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Luxury and Fitness in Key West - 5 Days Itinerary
Last updated: 2024 Jun 14Welcome to Key West
Morning
Start your day with a visit to the Southernmost Point of the Continental USA. This iconic landmark is perfect for a photo op and gives you a sense of accomplishment for being at the southernmost tip of the continental USA. Afterward, enjoy a hearty breakfast at Cuban Coffee Queen, known for its delicious Cuban coffee and breakfast sandwiches.
Afternoon
Head over to Ernest Hemingway Home and Museum to explore the residence of one of America's most famous authors. The museum offers guided tours that delve into Hemingway's life and works. For lunch, dine at Blue Heaven, a quirky eatery known for its Caribbean-inspired dishes and laid-back atmosphere.
Evening
Spend your evening at Mallory Square, where you can enjoy street performances, local crafts, and stunning sunset views. For dinner, make reservations at Latitudes, located on Sunset Key. The restaurant offers an upscale dining experience with breathtaking ocean views.
Bedtime
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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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4.68Ernest Hemingway Home and Museum
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4.68Ernest Hemingway Home and Museum
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Historical Insights and Beach Relaxation
Morning
Begin your day with a visit to the Key West Lighthouse and Keeper's Quarters Museum. Climb to the top for panoramic views of Key West. Afterward, grab breakfast at Garbo's Grill, famous for its delicious fish tacos.
Afternoon
Spend your afternoon relaxing at Smathers Beach, one of Key West's largest public beaches. Enjoy swimming, sunbathing, or even some beach volleyball. For lunch, head over to Hogfish Bar & Grill for some fresh seafood in a casual setting.
Evening
In the evening, take part in the Key West Windjammer Champagne Sunset Sail. This luxurious sailing experience includes champagne and hors d'oeuvres as you watch the sun set over the horizon. Conclude your day with dinner at Louie's Backyard, an elegant oceanfront restaurant offering gourmet cuisine.
Bedtime
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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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4.76Smathers Beach
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4.76Smathers Beach
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Nature Exploration and Local Culture
Morning
Start your morning with a peaceful visit to the Key West Butterfly and Nature Conservatory. Stroll through lush gardens filled with butterflies from around the world. Enjoy breakfast nearby at The Flaming Buoy Filet Co., known for its creative dishes.
Afternoon
Explore local culture by visiting the historic district through the Key West History and Culture Southernmost Walking Tour. This tour provides insights into Key West's rich history and architecture. Have lunch at El Siboney Restaurant, which serves authentic Cuban cuisine.
Evening
End your day with some excitement by joining the Key West Ghosts of Key West Walking Tour. Discover spooky tales as you walk through haunted sites in Old Town Key West. For dinner, indulge in delectable seafood dishes at Conch Republic Seafood Company.
Bedtime
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4.94Key West Butterfly and Nature Conservatory
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4.94Key West Butterfly and Nature Conservatory
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4.89Key West History and Culture Southernmost Walking Tour
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4.89Key West History and Culture Southernmost Walking Tour
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Adventure on Land and Sea
Morning
Kick off your day with an adventurous start by taking part in the Key West Ultimate Parasailing Experience at Smathers Beach. Soar above crystal-clear waters for an exhilarating experience. Afterward, refuel with breakfast from Nine One Five, offering gourmet options in a charming setting.
Afternoon
In the afternoon, embark on an eco-tour adventure with the 6-hour long Key West Island Adventure Eco Tour, which includes kayaking through mangroves and snorkeling in pristine waters. Lunch will be provided during this tour.
Evening
Conclude your adventurous day by unwinding on a private sandbar cruise via Key West 4-Hour Private Sandbar Cruise on a Tiki Bar Boat. Enjoy drinks while floating on turquoise waters under starlit skies before heading back to shore for dinner at Better Than Sex - A Dessert Restaurant Key West for decadent desserts.
Bedtime
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4.88Key West Ultimate Parasailing Experience
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4.88Key West Ultimate Parasailing Experience
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4.84Key West Island Adventure Eco Tour
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4.84Key West Island Adventure Eco Tour
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Farewell to Key West
Morning
Begin your final day with a serene visit to the Key West Garden Club. This hidden gem offers beautiful gardens and a peaceful atmosphere, perfect for some morning relaxation. For breakfast, head to Little Pearl, known for its delightful morning offerings and cozy ambiance.
Afternoon
Spend your afternoon exploring the underwater world with a dive at the Vandenberg Wreck. This sunken ship is one of the most popular dive sites in Key West and offers an exciting adventure for diving enthusiasts. After your dive, enjoy lunch at Santiago's Bodega, famous for its tapas and vibrant atmosphere.
Evening
Wrap up your trip with a visit to the Harry S. Truman Little White House, where you can learn about President Truman's time in Key West. For your farewell dinner, dine at A&B Lobster House, an upscale restaurant offering exquisite seafood dishes and stunning waterfront views.
Bedtime
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5.00Key West Garden Club
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5.00Key West Garden Club
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4.88Vandenberg Wreck
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4.88Vandenberg Wreck
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