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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 adventure with a delightful breakfast at Blue Heaven, known for its unique ambiance and delicious cuisine. After breakfast, take a leisurely stroll through the historic Key West Historic District, immersing yourself in the island's rich history and charming architecture.
Afternoon
For lunch, head to Mangoes Restaurant and savor their Caribbean-inspired dishes. Post-lunch, enjoy an interactive experience at the Key West Aquarium, where you can get up close with marine life.
Evening
Witness the famous Key West sunset on the Key West 2-Hour Sunset Sail on Schooner America 2.0, complete with live music and an open bar. After the sail, indulge in a sumptuous dinner at Milagro Restaurant and Bar, offering a fusion of Latin flavors.
Bedtime
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4.57Key West Historic District
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4.57Key West Historic District
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4.31Key West Aquarium
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4.31Key West Aquarium
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Snorkeling and Culinary Exploration
Morning
Fuel up for the day with breakfast at First Flight Island Restaurant & Brewery, a historic spot with a great atmosphere. Then, embark on the Key West Dolphin Watching, Snorkeling, and Sunset Cruise for a morning of marine adventures.
Afternoon
After the cruise, enjoy a post-snorkeling lunch at Off The Hook Grill, known for its fresh seafood and waterfront views. Spend the rest of the afternoon relaxing at the beautiful Smathers Beach or exploring the nearby area.
Evening
Dine at Bagatelle, a restaurant with a laid-back vibe and a menu featuring a mix of international cuisines. Conclude the evening with a leisurely walk along Duval Street, Key West's famous entertainment and shopping district.
Bedtime
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4.33Key West Dolphin Watching, Snorkeling, and Sunset Cruise
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4.33Key West Dolphin Watching, Snorkeling, and Sunset Cruise
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4.76Smathers Beach
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4.76Smathers Beach
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Historical Sites and Sunset Party
Morning
Enjoy a classic Key West breakfast at Schooner Wharf Bar, a waterfront spot with a lot of character. Then, start your day with a visit to the Ernest Hemingway Home and Museum, where you can learn about the famous writer and meet the resident six-toed cats.
Afternoon
Have lunch at Two Friends Patio Restaurant, a local favorite known for its Key West specialties. Post-lunch, explore the Key West Lighthouse and Keeper's Quarters Museum and the adjacent grounds for panoramic views of the island.
Evening
Join the lively Key West Sunset Party Cruise by Catamaran to celebrate another beautiful sunset. The cruise includes drinks and light snacks. For dinner, head to Fogarty's, a Key West institution serving up a variety of dishes in a historic setting.
Bedtime
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4.68Ernest Hemingway Home and Museum
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4.68Ernest Hemingway Home and Museum
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4.74Key West Lighthouse and Keeper's Quarters Museum
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4.74Key West Lighthouse and Keeper's Quarters Museum
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Outdoor Adventures and Local Flavors
Morning
Start with breakfast at El Meson De Pepe's Restaurant & Bar, offering authentic Cuban cuisine. Then, gear up for the Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks, a unique experience in the pristine waters surrounding the island.
Afternoon
After the tour, enjoy a casual lunch at Pirate's Cove Key West, a spot with a pirate-themed ambiance and a menu to match. Spend the rest of the afternoon at leisure, perhaps exploring the shops and galleries of Mallory Square.
Evening
For a memorable dining experience, head to Ocean Grill & Bar, where you can enjoy fresh seafood and ocean views. Cap off the night with the Key West 2-Hour Sunset Sail with Live Music, a perfect way to end your day on the water.
Bedtime
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4.84Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks
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4.84Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks
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4.72Mallory Square
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4.72Mallory Square
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Key West Highlights and Farewell
Morning
Enjoy a final Key West breakfast at Rams Head Southernmost, known for its hearty morning fare. Then, take the Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour to visit some of the island's iconic attractions, including the Southernmost Point of the Continental USA and the Key West Shipwreck Treasure Museum.
Afternoon
Have a leisurely lunch at Irish Kevin's, a lively spot with good food and entertainment. Afterward, spend your afternoon at Fort Zachary Taylor, where you can relax on the beach or explore the historic fort and surrounding park.
Evening
Conclude your Key West journey with a memorable dinner at Sunset Tiki Bar & Grill, offering a true island dining experience. Reflect on your trip as you enjoy the flavors and the ambiance, and raise a glass to the unforgettable memories you've made in the Conch Republic.
Bedtime
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4.45Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour
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4.45Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour
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4.72Southernmost Point of the Continental USA
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4.72Southernmost Point of the Continental USA
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