Immerse yourself in the beauty and history of Key West with this self-guided audio tour. Discover Hemingway’s paradise, hear stories of pirates and shipwrecks, and explore the vibrant culture of this unique island.
Immerse yourself in the beauty and history of Key West with this self-guided audio tour. Discover Hemingway’s paradise, hear stories of pirates and shipwrecks, and explore the vibrant culture of this unique island.
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Southernmost Point of the Continental U.S.A. - Notice the prominent red buoy directly ahead? It’s unmistakable, as it’s the final landmark before the ocean. This signifies the southernmost point in the Continental United States! Well, almost. Allow for some clarification.
NOTE: The tour spans over 100 miles, featuring more than 70 audio stories,…
- Southernmost Point of the Continental U.S.A. - Notice the prominent red buoy directly ahead? It’s unmistakable, as it’s the final landmark before the ocean. This signifies the southernmost point in the Continental United States! Well, almost. Allow for some clarification.
NOTE: The tour spans over 100 miles, featuring more than 70 audio stories, and takes approximately 2-3 hours to complete.
New, Lifetime access, no expiration. Use it anytime, on any trip, as often as you like.
- Audubon House & Tropical Gardens - The Historic Cedar House is approaching on our right. It’s quite noticeable, given its name! Why is it called the Cedar House? Observe the house and the surrounding fence. Indeed, both are crafted from cedar. This is one of the few homes in Key West constructed entirely from cedar.
- The Kapok Tree - Ahead on the left is the renowned Kapok Tree. It’s the large one with expansive branches extending straight from the trunk. Kapok trees are among the tallest flowering trees globally, reaching heights of over 200 feet. They thrive in warm tropical climates and are revered by many cultures.
- Zero Mile Art - The upcoming intersection marks the start of US Highway One. Mile marker zero is just ahead on our left. We’ll be approaching from the back of the sign, so be sure to walk around to the front for a better view.
- Key West Pirates Well - For a quick detour to a pirate-themed attraction, turn right onto Caroline Street. This leads to the Captain George Carey house, home to the Pirates Well. The well is located just in front of the house.
- Captain George Carey House - On our right is the Captain George Carey House! Have you heard of the “Wreck of the German Brides?” It’s a true story! A shipwreck occurred nearby in the 1800s, and five German women survived. All were single, and each married a man from Key West!
- Truman Little White House - Look to the left. See the sign for Truman’s “Little” Whitehouse? It’s a short walk from here, so if you’re interested, follow the signs. Otherwise, continue down Whitehead Street while I share more about it.
- Audubon House & Tropical Gardens - On our right is the Audubon House and its lush tropical gardens. It’s hard to miss! Built in 1849, this was once the residence of Captain John Geiger, one of Key West’s wealthiest individuals.
- Capt. Tony’s Saloon - We’re nearing Greene Street, home to a notable Key West landmark: Captain Tony’s Saloon! The barstools here are inscribed with the names of celebrities who have visited. Want to enjoy a drink where Robert DeNiro, Eric Clapton, Bob Dylan, and Clint Eastwood once did? This is the spot.
- Sloppy Joe’s - On our left is the new location of Sloppy Joe’s. Let’s clarify the history once and for all. As mentioned, this isn’t the original Sloppy Joe’s. But did you know that neither was Captain Tony’s Saloon? So where was the original?
- The Oldest House Museum & Garden - Believe it or not, that white house with the porch on our right is the oldest house on the island! Built in 1829, it was the home of the prominent wrecker, Captain Francis Watlington, who lived there with his wife and nine daughters. Yes, you heard that correctly: Nine!
- St. Paul’s Episcopal Church - Notice the large white church to our left? That’s St. Paul’s Episcopal Church, one of the area’s most stunning buildings. You wouldn’t guess it by looking, but the church has endured its share of tragedies and disasters over the years.
- San Carlos Institute - Recall the fire of 1886? The white building with three archways on our right is the San Carlos Institute, where that fire originated! Today, it’s a museum, library, theater, and school. Oh, and an art gallery. It’s also recognized as one of Florida’s most beautiful landmarks.
- Key West Butterfly and Nature Conservatory - Just ahead on our right is the Butterfly and Nature Conservatory. Here, you can observe over 50 butterfly species from around the globe, along with gardens filled with flowering plants, exotic birds, and cascading waterfalls. It’s like a paradise within a paradise.

- Support is available via chat, email, or phone if you need help.
- Planning tools, route maps, scenic stops, and area previews included.
- Just bring your phone and headphones; the app guides your walk.
- Lifetime access: use the tour anytime and keep it for future trips.
- Works offline with GPS route guidance and automatic audio stories.
- Flexible…
- Support is available via chat, email, or phone if you need help.
- Planning tools, route maps, scenic stops, and area previews included.
- Just bring your phone and headphones; the app guides your walk.
- Lifetime access: use the tour anytime and keep it for future trips.
- Works offline with GPS route guidance and automatic audio stories.
- Flexible tour: start, stop, and pause anytime during your trip.
- Private walking tour experience for your family or group.
- Self-guided audio tour through our easy-to-use mobile app.
- Hidden gems and local stories included along the route.
- Self-guided tour — no live guide. Entrance fees, parking, food, and transport are separate.
- Self-guided tour — no live guide. Entrance fees, parking, food, and transport are separate.
Discover stunning coastlines, intriguing history, and captivating wildlife with this self-guided walking tour of Key West. Learn about the renowned author Ernest Hemingway and how the island inspired his work. Listen to tales of pirates, shipwrecks, and calamities while admiring the lush tropical gardens and coastline. Then, wander along Duval Street,…
Discover stunning coastlines, intriguing history, and captivating wildlife with this self-guided walking tour of Key West. Learn about the renowned author Ernest Hemingway and how the island inspired his work. Listen to tales of pirates, shipwrecks, and calamities while admiring the lush tropical gardens and coastline. Then, wander along Duval Street, the vibrant center of Key West, and immerse yourself in the rich culture of this unique island.
After booking, be sure to check your email or text messages to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the specified starting point.
Enjoy new, lifetime access with no expiration. Use it anytime, on any trip, as often as you like.
Please note, this is not an entrance ticket. Verify opening hours before your visit.
- Easy to use: GPS-triggered audio plays automatically along the route for a hands-free experience.
- Private tour: Follow the route on your phone without an in-person guide or crowded group.
- At your own pace: Start anytime and pause for hikes, picnics, photos, or scenic stops.
- Works offline: Once downloaded, the tour works using GPS without Wi-Fi or cellular service.
- Multi-device access: Use the same password on one device for each traveler included in your booking.
- More ways to save: Choose a single tour, a nearby bundle, or access to 200+ tours.
- Download in advance: Download the Tour Guide app by Action and tour while connected to Wi-Fi or a strong cellular signal.
- Follow the route: Begin at the suggested starting point or join anywhere along the route shown in the app.
- Lifetime access: Preview the tour before your trip and revisit the stories, photos, and details afterward.
- Supported devices: iPhone with iOS 15+, Android with version 9+, or a GPS-enabled iPad/tablet with cellular capability.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.