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Key West, Florida, USA

4-Day Key West Adventure with Sunset Sails and Culinary Delights Itinerary

Published: 2024 Jan 22
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Island Introduction and Sunset Sail

Morning
Begin your Key West adventure with a delightful breakfast at Blue Heaven, known for its unique ambiance and delicious dishes. After breakfast, head to Mallory Square to witness the vibrant street performers and take in the stunning views of the ocean.
Afternoon
For lunch, enjoy the fresh seafood at Hogfish Bar & Grill, a local favorite. Post lunch, 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, including the Southernmost Point of the Continental USA and the Ernest Hemingway Home and Museum.
Evening
Dine at Latitudes on Sunset Key for a memorable dinner experience. Conclude your evening with the Key West 2-Hour Sunset Sail on Schooner America 2.0, enjoying the open bar, food, and live music as the sun dips below the horizon.
Bedtime
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Snorkeling and Culinary Exploration

Morning
Start your day with breakfast at Firefly Key West, offering a tranquil setting and a delectable menu. After breakfast, gear up for the Key West 3-Hour Coral Reef Snorkeling, immersing yourself in the vibrant underwater world.
Afternoon
Refuel with a light lunch at La Creperie French Cafe, where you can enjoy a variety of sweet and savory crepes. Spend your afternoon at leisure, perhaps relaxing at Smathers Beach or exploring the shops on Duval Street.
Evening
Indulge in a fine dining experience at Nine One Five, known for its elegant atmosphere and innovative cuisine. After dinner, take the Key West Sunset Party Cruise by Catamaran, savoring the lively atmosphere and tropical drinks.
Bedtime
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Historic Tours and Local Flavors

Morning
Enjoy a hearty breakfast at Pepe's Cafe and Steakhouse, a Key West institution. Post breakfast, take the Key West Conch Train Tour to learn about the island's history and architecture. The tour can be a great way to plan your visit to attractions like the Key West Lighthouse and Keeper's Quarters Museum and the Key West Shipwreck Treasure Museum.
Afternoon
For lunch, head to Garbo's Grill for some of the best food truck fare on the island. Afterward, visit the Key West Butterfly and Nature Conservatory to admire the colorful butterflies and lush tropical gardens.
Evening
Dine at Mangia Mangia Pasta Cafe, where you can enjoy authentic Italian cuisine. Cap off the evening with the Key West Sunset Sailing Trip with Open Bar, Food and Music, cruising the waters while enjoying the island's famous sunset.
Bedtime
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Outdoor Adventures and Farewell Feasts

Morning
Have breakfast at Cafe Marquesa, a hidden gem offering a sophisticated start to the day. After breakfast, get your adrenaline pumping with the Key West Jet Ski Island Tour, exploring the waters and seeing the island from a different perspective.
Afternoon
Enjoy a laid-back lunch at The Flaming Buoy Filet Co., known for its creative dishes and welcoming atmosphere. Spend your afternoon at the Edward B. Knight Pier, taking in the ocean views and reflecting on your Key West journey.
Evening
For your final dinner in Key West, dine at Better Than Sex - A Dessert Restaurant Key West, where you can indulge in decadent desserts and a unique dining experience. Raise a glass to a wonderful trip and reminisce about your favorite moments on the island.
Bedtime
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