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Highlights and Stories of Key West - Small Group Walking Tour

Highlights and Stories of Key West - Small Group Walking Tour

Overview

Key West Highlights and Stories- 2020 and 2021 WINNER "Best Key West Walking Tour"

Join our award-winning guides for a wonderful, fun, and informative 2.5 hour walk through the historic streets of Old Town Key West. Our goal is for you to have a fantastic time as we bring to life the rich and colorful history, legends, points of interest, flora/fauna, and culture that make Old Town Key West unique and famous across the globe.

There's something for everyone to enjoy on this fascinating and story-filled look behind the scenes of historic Key West.

*Consistently ranked as the top “Highlights Tour” by Keys Tourism Association
*Voted Top Tour Guides of North America
*20+ years experience
*Our guides have been featured in leading publications including Gentry, Conde Nast, Frommer’s Travel Guide, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today.

We look forward to sharing Old Town Key West with you.

*Not recommended for people with impaired walking ability.

City: Key West

Mon 09 Jun

Other dates

You can choose the date already on the booking website

Starting at $49.00

Make a reservation

Mon 09 Jun

Starting at $49.00

Make a reservation

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What's Included

Professional, friendly, and highly trained local guide

Rain Ponchos are provided if it's raining

Full list of our favorite restaurant recommendations

Additional Info

Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness
Hand sanitiser available to travellers and staff
Guides required to regularly wash hands
Regular temperature checks for staff

What To Expect

Key West Museum of Art & History at the Custom House

Our tour starts outside the beautiful old Customs House building

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.

Harry S. 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.

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.

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.

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.

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.

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.

Show 5 more stops

Cancellation Policy

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

Traveler Photos

Reviews (92)

GoPlaces534816

Dec 2022

We took our tour with Richard. Richard’s knowledge of Key West was admirable. We had a good time learning about Key West, its history, and a little about Richard’s life experiences. It was wonderful. Now, we have to think more about whether we believe in ghosts. It was a pleasure.

Response from Host

Dec 2022

Thank you for the kind comments and for taking time to review our tour. We are glad you enjoyed your time and hope you will join us again for another tour soon.

Traveler0228

Nov 2022

Great tour highlighting Key West history and culture. Our guide Richard was brilliant! Great stories and extremely knowledgeable. Wonderful to experience Key West history through the eyes of a local. This tour was the highlight of our visit . Highly recommend it. Thanks Richard.

Response from Host

Dec 2022

We are so pleased you enjoyed the tour. Thank you for taking the time to provide a review for us. We look forward to seeing you again in Key West soon!

K5958DVrogerw

Apr 2022

Great tour with a lot of local color and stories from Richard, a life-long resident of Key West. Walking pace was very comfortable.

Response from Host

Apr 2022

We are so glad you enjoyed the tour. We hope you will come back and join us for another tour again soon.