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Key West Historic District Small-Group Walking Tour

Key West Historic District Small-Group Walking Tour

Overview

Experience Historic Key West With A Small-Group Walking Tour

Ever wondered how the island of Key West was discovered and became so rich? Explore Key West’s history, lore, and legends from the ground up with an intimate walking tour. Whether you want to learn more about the island’s first industries such as shipwrecking and cigarmaking, are curious about local history, or are looking for a fun-filled walk, Key West’s Historic Districts are waiting for you!

This small-group walking tour offers both an educational experience and unparalleled delight for the lovers of history and culture. Our experienced local tour guides will lead you on an impressive stroll through the scenic streets of the Old Town where you can connect with the culture of a historic city. This unique experience is enjoyed by visitors from across the world and is a must-do while in Key West!

What to bring and to wear:
Comfortable clothing and shoes, sunscreen, hat, sunglasses, water.

City: Key West

Sun 22 Jun

Other dates

You can choose the date already on the booking website

Starting at $46.99

Make a reservation

Sun 22 Jun

Starting at $46.99

Make a reservation

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What's Included

Bike rack on site

Ponchos provided if raining

Local Guide

Additional Info

Service animals allowed
Public transportation options are available nearby
Infants and small children can ride in a pram or stroller
Travelers should have at least a moderate level of physical fitness
Parking: There is a paid parking lot by fire station at 616 Simonton St
Must be able to walk 1.4 to 1.8 miles at moderate speed in warm weather.

What To Expect

The Ernest Hemingway Home and Museum

The guide will explain to you why there is one of the largest pools on the property and who build it.

Key West Lighthouse and Keeper's Quarters Museum

It’s a striking symbol of the island’s maritime history, standing tall since 1825 and offering a glimpse into Key West’s rich past with its iconic architecture and historic presence.

Green Parrot Bar

As we pass by the iconic Green Parrot Bar, you’ll learn about its rich history dating back to 1890, when it started as a grocery store before becoming one of Key West’s most beloved dive bars. Known for its laid-back charm, live music, and quirky decor, this local hotspot embodies the island’s vibrant spirit and offers a glimpse into the true character of Key West.

Cancellation Policy

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

Traveler Photos

Reviews (241)

monicavG2658AZ

Mar 2025

I've been to Key West numerous times since 1997. I decided to do this walking tour to try something different. I'm glad I did. I knew much about Key West before the tour & I learned little more on this tour. AJ was a great guide & he also recommended some good spots off of Duval. Recommended for anyone looking to learn a little more about the island & it's history, & looking to get a locals perspective on places to go.

Peggy G

Mar 2025

Informative and Educational Tour Alejandro lead a very enjoyable tour through the historic area and Bahama Village. It was very interesting and we learned a lot.

Lucas_R

Feb 2025

This was a great way to learn about the vast and exciting history of Key West! AJ was super nice and encouraged any and all questions!