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

1 Review 4.00 out of 5 stars Based on 1 reviews collected by City Boat Tours and TripAdvisor | Key West, USA

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This is usually booked 27 (0) days in advance.

120 to 150 minutes (Approx.)
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Instant Confirmation

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.

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
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    Meeting Location

    Meeting point

    Mallory Square, Key West, FL 33040, USA

    Open in Google Maps

    The tour begins at the Florida Keys Historical Military Memorial in Mallory Square. Look for the US flag surrounded by a semicircle of placards memorializing the island's role in various US military campaigns.

    End point

    1400 Whitehead St, Key West, FL 33040, USA

    The tour ends at the southernmost point of the continental United States.

    Start Time

    Opening Hours

    • 5/13/2024 - 4/4/2026

      Monday - Sunday | 12:00 AM - 11:59 PM

    What To Expect

    Mallory Square (Pass By)

    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.
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    Key West Historic Memorial Sculpture Garden (Pass By)

    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.
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    Capt. Tony's Saloon (Pass By)

    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.
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    Sloppy Joe's (Pass By)

    Experience the iconic Sloppy Joe's Bar, a beloved Key West institution famous for its lively ambiance, live music, and signature cocktails, offering a taste of the island's vibrant nightlife scene.
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    Caroline Street (Pass By)

    Wander down Caroline Street, one of Key West's oldest thoroughfares, lined with charming shops, galleries, and eateries, where you can soak in the island's unique charm and vibrant culture.
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    Harry S. Truman Little White House (Pass By)

    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.
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    The Marker Key West (Pass By)

    Pause at the Mile Zero Marker, the symbolic beginning of US Route 1, and capture a memorable photo to commemorate your journey through Key West and the start of your island adventure.
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    Duval Street (Pass By)

    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.
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    San Carlos Institute (Pass By)

    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.
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    The Hemingway Home and Museum (Pass By)

    Step into The Hemingway Home and Museum, the former residence of renowned author Ernest Hemingway, where you can explore the iconic property and learn about the writer's life and legacy on the island.
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    Key West Lighthouse (Pass By)

    Ascend the Key West Lighthouse, an iconic landmark offering panoramic views of the island and surrounding seascape, providing a glimpse into Key West's maritime heritage and coastal charm.
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    Southernmost Point of the Continental U.S.A. (Pass By)

    End your journey at the Southernmost Point of the Continental USA, a symbolic marker commemorating the southernmost tip of the United States, offering stunning views and a memorable end to your Key West adventure
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    Additional Info

    • Confirmation is instant and will be received at time of booking
    • 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

    Cancellation Policy

    You can cancel up to 24 hours in advance of the tour for a full refund.

    Still have questions?

    We’re here to help.
    Live Chat, Text, Call, or Email our friendly customer support with your questions.

    Activity code: C-110804P727

    Reviews

    4.00
    1 reviews

    Average 4.00 out of 5 stars based on 1 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

    5 stars
    0
    4 stars
    1
    3 stars
    0
    2 stars
    0
    1 star
    0

    Loading Options
    Don't miss out!
    This is usually booked 27 (0) days in advance.

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    Cancellation Policy

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    100% refund
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    You can cancel up to 24 hours in advance of the tour for a full refund.

    • For a full refund, you must cancel at least 24 hours before the tour start time.
    • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
    • Any changes made less than 24 hours before the tour start time will not be accepted.
    • Cut-off times are based on the tour local time (EDT).

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