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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
Start your Key West adventure with a delightful breakfast at Blue Heaven, known for its quirky ambiance and delicious dishes. After breakfast, take a stroll through the historic Key West Historic District, immersing yourself in the island's unique architecture and vibrant culture.
Afternoon
For lunch, head to Mangia Mangia Pasta Cafe for a taste of authentic Italian cuisine. Post-lunch, enjoy a leisurely ride on the Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour, visiting iconic landmarks such as the Southernmost Point of the Continental USA and the Ernest Hemingway Home and Museum.
Evening
Witness the stunning Key West sunset on the Key West 2-Hour Sunset Sail on Schooner America 2.0, sipping on complimentary drinks and enjoying the live music. After the sail, indulge in a sumptuous dinner at Latitudes on Sunset Key, where you can dine with a view of the ocean under the starlit sky.
Bedtime
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Key West Historic District
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Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour
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Southernmost Point of the Continental USA
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Ernest Hemingway Home and Museum
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Key West Schooner Sunset Sail with Food & Drinks
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Snorkeling and Culinary Exploration
Morning
Fuel up for an adventurous day with breakfast at Cafe Marquesa, a hidden gem known for its exquisite morning offerings. Post-breakfast, set out on the Key West Dolphin Watching and Snorkeling Eco Cruise Tour, exploring the vibrant underwater world of the Florida Keys National Marine Sanctuary.
Afternoon
After the cruise, enjoy a delightful lunch at La Creperie French Cafe, where you can savor a variety of sweet and savory crepes. Spend the rest of your afternoon relaxing at the beautiful Smathers Beach, soaking in the sun and the island vibes.
Evening
Dine at The Flaming Buoy Filet Co., a restaurant known for its creative seafood dishes and intimate atmosphere. Conclude your evening with a visit to the Mallory Square, where you can witness the lively Sunset Celebration, featuring local performers and artisans.
Bedtime
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Key West Dolphin Watching and Snorkeling Eco Cruise Tour
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Florida Keys National Marine Sanctuary
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Smathers Beach
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Mallory Square
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Historic Tours and Duval Street Delights
Morning
Enjoy a classic Key West breakfast at Pepe's Cafe and Steakhouse, one of the oldest restaurants on the island. Post-breakfast, embark on the Key West Conch Train Tour, learning about the island's history and famous landmarks.
Afternoon
For lunch, head to Garbo's Grill, a food truck hotspot where you can indulge in gourmet burgers and tacos. Afterward, take a walk through the vibrant shops and galleries of Duval Street, experiencing the heart of Key West's entertainment and nightlife scene.
Evening
Dine at Nine One Five, an upscale restaurant with a diverse menu and a sophisticated ambiance. After dinner, enjoy a laid-back evening at Smokin' Tuna Saloon, listening to live music and mingling with locals and fellow travelers.
Bedtime
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Key West Conch Train Tour
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Duval Street
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Adventure and Island Flavors
Morning
Start your day with a hearty breakfast at Firefly Key West, known for its Southern-inspired dishes. After breakfast, get ready for an adrenaline-pumping experience on the Key West Jet Ski Island Tour, exploring the waters and mangroves surrounding the island.
Afternoon
Refuel with a casual lunch at Blackfin Bistro, offering a diverse menu with a focus on fresh seafood. Post-lunch, join the Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks, where you can paddle through crystal-clear waters and enjoy a unique dining experience on a sandbar.
Evening
As the day winds down, enjoy a relaxed dinner at Santiago's Bodega, a popular spot for tapas and wine. Cap off the evening with a visit to Island Dogs Bar, a laid-back bar with a wide selection of drinks and a friendly atmosphere.
Bedtime
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Cultural Tidbits and Farewell Sunset
Morning
Delight in a breakfast at Better Than Sex - A Dessert Restaurant Key West, where you can enjoy morning treats in a unique, romantic setting. After breakfast, take a leisurely stroll through the Key West Cemetery, exploring the intriguing gravestones and the island's history.
Afternoon
For lunch, visit Banana Cafe Key West, a charming French bistro offering a taste of Paris in Key West. Spend your afternoon at the Key West Butterfly and Nature Conservatory, surrounded by beautiful butterflies and tropical plants.
Evening
Conclude your Key West journey with a memorable dinner at Louie's Backyard, an elegant restaurant with a menu featuring Caribbean-influenced cuisine. After dinner, board the Key West Sunset Party Cruise by Catamaran, enjoying the vibrant music, dancing, and a final toast to the breathtaking Key West sunset.
Bedtime
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Key West Cemetery
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