EPISODE · Apr 3, 2026 · 56 MIN
Key West Walking Tour. Discover the History Behind the Sights.
from U.S. Walking Tours. Guides to America’s Great Cities.
Welcome to our Key West Walking Tour episode! Join us as we take you on a scenic 2.5 to 3-mile loop around the beautiful island of Key West, exploring its most iconic landmarks. We start and end at the famous Mallory Square, but since it's a circular route, you can easily jump in anywhere along the way.Tour Highlights:Mallory Square: We kick things off at the historic hub of the island's wrecking industry, now world-famous for its daily Sunset Celebration.Harry S. Truman Little White House: A short walk down Whitehead Street brings us to a lush, quiet retreat that served as the winter White House for President Truman.The Ernest Hemingway Home & Museum: Continuing south, we visit the 1930s Spanish Colonial-style mansion of the legendary author. Keep an eye out for the famous six-toed cats and check out Key West's first in-ground swimming pool.The Southernmost Point Buoy: Next, we hit the most photographed spot in the Florida Keys to see the famous monument claiming "90 Miles to Cuba."Upper Duval Street (The Gallery District): Heading north on Duval Street, we transition into a quieter zone filled with art galleries, boutiques, and the Key West Butterfly & Nature Conservatory.Lower Duval Street ("Duval Crawl"): The vibe shifts as we enter the heart of Key West's famous nightlife and entertainment district, passing legendary haunts like Sloppy Joe's and Hog's Breath Saloon.Key West Historic Seaport: Our final stop before returning to Mallory Square is a bustling boardwalk filled with schooners, dive boats, and fresh seafood. Walk the Harbor Walk and watch the tarpon swim by the docks!Tour Tips: Key West is hot year-round! We highly recommend starting this walk before 10:00 AM to beat the heat and avoid the longest lines at the Southernmost Point.Sources:Key West - Wikipedia: https://en.wikipedia.org/wiki/Key_WestKey West - Wikivoyage: https://en.wikivoyage.org/wiki/Key_WestThis podcast is for entertainment purposes only, please double check directions and take precautions if going on a walking tour. Remember to look before crossing the road! This episode was produced with the use of AI. Licenced for use under Creative Commons BY 4.0.
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Key West Walking Tour. Discover the History Behind the Sights.
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