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5-Day Key West Adventure with Sunset Sails and Culinary Delights Itinerary
Last updated: 2024 Jun 14Island Introduction and Sunset Sail
Morning
Begin your Key West journey with a delightful breakfast at Blue Mojito Bar & Grill, offering a range of morning favorites. Afterward, immerse yourself in the island's history with a visit to the Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour. This narrated tour will provide an overview of the island's top attractions and points of interest.
Afternoon
For lunch, head to Mangoes Restaurant, a local favorite known for its Caribbean-inspired cuisine. Post-lunch, enjoy a serene afternoon at the Key West Butterfly and Nature Conservatory, where you can witness the beauty of hundreds of butterflies and exotic birds.
Evening
As the sun begins to set, embark on the Key West 2-Hour Sunset Sail on Schooner America 2.0. This elegant sailboat offers the perfect vantage point to witness the stunning Key West sunset. Enjoy complimentary drinks and light snacks as you sail the waters.
Bedtime
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Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour
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Key West Butterfly and Nature Conservatory
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Key West Schooner Sunset Sail with Food & Drinks
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Snorkeling and Culinary Exploration
Morning
Start your day with a hearty breakfast at First Flight Island Restaurant & Brewery, located at the site of Pan Am's first ticket office. After breakfast, get ready for an adventure with the Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks. Explore the pristine waters and enjoy a guided kayak tour followed by a relaxing time at the sandbar.
Afternoon
After the morning's activities, indulge in a sumptuous lunch at El Meson De Pepe's Restaurant & Bar, known for its Cuban flavors. Post-lunch, visit the Key West Shipwreck Treasure Museum to learn about the maritime history of Key West and witness artifacts from the wreck of the Isaac Allerton.
Evening
For dinner, experience the vibrant atmosphere of Sunset Tiki Bar & Grill, offering a menu of fresh seafood and tropical drinks. Cap off the evening with live music at Mallory Square, where local performers and street artists entertain against the backdrop of the setting sun.
Bedtime
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Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks
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Key West Shipwreck Treasure Museum
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Mallory Square
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Underwater Wonders and Local Bites
Morning
Enjoy a delightful breakfast at Brady's Pub Key West, a cozy spot with a variety of morning options. Post-breakfast, gear up for the Key West 3-Hour Coral Reef Snorkeling, an unforgettable experience exploring the vibrant coral reefs and marine life of the Florida Keys.
Afternoon
After the snorkeling adventure, satisfy your appetite with a visit to Hog's Breath Saloon, a Key West institution known for its casual vibe and classic pub fare. Spend the rest of the afternoon at Smathers Beach, one of the largest and most popular beaches in Key West, where you can relax and soak in the sun.
Evening
Dine at Milagro Restaurant and Bar, offering a fusion of Latin American flavors in a stylish setting. After dinner, take a leisurely stroll down Duval Street, known for its vibrant nightlife and wide range of bars, restaurants, and shops.
Bedtime
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Key West 3-Hour Coral Reef Snorkeling
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Smathers Beach
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Duval Street
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Historic Tours and Sunset Celebration
Morning
Start with a classic Key West breakfast at Two Friends Patio Restaurant, a local favorite with a charming ambiance. Post-breakfast, delve into the literary history of the island with a visit to the Ernest Hemingway Home and Museum, where the famous author once lived and wrote.
Afternoon
For lunch, head to S & Y Patio Bar and Grill, a hidden gem offering a selection of international dishes. Afterward, take a guided tour of the Harry S. Truman Little White House, the winter White House for President Truman and a fascinating glimpse into the island's past.
Evening
Enjoy a dinner with a view at Ocean Grill & Bar, where you can savor fresh seafood while overlooking the ocean. Cap off the night with the Key West Sunset Sailing Trip with Open Bar, Food and Music, a lively cruise with live music, open bar, and delicious food as you witness another breathtaking Key West sunset.
Bedtime
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Ernest Hemingway Home and Museum
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Harry S. Truman Little White House
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Key West Sunset Sailing Trip with Open Bar, Food and Music
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Key Lime and Key West Farewell
Morning
Conclude your Key West adventure with a breakfast at Hard Rock Cafe Key West, where you can enjoy the rock 'n' roll atmosphere and a menu of American classics. After breakfast, take a guided Key West Food Tasting and Cultural Walking Tour to sample local delicacies and learn about the island's culinary scene.
Afternoon
Spend your final afternoon exploring the Key West Historic District, wandering through the charming streets and visiting the unique boutiques and art galleries. For lunch, enjoy the casual beach vibes and a meal at Lagerheads Beach Bar & Watersports.
Evening
As the day winds down, head to Mel Fisher Maritime Museum to discover the treasures recovered from shipwrecks, providing a perfect ending to your Key West journey. For your farewell dinner, indulge in the flavors of the island at Fogarty's, a restaurant known for its Key West ambiance and diverse menu.
Bedtime
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Key West Food Tasting and Cultural Walking Tour
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Key West Historic District
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