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Private Highlights and Stories of Key West Walking Tour

Overview
Key West Highlights and Stories Private Tour- “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 08 Jun
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You can choose the date already on the booking website
Starting at $185.00
Sun 08 Jun
Starting at $185.00
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
  • Not recommended for travelers with spinal injuries
  • Not recommended for travelers with poor cardiovascular health
  • Service animals allowed
  • Public transportation options are available nearby
  • Infants and small children can ride in a pram or stroller
  • Wheelchair accessible
  • 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 and John Audubon 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.
Reviews (7)
tinkuraod
Mar 2021
Richard was our tour guide to consecutive days and even though he said there will be some overlap of information it was very few overlap he makes it interesting lots of facts and native to Key West for three generations worth every minute of two hours.
Response from Host
Mar 2021
It's wonderful to hear that you enjoyed both of your tours with us. We are fortunate to have the best guides in Key West, and we are glad to know how much you enjoyed your time with Richard.
Louise_W
Mar 2021
Richard was so accommodating and waited on us to get one of our children bandaids and new shoes. He also is full of stories and so much information. Loved that he grew up in Key West and had personal stories of him and his family. He was the best. I highly recommend this tour if you want to learn the history of key west. It is so very interesting. It was super!!!
Response from Host
Mar 2021
We are glad you enjoyed the tour. We are fortunate to have the best guides in Key West, and Richard certainly does a great job sharing his love of Key West with our guests. We look forward to welcoming you back to Key West again soon.
CateG474
Mar 2021
Fantastic tour! Richard was knowledgeable, engaging, and very helpful with restaurant suggestions. We loved hearing about the city (first time there) and felt connected to its history. We would HIGHLY recommend spending time with Richard and learning about his hometown.
Response from Host
Mar 2021
We are glad you enjoyed the tour. We are fortunate to have the best guides in Key West, and Richard certainly does a great job sharing his love of Key West with our guests. We look forward to welcoming you back to Key West again soon.

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