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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

Sun 23 Feb

Other dates

You can choose the date already on the booking website

Starting at $49.00

Make a reservation

Sun 23 Feb

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)

Mia C

Dec 2022

This tour, in my opinion, is a must on arrival in Key West. Let it be the very first item on your agenda! How else would you truly appreciate every nook, cranny, and corner of this spellbinding island? Everything comes alive with meaning and historical importance. Our guide Richard was extraordinary. His knowledge of Key West's rich history, quirky and colorful characters, fascinating local lore, and tales of spooky encounters made for a truly unforgettable experience. We loved every minute of this tour and recommend it wholeheartedly to anyone seeking an unparalleled experience of the Conch Republic.

694tinkm

Dec 2022

Richard, our tour guide, was friendly, knowledgeable and has great communication skills. This was our first visit to Key West and we decided to take a walking tour. It was great! We learned fun facts about Key West and the famous events that shaped the area. It’s a good tour to get a sense of what to see and explore. He even gave us a list of his favorite restaurants with his favorite food items to order! Would recommend this tour! Thanks Richard!

108geris

Dec 2022

Very knowledgeable native guide was delightful. History and anecdotes were intertwined to give a very personal tour.