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The Florida Keys Overseas Highway is a living corridor of reefs, bridges, history, and local tradition. We sit down with journalist and photographer Andy Newman, who spent 44 years with the Florida Keys Tourism Council, to build a true start-to-finish Florida Keys road trip.

We talk logistics: how long the drive takes, why the mile markers function like addresses, and when you can get away without hotel reservations. From there, we trace the story behind the islands themselves: Henry Flagler’s Overseas Railroad, the 1935 Labor Day hurricane, and how the modern highway opened the Keys to a different kind of traveler.

Then we start the itinerary. Key Largo brings John Pennekamp Coral Reef State Park and the Christ of the Deep, plus smart reminders about the Florida Keys National Marine Sanctuary and boating responsibly around shallow, sensitive habitat.

Islamorada delivers sport fishing culture, the History of Diving Museum, and the simple joy of hand-feeding tarpon. Marathon adds the Dolphin Research Center, Aquarium Encounters, the Turtle Hospital, and a walk into history on Pigeon Key. The Lower Keys bring Bahia Honda beaches, key deer, and even an Underwater Music Festival.

Key West rounds it out with the Conch Republic story, Hemingway Days, six-toed cats, sunset celebration at Mallory Square, and the option to reach Dry Tortugas National Park and Fort Jefferson.

If you love travel stories with practical tips, local food, and real history, this one’s for you. Subscribe, share it with your favorite road trip partner, leave a review.

Andy Newman is currently an avid fisherman and photographer, and lives in the Florida Keys.

Podcast host Lea Lane has traveled to over 100 countries, and has written nine books, including the award-winning Places I Remember (Kirkus Reviews star rating, and 'one of the top 100 Indie books of the year'). She has contributed to dozens of guidebooks and has written thousands of travel articles. Read her weekly essays on Substack.
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Our award-winning travel podcast, Places I Remember with Lea Lane, has produced over 130 travel episodes! New episodes drop on the first Tuesday of the month, on Apple, Spotify, and wherever you listen to podcasts. All episodes are also on her website: placesirememberlealane.com
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Travel vlogs of featured podcasts-- with video and graphics -- now also drop on YouTube.