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Ultimate 5-Day Key West and Florida Keys Adventure Itinerary
Last updated: 2024 Jun 14Key West Highlights and Sunset Sail
Morning
Start your Key West adventure with a delicious breakfast at Blue Heaven, known for its unique atmosphere and tasty dishes. After breakfast, visit the iconic Southernmost Point of the Continental USA for a classic photo opportunity. Then, immerse yourself in history with a tour of the Harry S. Truman Little White House.
Afternoon
For lunch, head to Latitudes on Sunset Key, a waterfront restaurant with stunning views. Afterward, take a leisurely Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour to get an overview of the island. In the late afternoon, relax on a Key West 2-Hour Sunset Sail with Live Music.
Evening
Enjoy a seafood dinner at Hogfish Bar & Grill, a local favorite. After dinner, take a stroll along Mallory Square and experience the lively Sunset Celebration.
Bedtime
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Snorkeling and Island Exploration
Morning
Start your day with a delicious breakfast at Blue Heaven. Then, embark on a Key West Dolphin Watching and Snorkeling Eco Cruise Tour to experience the vibrant marine life of the Florida Keys.
Afternoon
After the cruise, have a seafood lunch at Hogfish Bar & Grill. In the afternoon, explore the Key West Aquarium and the Key West Shipwreck Treasure Museum. Take a leisurely walk along Duval Street and enjoy the unique shops and architecture.
Evening
For dinner, savor the flavors of the sea at Latitudes on Sunset Key. End the day with a Key West Sunset Party Cruise by Catamaran.
Bedtime
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Historic Tours and Sunset Celebration
Morning
Enjoy a relaxed breakfast at Blue Heaven. Then, start your day with a tour of the Ernest Hemingway Home and Museum to learn about the famous writer's life in Key West.
Afternoon
For lunch, try the Cuban cuisine at El Siboney Restaurant. Afterward, take a guided tour of the Harry S. Truman Little White House. In the late afternoon, visit the Key West Lighthouse and Keeper's Quarters Museum for panoramic views of the island.
Evening
Dine at Latitudes on Sunset Key for a memorable experience. Then, join the Sunset Celebration at Mallory Square and witness the vibrant street performers and stunning sunset.
Bedtime
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Adventure and Culinary Delights
Morning
Start your day with a hearty breakfast at Blue Heaven. Then, embark on a Key West Jet Ski Island Tour for an adrenaline-pumping adventure.
Afternoon
After the jet ski tour, enjoy a seafood lunch at Hogfish Bar & Grill. In the afternoon, explore the Key West Butterfly and Nature Conservatory and the Key West Garden Club. Take a leisurely walk along the Edward B. Knight Pier.
Evening
For dinner, indulge in a fine dining experience at Martin's Restaurant & Lounge. After dinner, take a Key West 2.5-Hour Duval Street Pub Crawl to experience the vibrant nightlife of Key West.
Bedtime
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Relaxation and Departure
Morning
On your last day, enjoy a leisurely breakfast at Blue Heaven. Spend the morning relaxing at Smathers Beach or Fort Zachary Taylor, soaking in the sun and the beautiful surroundings.
Afternoon
For your final meal in Key West, savor the flavors of the Caribbean at Bien Caribbean Latino. After lunch, take a leisurely walk around the Key West Historic District and do some last-minute souvenir shopping.
Evening
Conclude your Key West adventure with a sunset dinner cruise at Key West Sunset Cruise with Buffet Dinner and Open Bar. Enjoy the sea breeze and the stunning views as you say goodbye to this tropical paradise.
Bedtime
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