embark on a Key West 2.5-Hour Duval Street Pub Crawl and experience the vibrant nightlife of Key West. Visit popular bars and lounges along Duval Street and enjoy a variety of drinks and live music.
Bedtime
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Nature and Relaxation

Morning
Start your day with a visit to Dry Tortugas National Park. Take a ferry or seaplane to this remote national park and explore its pristine beaches, coral reefs, and historic fort. Don't forget to pack a picnic lunch to enjoy in this beautiful setting.
Afternoon
After returning from Dry Tortugas, relax and unwind at La Trattoria Oceanside, a waterfront restaurant offering delicious Italian cuisine. Afterward, spend the afternoon at Smathers Beach, one of Key West's most popular beaches, where you can swim, sunbathe, or simply relax.
Evening
End your trip with a sunset dinner at Firefly Key West, where you can enjoy a delicious meal while watching the breathtaking sunset over the ocean.
Bedtime
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