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5 Days in Key West Marathon Adventure 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 iconic site offers a glimpse into the life of one of America's most famous authors. For breakfast, head to Blue Heaven, known for its delicious pancakes and laid-back atmosphere.

Afternoon

Afterward, explore the Key West Lighthouse and Keeper's Quarters Museum, which provides stunning views of the island. For lunch, enjoy some fresh seafood at Conch Republic Seafood Company.

Evening

In the evening, take a leisurely stroll down Duval Street, famous for its vibrant nightlife and eclectic shops. Dine at Latitudes, located on Sunset Key, for an unforgettable dining experience.

Bedtime

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4.68
Ernest Hemingway Home and Museum
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4.74
Key West Lighthouse and Keeper's Quarters Museum
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Nature and Maritime Adventures

Morning

Begin your day with a serene visit to the Key West Butterfly and Nature Conservatory. Enjoy breakfast at Six-Toed Cat, offering a cozy ambiance and hearty meals.

Afternoon

Next, dive into history at the Mel Fisher Maritime Museum, where you can learn about shipwrecks and treasure hunting. Have lunch at Hogfish Bar & Grill for some local flavor.

Evening

Conclude your day with a sunset sail on the Key West Schooner Sunset Sail with Food & Drinks. For dinner, try out A&B Lobster House for an elegant seafood experience.

Bedtime

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Key West Butterfly and Nature Conservatory
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4.45
Mel Fisher Maritime Museum
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Cultural Immersion Day

Morning

Visit the beautiful Basilica of Saint Mary Star of the Sea in the morning. Grab breakfast at Cuban Coffee Queen for authentic Cuban coffee and sandwiches.

Afternoon

Explore more of Key West's culture by visiting the Harry S. Truman Little White House. Enjoy lunch at Garbo's Grill, known for its unique food truck experience.

Evening

Spend your evening exploring Mallory Square's sunset celebration with street performers and local vendors. Dine at El Meson de Pepe to savor some Cuban cuisine.

Bedtime

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Basilica of Saint Mary Star of the Sea
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4.67
Harry S. Truman Little White House
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Outdoor Fun and Relaxation

Morning

Kick off your day with some beach time at Smathers Beach. Have breakfast at nearby café Salty Donut for some sweet treats.

Afternoon

After soaking up some sun, head over to explore Fort Zachary Taylor Historic State Park. For lunch, visit nearby restaurant Blue Macaw Island Eats & Bar which offers delicious island cuisine.

Evening

In the evening enjoy an adventure-filled excursion on a Key West Afternoon Sail Snorkel Kayak & Sunset Excursion. End your night dining at Louie's Backyard, offering waterfront views.

Bedtime

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Smathers Beach
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Key West Afternoon Sail Snorkel Kayak & Sunset Excursion
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Marathon Key Highlights

Morning

Drive up to Marathon Key early in the morning. Start your day with breakfast at Keys Fisheries, known for their lobster Reuben sandwich.

Afternoon

Spend your afternoon exploring Crane Point Hammock & Nature Trail or take part in water activities like snorkeling or kayaking around Sombrero Beach. Have lunch at Island Fish Company which offers great seafood dishes.

Evening

Wrap up your trip by enjoying dinner back in Key West at Bistro 245, where you can watch one last beautiful sunset over dinner.

Bedtime

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