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Ultimate 5-Day Key West Adventure

Ultimate 5-Day Key West Adventure Itinerary

Last updated: 2024 Jun 14

Island Paradise and Ocean Adventures

Morning
Start your day with a delicious breakfast at the iconic Blue Heaven, known for its laid-back atmosphere and mouthwatering dishes. Afterward, embark on the Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks, where you'll explore the stunning sandbar and enjoy a refreshing kayak tour.
Afternoon
For lunch, head to Hogfish Bar & Grill, a local favorite known for its fresh seafood. After refueling, experience the thrill of the Key West Jet Ski Island Tour, where you'll speed through the crystal-clear waters and discover hidden gems.
Evening
As the sun begins to set, indulge in a delightful dinner at Latitudes on Sunset Key, offering a romantic ambiance and exquisite cuisine. Conclude your evening with the Key West Schooner Sunset Sail with Food & Drinks, a perfect way to witness the sunset while enjoying delectable treats and refreshing drinks.
Bedtime
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Historical Treasures and Underwater Wonders

Morning
Enjoy a hearty breakfast at Cafe Marquesa, a charming spot known for its gourmet dishes. Afterward, immerse yourself in history with the Key West Conch Train Tour, a narrated journey through the island's historic sites and colorful streets.
Afternoon
For lunch, savor the flavors of the Caribbean at Bien Caribbean Latino, offering a fusion of delicious dishes. Then, experience the vibrant marine life with the Key West 3-Hour Coral Reef Snorkeling, an unforgettable adventure in the world-famous Florida Keys National Marine Sanctuary.
Evening
Delight in a delightful dinner at Azur Restaurant, known for its Mediterranean-inspired cuisine. Cap off your evening with the Key West 2-Hour Sunset Sail with Live Music, where you'll enjoy live music, delectable hors d'oeuvres, and breathtaking views.
Bedtime
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Cultural Exploration and Culinary Delights

Morning
Start your day with a delicious breakfast at Mangia Mangia Pasta Cafe, offering authentic Italian flavors. Then, discover the literary legacy of Key West with the Ernest Hemingway Home and Museum, where you'll explore the iconic author's former residence and encounter the famous six-toed cats.
Afternoon
For lunch, head to El Siboney Restaurant, a local gem serving up traditional Cuban cuisine. Afterward, embark on the Key West Dolphin Watching, Snorkeling, and Sunset Cruise, an exciting journey that combines dolphin watching, snorkeling, and a stunning sunset.
Evening
Indulge in a delightful dinner at Nine One Five, known for its upscale ambiance and innovative dishes. Conclude your evening with the Key West Sunset Party Cruise by Catamaran, where you'll dance, mingle, and enjoy the lively atmosphere under the stars.
Bedtime
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Nature's Beauty and Local Flavors

Morning
Enjoy a leisurely breakfast at The Flaming Buoy Filet Co., a hidden gem known for its creative cuisine. Then, explore the natural beauty of the island with the Key West Windjammer Champagne Sunset Sail, a luxurious sailing experience with champagne and gourmet snacks.
Afternoon
For lunch, head to Blackfin Bistro, offering a diverse menu and a welcoming atmosphere. Afterward, embark on the Key West 3-Hour Snorkeling Adventure, where you'll discover the vibrant underwater world and swim among colorful fish.
Evening
Delight in a delightful dinner at Firefly Key West, known for its Southern-inspired dishes and charming setting. Conclude your evening with the Key West Sunset Cruise with Buffet Dinner and Open Bar, a perfect way to enjoy a delicious meal and the stunning sunset views.
Bedtime
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Beach Bliss and Farewell Feasts

Morning
Start your day with a delightful breakfast at La Creperie French Cafe, offering a variety of sweet and savory crepes. Then, spend the morning relaxing at Smathers Beach, known for its soft sand and calm waters.
Afternoon
For lunch, head to Garbo's Grill, a popular food truck serving up mouthwatering dishes. Afterward, explore the island's natural wonders with the Dry Tortugas National Park, a remote paradise accessible by seaplane or ferry, where you can snorkel, explore the historic fort, and bask in the beauty of the surroundings.
Evening
Indulge in a delightful dinner at Louie's Backyard, offering a romantic setting and exquisite cuisine. Conclude your Key West adventure with the Key West 2.5-Hour Duval Street Pub Crawl, where you'll experience the vibrant nightlife and visit some of the island's best bars and pubs.
Bedtime
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