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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
Thu 28 Aug
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You can choose the date already on the booking website
Starting at $49.00
Thu 28 Aug
Starting at $49.00
Make a reservation
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
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.
3
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.
4
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.
5
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.
6
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.
7
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.
8
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)
kelly0728
Oct 2020
We've done a lot of walking tours in our lives, and this was one of the best, most informative, and well-presented tours we have been on. The guide, Richard, was fun and extremely knowledgeable. He obviously knew his stuff, and he could talk about any number of topics for the history and many sights we saw on our tour. The tour was well paced, and we thoroughly enjoyed all that we learned about Key West. We would highly recommend this tour with Richard.
Response from Host
Jan 2021
Thank you for your kind comments. We are very happy you enjoyed the tour.
MTSVikings40
Oct 2020
This is a great tour for just about anyone wanting to learn about the old town areas of Key West. Richard was our guide. He was really knowledgeable, not just about historic facts as part of the tour but on Key West in general. The tour covered some great content, in some very interesting parts of Key West, and we thoroughly enjoyed the tour. The stories about why Key West is called the Conch Republic and seeing Richard’s Actual Conch Republic Passport all made for a fun and interesting tour. Other highlights included the stories about the lighthouse keepers, the interesting architectural features on the homes, and learning about some of the unusual trees we passed along the way. Winding up at the Southernmost Buoy and then finding out it is actually not the southernmost point of the continental USA was interesting. Loved the Southernmost House Hotel Mansion- so beautiful and a great place to end the tour with a mojito!
Response from Host
Oct 2020
Thank you for your review. We are happy to hear how much you enjoyed the tour. Indeed, the Southernmost Hotel Mansion is a great stop for a refreshing drink or snack at the tour's end. We hope you will choose another Hidden Key West Tour soon and be sure to tell your friends and family!

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