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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

Thu 29 Jan

Other dates

You can choose the date already on the booking website

Starting at $46.99

Make a reservation

Thu 29 Jan

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)

LOVELYJADE

Oct 2020

Excellent tour , I recommend that you do this as soon as possible when you get to Key West - Key West has a tremendous amt. of history , art and culture which is preserved in the buildings and monuments. AJ is very knowledgeable and has excellent presentation skills . He answered all our questions patiently and made the tour FUN and interesting with stories of the past. He carried a tablet with all the old photographs of the town that he compared to the present scene.

Response from Host

Oct 2020

It was my pleasure to take you with me and show you the rich history of Key West, thank you for choose my tour and I hope you guys come back soon. Pura Vida. AJ

Jaishree_V

Oct 2020

Alejandro is an excellent guide . He is very knowledgeable about the history of Key west starting from Ponce De Leon. The tour covers a lot of old town with stops at different places where Alejandro showed us the original photographs and compared it to the present renovations... fascinating. The presentation of the tour is very good, facts and stories which kept us interested and amused. I suggest that you do this tour when you get to Key West so that you add " meaning and significance" to all the sights and sounds during the rest of your visit !

Response from Host

Oct 2020

Thank you so much to take my tour, I enjoyed walking we you, I'm so glad you had a geat time, come back soon. Pura Vida AJ

PaulM00n

Sep 2020

This is my 4th trip to key west. My first walking tour. I am glad I did it. You get to learn about the place in much more depth. Otherwise you end up just visiting the same tourist spots without a lot of context. Tour was excellent. We got a well rounded tour. Guide had exceptional knowledge of the history, the folklore and places to go and things to do. Most interesting was he carried a tablet that contained pictures from historical times of people and places that he was talking about. It was nice to be able to see the pictures of historical figures he was taking about. Ticket price was well worth it. He even spent more than the time allotted for the tour. We even got to visit a local craft Gin distillery and sample their gin.

Response from Host

Sep 2020

Im happy you enjoyed my tour, Key West is full of history that I like to share. Thank you for the time that we shared at the restaurant, come back soon. AJ