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Ultimate 5-Day Key West Adventure

Ultimate 5-Day Key West Adventure Itinerary

Last updated: 2024 Jun 14

Key West Landmarks and Snorkeling

Morning
Start your day with a hearty breakfast at the iconic Blue Heaven, known for its delicious pancakes and unique ambiance. After breakfast, head to the Southernmost Point of the Continental USA to take a photo at this famous landmark.
Afternoon
For lunch, savor the flavors of the Caribbean at Bien Caribbean Latino. Then, embark on the Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour to explore the city's major attractions at your own pace.
Evening
Enjoy a delightful dinner at Latitudes on Sunset Key, a waterfront restaurant with stunning sunset views. After dinner, experience the Key West Sunset Party Cruise by Catamaran and dance to live music as you cruise along the coast.
Bedtime
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Southernmost Point of the Continental USA

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Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour

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Key West Sunset Party Cruise by Catamaran

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Snorkeling and Sunset Sail

Morning
Indulge in a delicious breakfast at Mangia Mangia Pasta Cafe. Then, set off on the Key West Reef Snorkel Morning Tour with Breakfast & Mimosas for an unforgettable underwater adventure.
Afternoon
After snorkeling, enjoy a leisurely lunch at La Creperie French Cafe. Spend the afternoon exploring the Key West Aquarium and the Key West Shipwreck Treasure Museum.
Evening
Dine at The Flaming Buoy Filet Co., known for its creative seafood dishes. Then, board the Key West Schooner Sunset Sail with Food & Drinks and witness a breathtaking sunset at sea.
Bedtime
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Key West Reef Snorkel Morning Tour with Breakfast & Mimosas

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Key West Aquarium

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Key West Shipwreck Treasure Museum

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Key West Schooner Sunset Sail with Food & Drinks

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Historical Tours and Duval Street

Morning
Enjoy a delightful breakfast at Cafe Marquesa. Then, immerse yourself in history with a visit to the Ernest Hemingway Home and Museum and the Harry S. Truman Little White House.
Afternoon
For lunch, head to El Siboney Restaurant for authentic Cuban cuisine. Afterward, take a guided tour of the Key West Cemetery and learn about the island's unique burial traditions.
Evening
Experience the vibrant atmosphere of Duval Street with a Key West 2.5-Hour Duval Street Pub Crawl. Enjoy dinner at Nine One Five, a popular restaurant on Duval Street.
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 Cemetery

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Duval Street

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Key West 2.5-Hour Duval Street Pub Crawl

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Water Adventures and Local Cuisine

Morning
Start your day with a delicious breakfast at Firefly Key West. Then, embark on the Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks for a unique experience in the crystal-clear waters.
Afternoon
Enjoy a seafood lunch at Hogfish Bar & Grill, a local favorite. Afterward, explore the Key West Historic District and visit the Key West Lighthouse and Keeper's Quarters Museum.
Evening
Dine at Blackfin Bistro, known for its contemporary American cuisine. Then, relax on the Key West Windjammer Champagne Sunset Sail and enjoy the stunning views with a glass of champagne.
Bedtime
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Key West Sandbar Excursion & Kayak Tour with Lunch & Drinks

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Key West Historic District

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Key West Lighthouse and Keeper's Quarters Museum

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Key West Windjammer Champagne Sunset Sail

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Nature and Adventure

Morning
Enjoy a leisurely breakfast at Banana Cafe Key West. Then, take a guided bicycle tour of the island, including a stop for the famous Key Lime Pie.
Afternoon
For lunch, head to Garbo's Grill for gourmet street food. Spend the afternoon at Fort Zachary Taylor, where you can relax on the beach or explore the historic fort.
Evening
End your trip with a memorable dinner at Louie's Backyard, known for its oceanfront dining. Then, take the Key West Sunset Cruise with Buffet Dinner and Open Bar and enjoy a festive evening on the water.
Bedtime
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Key West Guided Bicycle Tour with Key Lime Pie

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From Fairbanks Chena Hot Springs Northern Lights Tour

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Key West Sunset Dinner Cruise with Open Bar & Live Music

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