Highlights and Stories of Key West - Small Group Walking Tour

Key West, US
100% of travellers recommend this
Excellent (151 reviews)

Included

  • inclusion
    Professional, friendly, and highly trained local guide
  • inclusion
    Rain ponchos are provided if it's raining
  • inclusion
    Full list of our favorite restaurant recommendations

Excluded

  • exclusion
    Alcoholic beverages
  • exclusion
    Bottled water
  • exclusion
    Hotel pickup and drop-off
  • exclusion
    Umbrellas if it is raining (rain ponchos are provided)

Meeting Point

The meeting point for the start of the tour is the sidewalk at 200 Greene Street in front of the Mel Fisher Museum Building and directly across from the Opal Key Resort entrance sign. This is slightly southwest on Greene Street just past the corner of Greene Street and Whitehead Street.

Meeting point

200 Greene St, Key West, FL 33040 , United States

End point

End Point

The tour ends at the Southernmost House Hotel, near the southernmost point of the continental United States.

Meeting point

1400 Duval St, Key West, FL 33040 , United States

End point

What to expect

1

Key West Museum of Art & History at the Custom House

Our tour starts outside the beautiful old Customs House building

2

Audubon House & Tropical Gardens

We'll stop outside the Geiger-Audubon house and discuss its unusual construction and the tremendous, legendary impact of the Geiger family on Key West history and fortunes.

Duration 5 minutes
3

Truman Little White House

We will walk past the Truman Little White House and learn about President Truman's time in Key West and the historic events surrounding his Key West White House.

4

Truman Annex Park

We'll stroll into the beautiful Truman Annex Neighborhood, talk about the important history it played as a military base, and visit the beautiful Presidential Gates.

Duration 5 minutes
5

First Flight Island Restaurant & Brewery

We'll see the original Pan American Airlines office and learn about the birth of international aviation in the United States. We will stop outside the building for an opportunity to take photos and for your guide to share stories and the history of the location. We will not be going inside the building.

Duration 3 minutes
6

The Banyan Resort

We'll visit the largest Banyan Tree in Key West and learn about the unusual characteristics of these remarkable giants. We will stop for an opportunity to take photos and for your guide to share stories and the history of the location and the tree. We will not be going inside the resort.

Duration 3 minutes
7

La Concha Key West, Autograph Collection

We'll talk about the ghosts of the La Concha Hotel and the tragedies of its former rooftop bar.

8

US 1 Mile Marker 0

We'll stop for photos at the famous Mile Marker 0 - marking the beginning/end of Highway 1 which stretches 2,369 miles to Fort Kent, Maine. Your guide will share stories and the history of the location.

Duration 5 minutes
9

Monroe County Courthouse

We'll see the beautiful Monroe County Courthouse, visit the magnificent Kapok Tree, and learn about the Great Fire of 1886 that wiped out Key West for the second time. We will stop outside the courthouse and tree for an opportunity to take photos and for your guide to share stories and the history of the location. We will not be going inside the courthouse.

Duration 5 minutes
10

Cornish Memorial AME Zion

We will discuss the history of freed slave, Sandy Cornish and the Cornish AME Zion Church's role in Key West's history. We will have time for photos outside the church. We will not be going inside the building.

Duration 3 minutes
11

Key West

We'll walk through the Old Bahama Village and learn its history. Then, we make our way down Petronia Street with its wonderful local restaurants and our top recommendations including the famous Blue Heaven where you'll find the island's best Key Lime pie. Then, we'll stroll past rows of "conch" style homes and learn about the features of these home, the unique aspects of their history and construction, and how the word "conch" became synonymous with Key West.

12

The Ernest Hemingway Home and Museum

We'll stroll by the Ernest Hemingway House and discuss some of the history and legends of the home and Hemingway's time in Key West. We will stop outside the property for an opportunity to take photos from a distance. We will not be going inside the property.

Duration 5 minutes
13

Key West Lighthouse and Keeper's Quarters Museum

We'll walk to the Key West Lighthouse and learn about its history, its original location, and its role in the Great Havana Hurricane of 1846 that wiped out Key West for the first time. We will stop outside the lighthouse grounds for an opportunity to take photos. We will not be going inside the grounds.

Duration 5 minutes
14

The Mansion On The Sea

We'll visit the beautiful Southernmost House Hotel and learn about its rich role in our history and the many celebrities and dignitaries who have visited this beautiful spot. Here we will conclude our tour with questions and time for a cocktail or snack.

Duration 10 minutes
15

Southernmost Point

We'll see the Southernmost Point Buoy- marking the southernmost point of the Continental USA. We will stop to take photos and to discuss the history and other interesting features of the location.

Duration 5 minutes

The experience can be subject to change due to bad weather or unforseen circumstances. We always endeavour to give you the best possible experience.

Additional Information

  • Additional information
    Wheelchair accessible
  • Additional information
    Infants and small children can ride in a pram or stroller
  • Additional information
    Service animals allowed
  • Additional information
    Public transportation options are available nearby
  • Additional information
    Not recommended for participants with poor cardiovascular health
  • Additional information
    Participants should have at least a moderate level of physical fitness
Provided by Hidden Key West Walking Tours

What our experts say

  • icon
    Visit nearby Blue Heaven for brunch.
  • icon
    Check out the sunset at Mallory Square.
  • icon
    Wear comfortable shoes for walking.
  • icon
    Bring a camera for stunning photos.
  • icon
    Explore local shops after the tour.

More About this Experience

Introduction

Discover the captivating stories and hidden gems of Key West on the "Highlights and Stories of Key West" small group walking tour. Join our award-winning guides for an immersive 2.5-hour adventure through the historic streets of Old Town Key West. This tour is perfect for history enthusiasts, culture seekers, and anyone who wants to learn more about the rich heritage and unique charm of this iconic destination.

What to expect?

During the tour, you can expect to delve into the fascinating history of Key West while exploring its iconic landmarks and hidden corners. This 2.5-hour journey will take you on a captivating stroll through time, as our knowledgeable guides bring the vibrant stories and legends of Old Town Key West to life. From the Key West Museum of Art & History to the Truman Little White House, every step unveils a new chapter in the city's captivating history. Immerse yourself in the lively neighborhoods, admire the grand architecture, and soak up the vibrant atmosphere of this enchanting paradise.

Who is this for?

This tour welcomes everyone who is eager to discover the heart and soul of Key West. Whether you're a history buff, a culture enthusiast, or simply curious about the stories behind the iconic landmarks, this experience is designed for you. From solo travelers to families and couples, our small group format ensures an intimate and personalized journey for all. Join fellow explorers from all walks of life and embrace the inclusivity of this experience.

Why book this?

Embark on this walking tour and uncover the true essence of Key West. Our award-winning guides, having been featured in leading publications and with over 20 years of experience, are passionate about sharing the rich history, legends, flora/fauna, and culture that make Old Town Key West truly exceptional. Immerse yourself in the authentic atmosphere and gain insights that go beyond guidebooks. This tour is your gateway to the soul of Key West, offering a unique and unforgettable experience that'll leave you with a deeper appreciation for this vibrant destination.

Good to know

It's important to note that this tour is not recommended for individuals with impaired walking ability. So wear your most comfortable shoes and get ready to explore the historic streets of Key West at a leisurely pace. The tour begins at the sidewalk in front of the Mel Fisher Museum Building and ends at the Southernmost House Hotel, near the southernmost point of the continental United States. Feel free to bring your camera along to capture the memorable moments along the way.

Reviews

Visitors who have taken this tour rave about the wealth of knowledge and captivating storytelling of our expert guides. They appreciate the well-paced itinerary and the opportunity to explore famous landmarks such as the Key West Lighthouse, Truman Little White House, and Southernmost Point Buoy. Guests also enjoy the personalized nature of the small group setting, which allows for an interactive and engaging experience. Whether you're a first-time visitor or a seasoned traveler, this tour is hailed as a must-do activity to truly understand the rich heritage and vibrant spirit of Key West.

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