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Art, Culture & History
An Audio Guide of Key West’s Journey From Village to Micro State

An Audio Guide of Key West’s Journey From Village to Micro State

Overview

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.

City: Key West

Sat 26 Apr

Other dates

You can choose the date already on the booking website

Starting at $11.99

Make a reservation

Sat 26 Apr

Starting at $11.99

Make a reservation

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What's Included

Get unlimited, lifetime use of this tour, before your booking date and after it

The virtual playback option, so you can listen to this tour like an audiobook from anywhere

Offline access to audio, maps, and geodata

Flexibility to explore at your own pace with a self-guided GPS tour

Directions to the starting point so that when you’re in the right place, the tour will start

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

What To Expect

Mallory Square

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.

Key West Historic Memorial Sculpture Garden

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.

Capt. Tony's Saloon

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.

Truman Little White House

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.

Duval Street

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.

San Carlos Institute

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.

Show 3 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Reviews (1)

Shanen_F

Mar 2025

Great narrative and excellent intro for a first time visitor. Covers a lot of area so wear GOOD walking shoes. My only suggestion is to make listener aware when there will be long gaps In the narrative. I kept thinking there was an issue with the program,