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Offered languages
- English
- English
Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the island vibes take over. But, as you’ll soon find out on this walking tour, there’s more to this island than umbrella drinks and warm breezes.
On this tour, travel writer and tour guide Gregg Squeglia will share stories of some of the island’s more famous residents and some lesser-known tales that have given Key West its unique place in American culture and history.
He'll tell you about Key West’s incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships along the Great Florida Reef to the hilarious creation of the ‘Conch Republic’. You’ll also find out how, soon after its creation, this micro-state declared war on the United States for a full minute.
On this self-paced tour, you’ll also visit the island’s major landmarks and lesser-known treasures.
What's Included
Meeting and pickup
The tour begins at the Florida Keys Historical Military Memorial in Mallory Square. Look for the US flag surrounded by a semicircle of placards memorializing the island's role in various US military campaigns.
The tour ends at the southernmost point of the continental United States.
Itinerary
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(Pass by)
Begin your journey in Mallory Square, the vibrant cultural center of Key West, where you can immerse yourself in the nightly Sunset Celebration and enjoy the lively atmosphere with street performers and breathtaking views.
Admission ticket free -
(Pass by)
Explore the Key West Historic Memorial Sculpture Garden, a serene oasis honoring the island's rich history and notable figures, providing a peaceful retreat amidst the bustling city streets.
Admission ticket free -
(Pass by)
Step into Capt Tony’s Saloon, a legendary watering hole steeped in history and character, where you can savor the island's laid-back vibe and indulge in refreshing libations.
Admission ticket free -
(Pass by)
Experience the iconic Sloppy Joe's Bar, a beloved Key West institution famous for its lively ambiance, live music, and signature cocktails, offering a taste of the island's vibrant nightlife scene.
Admission ticket free -
(Pass by)
Wander down Caroline Street, one of Key West's oldest thoroughfares, lined with charming shops, galleries, and eateries, where you can soak in the island's unique charm and vibrant culture.
Admission ticket free -
(Pass by)
Visit the Truman Little White House, a historic landmark where President Harry Truman sought refuge and relaxation, providing insight into the island's presidential connections and political history.
Admission ticket free -
(Pass by)
Pause at the Mile Zero Marker, the symbolic beginning of US Route 1, and capture a memorable photo to commemorate your journey through Key West and the start of your island adventure.
Admission ticket free -
(Pass by)
Explore Duval Street, Key West's vibrant main thoroughfare, lined with eclectic shops, bustling cafes, and historic landmarks, where you can soak up the island's eclectic energy and vibrant street life.
Admission ticket free -
(Pass by)
Discover the San Carlos Institute, a historic cultural center celebrating Cuban heritage and fostering artistic expression, serving as a testament to Key West's diverse cultural influences.
Admission ticket free -
(Pass by)
Step into The Hemingway Home and Museum, the former residence of renowned author Ernest Hemingway, where you can explore the iconic property and learn about the writer's life and legacy on the island.
Admission ticket free -
(Pass by)
Ascend the Key West Lighthouse, an iconic landmark offering panoramic views of the island and surrounding seascape, providing a glimpse into Key West's maritime heritage and coastal charm.
Admission ticket free -
(Pass by)
End your journey at the Southernmost Point of the Continental USA, a symbolic marker commemorating the southernmost tip of the United States, offering stunning views and a memorable end to your Key West adventure
Admission ticket free
Additional info
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Entrance fees to ticketed attractions are not included in the product's total price
Tags
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
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Cancellation Policy
- For a full refund, you must cancel at least 24 hours before the experience’s start time.
- If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the experience’s start time will not be accepted.
Rating
You can cancel up to 24 hours in advance of the experience for a full refund.
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