Highlights and Stories of Key West - Small Group Walking Tour

based on 151 reviews

Duration:2 hours 30 minutes (approx.)
Location: Key West, Florida

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ADULT (Age : 10 to 110)

Free Cancellation

Upto 24 hours in Advance.

Mobile or paper ticket accepted

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Key West Highlights and Stories- 2020, 2021, 2022, and 2023 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.

WHAT'S INCLUDED

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. 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.
We'll stroll into the beautiful Truman Annex Neighborhood, talk about the important history it played as a military base, and visit the beautiful Presidential Gates.
5.
We'll see the original Pan American Airlines office and learn about the birth of international aviation in the United States. We will stop outside the building for an opportunity to take photos and for your guide to share stories and the history of the location. We will not be going inside the building.
6.
We'll visit the largest Banyan Tree in Key West and learn about the unusual characteristics of these remarkable giants. We will stop for an opportunity to take photos and for your guide to share stories and the history of the location and the tree. We will not be going inside the resort.
7.
We'll talk about the ghosts of the La Concha Hotel and the tragedies of its former rooftop bar.
8. 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.
9.
We'll see the beautiful Monroe County Courthouse, visit the magnificent Kapok Tree, and learn about the Great Fire of 1886 that wiped out Key West for the second time. We will stop outside the courthouse and tree for an opportunity to take photos and for your guide to share stories and the history of the location. We will not be going inside the courthouse.
10. 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.
11.
We'll walk through the Old Bahama Village and learn its history. Then, we make our way down Petronia Street with its wonderful local restaurants and our top recommendations including the famous Blue Heaven where you'll find the island's best Key Lime pie. Then, we'll stroll past rows of "conch" style homes and learn about the features of these home, the unique aspects of their history and construction, and how the word "conch" became synonymous with Key West.
12. 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.
13. 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.
14.
We'll visit the beautiful Southernmost House Hotel and learn about its rich role in our history and the many celebrities and dignitaries who have visited this beautiful spot. Here we will conclude our tour with questions and time for a cocktail or snack.
15. 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.

ADDITIONAL INFO

CANCELLATION POLICY

Posted By : GrandTour40830035985
Great! Richard’s tour was thorough, accurate, informative, and mindful of guests on the tour, keeping us in the shade where possible, offering water breaks, and bathroom stops as needed. I felt so much more connected to the area knowing the history of the land and people of Key West. So many fun facts! Highly recommend.
Rating : full ratings
Posted On : 2024-04-23 13:00:59

Posted By : Tom_W
Outstanding knowledge of the history and stories of Key West. Really brought the past to life and made the tour a very enjoyable experience.
Rating : full ratings
Posted On : 2024-04-17 19:16:48

Posted By : Patricia S
Cannot recommend this tour more highly. Richard, a Key West Native is extremely knowledgeable and informative. Personal anecdotes added greatly to our enjoyment and understanding of Key West’s colorful history and lore. Be sure to ask about the Secession of KW from the U.S. in 1982. From Truman’s “Little Whitehouse”, to local flora and fauna, Hemingway, popular restaurants and cockfighting, this tour covers it all. We loved every minute and commend Richard for a job well done! Book this tour now, you won’t be sorry!
Rating : full ratings
Posted On : 2024-04-16 18:36:03

Posted By : T3547PUceliab
A really interesting tour of Key West with an extremely knowledgeable local guide Richard. Would highly recommend if you enjoy a leisurely 2 hour walk learning about the history of the area.
Rating : full ratings
Posted On : 2024-04-16 17:32:16

Posted By : Deborah_T
We did this Highlights and Stories tour our first day in KW. I’m so glad because we thought about the facts and details from Richard the whole rest of our trip. Richard was very knowledgeable and a phenomenal guide. I highly recommend this tour and this guide.
Rating : full ratings
Posted On : 2024-04-13 07:24:25

Posted By : davewW6339TI
Great tour. So glad they limit it to a small group. Richard had so much great history and information on Key West. Definitely recommend.
Rating : full ratings
Posted On : 2024-04-10 19:44:33

Posted By : Jim_F
Our guide was great. Amazing knowledge of interesting history. Good sense of humor. Brisk pace which I appreciated.
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Posted On : 2024-04-10 07:33:26

Posted By : Annette_J
Tour guide was outstanding - Richard was very knowledgeable and friendly - his knowledge astounds me- he tells you about Key West in a friendly manner - you can tell he loves what he does
Rating : full ratings
Posted On : 2024-04-09 18:03:13

Posted By : Sandrine_J
Tour guide was very engaging and we walked away feeling like we truly saw Key West through the eyes of a local. Great way to start a trip in town! Thank you so much =)
Rating : full ratings
Posted On : 2024-04-08 15:13:25

Posted By : michael_s
Richard's knowledge about Key West was unbelievable. Excellent communication and overall great tour because of Richard.
Rating : full ratings
Posted On : 2024-03-31 17:14:34