Embark on a self-guided Florida Keys tour, exploring iconic bridges, coral reefs, and Hemingway’s haunts. Perfect for road trippers and island adventurers.
Embark on a self-guided Florida Keys tour, exploring iconic bridges, coral reefs, and Hemingway’s haunts. Perfect for road trippers and island adventurers.
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Key Largo - Discover the first and largest island of the Florida Keys. Key Largo sets the stage for the entire adventure with its lush tropical ambiance, roadside seafood eateries, and waterfront marinas. The audio guide begins here, detailing the history of the Overseas Highway and what lies ahead on one of America’s most iconic road trips.
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- Key Largo - Discover the first and largest island of the Florida Keys. Key Largo sets the stage for the entire adventure with its lush tropical ambiance, roadside seafood eateries, and waterfront marinas. The audio guide begins here, detailing the history of the Overseas Highway and what lies ahead on one of America’s most iconic road trips.
- Christ of the Deep - Located just offshore from Pennekamp, an eight-and-a-half-foot bronze statue of Jesus rests nine feet below the surface in the Key Largo Dry Rocks reef — one of the most photographed underwater sites globally. The audio guide shares the Italian origins of this iconic statue and its symbolism for divers worldwide.
- Islamorada - A hidden treasure in the Upper Keys, Anne’s Beach is a free, award-winning natural beach featuring a wooden boardwalk through a mangrove wetland. Named after environmental activist Anne Eaton, it offers calm, shallow waters perfect for wading and relaxing — an ideal free stop to stretch your legs.
- Hurricane Monument - Visit a solemn roadside monument honoring the 408 lives lost in the most powerful hurricane ever to strike the United States — a Category 5 storm that destroyed Henry Flagler’s Overseas Railroad. The audio guide recounts the devastating storm surge and the ill-fated rescue train that arrived too late.
- Seven Mile Bridge - Traverse one of the most iconic bridges in America, stretching nearly seven miles above open water with the turquoise Gulf of Mexico on one side and the deep blue Atlantic on the other. The historic Old Seven Mile Bridge runs alongside it — the original Flagler-era railway bridge featured in the film True Lies. The audio guide covers the engineering marvel and its construction history.
- Bahia Honda State Park - One of the most beautiful beaches in the southeastern United States, Bahia Honda offers powder-white sand, protected shallow waters ideal for snorkeling, and breathtaking views of the historic Old Bahia Honda Bridge.
- Key West Historic Seaport - Explore the southernmost city in the continental United States, soaking in the pastel-painted Conch houses, vibrant street art, and Caribbean energy of Old Town. The audio guide covers Hemingway’s six-toed cats at his home on Whitehead Street, the Truman Little White House, and the storied bars of Duval Street.
- Mallory Square - Conclude your journey the Keys way — with the legendary nightly sunset celebration at Mallory Square. Street performers, local artists, food vendors, and hundreds of fellow travelers gather every evening to toast the sun as it sinks into the Gulf of Mexico.
- Duval Street - Stroll the famous “mile and a quarter” of Duval Street from the Gulf to the Atlantic, ending at the iconic red, black, and yellow Southernmost Point buoy — just 90 miles from Cuba and the perfect final photo of your Keys adventure.
- Dry Tortugas National Park - Discover this remote national park located 70 nautical miles west of Key West, where the massive Civil War-era Fort Jefferson rises dramatically from the sea. The Dry Tortugas offer some of the most pristine snorkeling in the Caribbean and extraordinary birding during spring migration — a worthy overnight extension for adventurous travelers.

- Self-guided walking tour app
- Bonus: 2 Driving Guides Across Florida Keys & The Everglades
- Full narrated audio guide with 60 stops from Key Largo to Key West and beyond
- Detailed coverage of coral reefs, historic sites, and island culture
- Digital Map
- Self-guided walking tour app
- Bonus: 2 Driving Guides Across Florida Keys & The Everglades
- Full narrated audio guide with 60 stops from Key Largo to Key West and beyond
- Detailed coverage of coral reefs, historic sites, and island culture
- Digital Map
- Private transportation
- Entrance fees, in-person guide, headphones, transport, parking, food,Wi-Fi or cellular data, rentals
- Private transportation
- Entrance fees, in-person guide, headphones, transport, parking, food,Wi-Fi or cellular data, rentals
Embark on a self-guided journey along the Overseas Highway through the Florida Keys, featuring sixty stops from Key Largo to Key West. Traverse forty-two bridges, including the renowned Seven Mile Bridge, and explore the only living coral barrier reef in the continental U.S. Discover islands steeped in pirate tales, Hemingway’s legacy, and the spirit of…
Embark on a self-guided journey along the Overseas Highway through the Florida Keys, featuring sixty stops from Key Largo to Key West. Traverse forty-two bridges, including the renowned Seven Mile Bridge, and explore the only living coral barrier reef in the continental U.S. Discover islands steeped in pirate tales, Hemingway’s legacy, and the spirit of the Conch Republic. The tour follows the Mile Marker system from 126 to 0, visiting John Pennekamp State Park, feeding giant tarpon at Robbie’s, observing rescued sea turtles in Marathon, and spotting endangered Key deer on Big Pine Key. In Key West, tour Hemingway’s home with its famous six-toed cats, enjoy the sunset at Mallory Square, and stroll Duval Street from the Gulf to the Atlantic. The tour includes insights into Flagler’s railroad history, the 1835 hurricane, Cuban cigar heritage, and offers tips for exceptional snorkeling and diving along the reef. Ideal for road trippers and island enthusiasts.
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.