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Ultimate 5-Day Key West Adventure

Ultimate 5-Day Key West Adventure Itinerary

Published: 2024 Feb 28

Island Exploration and Snorkeling Adventure

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 the Southernmost Point of the Continental USA to take a memorable photo at this famous landmark. Then, embark on the Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks, where you'll explore the crystal-clear waters and enjoy a delightful lunch on a sandbar.
Afternoon
After your morning adventure, satisfy your appetite with a delightful Caribbean lunch at Bien Caribbean Latino. Then, continue your day with a visit to the Key West Aquarium, where you can marvel at the diverse marine life. Conclude your afternoon with a leisurely stroll at Mallory Square, known for its vibrant atmosphere and stunning sunset views.
Evening
For dinner, experience the culinary delights of Latitudes on Sunset Key, a waterfront restaurant offering a unique dining experience. After dinner, enjoy the Key West Schooner Sunset Sail with Food & Drinks, where you'll witness a breathtaking sunset while savoring delicious appetizers and drinks.
Bedtime
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Historical Gems and Underwater Wonders

Morning
Enjoy a delightful breakfast at Cafe Marquesa, known for its elegant ambiance and delectable dishes. Then, start your day with a visit to the Ernest Hemingway Home and Museum, where you can explore the legendary writer's former residence and meet the famous six-toed cats.
Afternoon
For lunch, head to Mangia Mangia Pasta Cafe for a satisfying Italian meal. Afterward, embark on the Key West Reef Snorkel Morning Tour with Breakfast & Mimosas, where you'll discover the vibrant underwater world of the Florida Keys and enjoy a delightful breakfast and mimosas.
Evening
In the evening, savor a delicious dinner at Nine One Five, a local favorite known for its innovative cuisine. After dinner, experience the lively atmosphere of Duval Street, where you can explore the vibrant nightlife and visit the various bars and entertainment venues.
Bedtime
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Adventure on the High Seas

Morning
Start your day with a scrumptious breakfast at Blackfin Bistro, known for its fresh seafood and inviting atmosphere. Then, embark on the Key West Dolphin Watching and Snorkeling Eco Cruise Tour, where you'll have the opportunity to observe dolphins in their natural habitat and snorkel in the pristine waters.
Afternoon
After your morning adventure, enjoy a leisurely lunch at La Creperie French Cafe, where you can indulge in sweet and savory crepes. Then, visit the Key West Shipwreck Treasure Museum, where you can learn about the maritime history of Key West and view artifacts from shipwrecks.
Evening
For dinner, dine at The Flaming Buoy Filet Co., a cozy restaurant known for its delectable steaks and seafood. Afterward, experience the Key West 2-Hour Sunset Sail with Live Music, where you can enjoy live music and breathtaking views of the sunset.
Bedtime
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Nature, Culture, and Nightlife

Morning
Enjoy a delightful breakfast at Hogfish Bar & Grill, a local favorite known for its casual waterfront dining. Then, embark on the Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour, where you can explore the city's top attractions at your own pace.
Afternoon
For lunch, head to Santiago's Bodega, a charming eatery offering Spanish-inspired tapas and a diverse selection of wines. Afterward, visit the Key West Lighthouse and Keeper's Quarters Museum, where you can climb to the top for panoramic views of the island.
Evening
In the evening, enjoy a delightful dinner at El Siboney Restaurant, a family-owned Cuban restaurant known for its authentic flavors. After dinner, experience the Off-Duval Cocktail Crawl, where you can sample a variety of cocktails at the island's best bars.
Bedtime
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Relaxation and Farewell to Key West

Morning
Start your day with a leisurely breakfast at Firefly Key West, known for its charming ambiance and delicious Southern cuisine. Then, spend the morning relaxing at Smathers Beach, where you can soak up the sun and enjoy the beautiful ocean views.
Afternoon
For lunch, head to Martin's Restaurant & Lounge, a local institution known for its classic American fare. Afterward, visit the Key West Butterfly and Nature Conservatory, where you can admire the colorful butterflies and lush tropical gardens.
Evening
Conclude your Key West adventure with a memorable dinner at Louie's Backyard, a waterfront restaurant offering stunning views and a diverse menu. After dinner, experience the Key West Sunset Party Cruise by Catamaran, where you can dance to live music and enjoy the spectacular sunset views.
Bedtime
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