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7 Days in Key West: Sun, Fun, and History

7 Days in Key West: Sun, Fun, and History Itinerary

Last updated: 2024 Jun 14

Exploring Historic Key West

Morning
Start your day with a visit to the Ernest Hemingway Home and Museum. This historic site offers a glimpse into the life of one of America's most famous authors. The museum is filled with artifacts and stories from Hemingway's time in Key West.
Afternoon
Head over to Key West Lighthouse and Keeper's Quarters Museum for a fascinating look at maritime history. Climb to the top for stunning views of the island. For lunch, enjoy a meal at Blue Heaven, known for its delicious food and unique atmosphere.
Evening
End your day with a sunset visit to Mallory Square. This popular spot is perfect for watching the sun dip below the horizon while enjoying street performances. For dinner, head to Latitudes for an unforgettable dining experience.
Bedtime
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Visit Ernest Hemingway Home and Museum in Key West, Florida
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Visit Key West Lighthouse and Keeper's Quarters Museum in Key West, Florida
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Nature and Adventure

Morning
Begin your day at the serene Key West Butterfly and Nature Conservatory. Stroll through lush gardens filled with colorful butterflies. Afterward, grab a coffee at Cuban Coffee Queen Waterfront to fuel up for more adventures.
Afternoon
Spend your afternoon snorkeling at the famous Vandenberg Wreck. This underwater site is perfect for exploring marine life. Afterward, have lunch at El Siboney Restaurant, known for its authentic Cuban cuisine.
Evening
In the evening, take part in the Key West Windjammer Champagne Sunset Sail. Enjoy live music and champagne as you sail into the sunset. For dinner, dine at Louie's Backyard, offering beautiful ocean views.
Bedtime
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Cultural Immersion

Morning
Visit the historic Harry S. Truman Little White House to learn about its significance in American history. Afterward, enjoy breakfast at The Cafe, A Mostly Vegetarian Place, which offers healthy and delicious options.
Afternoon
Explore more of Key West's rich history by visiting the Mel Fisher Maritime Museum, where you can see treasures recovered from shipwrecks. For lunch, head to Garbo's Grill for some tasty street food.
Evening
Experience live rock music at the iconic Hard Rock Cafe Key West. Enjoy dinner while listening to great tunes in a lively atmosphere.
Bedtime
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Island Adventures

Morning
Start your day with an adventurous bike ride on the Key West Guided Bicycle Tour with Key Lime Pie. It's a fun way to see the island while enjoying some local treats.
Afternoon
After biking around town, relax on the sandy shores of  Smathers Beach where you can sunbathe or take a dip in the ocean. Have lunch nearby at Hogfish Bar & Grill, known for its fresh seafood dishes.
Evening
End your day with an exciting experience on Key West 2-Hour Sunset Sail with Live Music. Enjoy live music as you watch another beautiful sunset over Key West waters. For dinner afterward, try Santiago's Bodega for some delightful tapas.
Bedtime
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Key West Guided Bicycle Tour with Key Lime Pie

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Historic and Haunted Key West

Morning
Begin your day with a visit to the Key West Cemetery. This historic cemetery offers a unique glimpse into the island's past with its above-ground tombs and quirky epitaphs. Afterward, enjoy breakfast at Bagatelle, known for its charming ambiance and delicious brunch options.
Afternoon
In the afternoon, explore the Key West Shipwreck Treasure Museum. This museum tells the story of Key West's maritime history and shipwreck salvaging. For lunch, head to The Flaming Buoy Filet Co. for some mouth-watering seafood dishes.
Evening
As night falls, join the Key West Ghosts of Key West Walking Tour. This spooky tour takes you through some of the most haunted spots in Key West. For dinner, dine at Nine One Five, offering a sophisticated menu in a historic setting.
Bedtime
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Snorkeling and Sunsets

Morning
Start your day with an exhilarating snorkeling adventure on the Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion. Explore vibrant coral reefs and marine life. Before heading out, grab a quick breakfast at Cafe Marquesa Key West, known for its elegant dining experience.
Afternoon
After your morning adventure, relax and have lunch at A&B Lobster House, famous for its fresh seafood and waterfront views. Spend your afternoon exploring more of Key West's natural beauty or simply relaxing by the water.
Evening
In the evening, enjoy another breathtaking sunset on the Key West Schooner Sunset Sail with Food & Drinks. Savor delicious food and drinks as you sail into the sunset. For dinner afterward, indulge in decadent desserts at Better Than Sex - A Dessert Restaurant Key West.
Bedtime
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Visit Key West Schooner Sunset Sail with Food & Drinks in Key West, Florida
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Final Day of Fun

Morning
Kick off your final day with a visit to the beautiful gardens at the Key West Garden Club. Stroll through lush landscapes filled with native plants. Enjoy breakfast nearby at The Cafe Marquesa Key West for a delightful start to your day.
Afternoon
Spend your afternoon visiting one last historic site: the iconic  Southernmost Point of the Continental USA for that perfect photo opportunity. Have lunch at A&B Lobster House to savor some more delicious seafood before you leave.
Evening
End your trip with an unforgettable experience on Key West Southernmost Food and Cultural Walking Tour. Sample local cuisine while learning about Key West's rich culture. For dinner afterward, try Santiago's Bodega for some delightful tapas.
Bedtime
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Southernmost Point of the Continental USA

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