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Ultimate 5-Day Key West and Miami Adventure Itinerary
Last updated: 2024 Jun 14Welcome to Key West!
Morning
Start your day with a hearty breakfast at the iconic Blue Heaven, known for its delicious pancakes and laid-back atmosphere. After breakfast, head to Mallory Square to enjoy the vibrant street performers and stunning views of the ocean.
Afternoon
For lunch, indulge in some fresh seafood at Hogfish Bar & Grill, a local favorite. Afterward, embark on the Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour to get an overview of the island's top attractions.
Evening
As the sun sets, experience the famous Key West Sunset Party Cruise by Catamaran with live music and a lively atmosphere. Enjoy a delicious dinner on board and raise a toast to the beginning of an amazing trip.
Bedtime
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4.72Mallory Square
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4.72Mallory Square
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4.45Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour
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4.45Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour
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Island Adventure and Culinary Delights
Morning
Start your day with a snorkeling adventure at the Key West Reef Snorkel Morning Tour with Breakfast & Mimosas. Afterward, enjoy a leisurely brunch at Banana Cafe Key West, known for its tropical ambiance and delectable dishes.
Afternoon
Spend the afternoon exploring the Key West Historic District and visiting the Ernest Hemingway Home and Museum. For a late lunch, head to Mangia Mangia Pasta Cafe for some mouthwatering Italian cuisine.
Evening
For a unique dining experience, make a reservation at Better Than Sex - A Dessert Restaurant Key West, a romantic spot known for its decadent desserts and intimate setting. After dinner, take a leisurely stroll along Duval Street and soak in the lively atmosphere.
Bedtime
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4.47Key West Reef Snorkel Morning Tour with Breakfast & Mimosas
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4.47Key West Reef Snorkel Morning Tour with Breakfast & Mimosas
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4.57Key West Historic District
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4.57Key West Historic District
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Sun, Sand, and Sea Adventures
Morning
Enjoy a leisurely breakfast at Cafe Marquesa, a charming spot known for its gourmet dishes. Afterward, head to Smathers Beach for some sun, sand, and relaxation.
Afternoon
For lunch, savor the flavors of the Caribbean at Bien Caribbean Latino. Afterward, embark on the Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks for an unforgettable experience on the water.
Evening
As the day winds down, head to Sunset Pier for a magical sunset experience. Enjoy dinner at Latitudes on Sunset Key, a fine dining restaurant with breathtaking views of the ocean.
Bedtime
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4.76Smathers Beach
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4.76Smathers Beach
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4.84Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks
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4.84Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks
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History, Culture, and Natural Wonders
Morning
Start your day with a visit to the Harry S. Truman Little White House, followed by a guided tour of the Key West Shipwreck Treasure Museum. For lunch, try the Cuban specialties at El Siboney Restaurant.
Afternoon
Explore the Key West Lighthouse and Keeper's Quarters Museum and then take a leisurely bike ride around the island with the Key West Guided Bicycle Tour with Key Lime Pie. Enjoy a slice of the famous key lime pie at the end of the tour.
Evening
For a memorable dinner, make a reservation at Nine One Five, a chic restaurant known for its innovative cuisine. Afterward, take a leisurely stroll around the Key West Cemetery and learn about the island's fascinating history.
Bedtime
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4.67Harry S. Truman Little White House
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4.67Harry S. Truman Little White House
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4.58Key West Shipwreck Treasure Museum
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4.58Key West Shipwreck Treasure Museum
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Miami Magic
Morning
Start your day with a delicious Cuban breakfast at Santiago's Bodega. Afterward, head to South Beach to soak in the sun and enjoy the vibrant atmosphere of this iconic Miami destination.
Afternoon
For lunch, try the fresh ceviche at La Creperie French Cafe. Afterward, explore the Art Deco Historic District and take a guided tour of the Vizcaya Museum and Gardens.
Evening
Enjoy a memorable dinner at Azur Restaurant, known for its Mediterranean-inspired dishes. Afterward, experience the lively nightlife of Miami at Ocean Drive and enjoy a cocktail at one of the trendy bars.
Bedtime
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4.61South Beach
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4.61South Beach
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4.75Vizcaya Museum and Gardens
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4.75Vizcaya Museum and Gardens
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