Hidden Key West Walks
The Very Best Private and Small Group Walking Tours. Hidden Key West Walks offers the very best Private and Small Group Walking Tours.
Stroll with us through historic Old Town where we’ll discover many of the highlights and secrets of the history, culture, legends, and points of interest of our remarkable island community. Choose your tour and stroll with us through historic Old Town where we’ll discover many of the highlights and secrets of the history, culture, legends, food, or points of interest of our remarkable island commu
09/11/2021
The perfect day!
14/09/2021
Woo-Hoo! Thank you Tripadvisor for ranking our walking tours as one of the top 25 things to do in the Florida Keys! Join one of tours and see for yourself.
04/07/2021
16/06/2021
18 years ago this week- June 15, 2003, Gilbert Baker’s 1.25-mile-long 25th anniversary edition of the gay pride flag unfurled for the entire length of Duval Street. The gigantic banner was dubbed the “sea-to-sea rainbow flag,” because it stretched all the way from the Atlantic Ocean to the Gulf of Mexico.
09/06/2021
La Co**ha Hotel the year it opened in 1926. A landmark built with no expense spared in the roaring 20s. Many celebrities have stayed here over its 95 year history including the playwright, Tennessee Williams who lived in the hotel in the 1940s. Join our Highlights of Key West walking tour and learn more about this and many other landmarks that have contributed so much to our island history.
05/06/2021
It may be known as the Truman Little White House, but Thomas Edison lived here as well in 1918 while helping the U.S. Navy with the development of several secret weapons toward the end of World War 1. Join our Hidden Key West Walking Tours and learn more about the fascinating history of the Truman Little White House.
21/05/2021
We had a record 272 consecutive walking tours without rain until this week! That streak was broken with the wind and showers on Wednesday and Thursday! Back to sunshine today for this fun private tour group!
15/05/2021
The Poinciana Trees are coming alive in Key West! An estimated 2,000 Poinciana Trees are in Key West, and they are a magnificent symbol of our summer months. They are blooming a bit early this year from stress due to the severe dry conditions we have had. This is the tree on the east side of the Basilica of St. Mary Star of the Sea.
06/05/2021
Key West 1966 or Key West 2021? We love the old Dairy Queen on United Street and this vintage Mustang makes for the perfect time-travel photo!
29/04/2021
Look what we saw on yesterday’s walking tour…This is YOUR chance! Key West is auditioning for new performers for sunset at Mallory Square! Now’s the time to find that inner performer, musician, artist, singer, comedian, etc. that you have deep inside. You could be chosen to perform regularly at Mallory Square at sunset for hundreds of visitors (And don’t forget the opportunity to see the Green Flash!)
23/04/2021
Happy Independence Day from the Conch Republic! Celebrating 39 years of the Conch Republic! Join any of our walking tours to learn more about the “secession” of Key West and the creation of the Conch Republic on April 23, 1982!
19/04/2021
A fantastic splash of bougainvillea color along today’s Highlights of Key West walking tour. They are loving the hot, sunny weather we have been having!
10/04/2021
It was our best week of walking tours since the start of the pandemic. Key West is starting to look like its old self (minus the cruise ships!). Hotels are busy, restaurants are busy, Duval is busy, and our tours are at capacity once again. We always limit our tours to 10 guests (special private tours for larger groups can be arranged) to help ensure comfort, safety, and good client/guide interaction during our tours. Thank you to our visitors for supporting us and our eccentric, yet wonderful, island city!
07/04/2021
FOR SALE- Great, Renovated 2/1 Conch Cottage with pool in the heart of Old Town Key West $799,000. This cottage is located near Little Pearl restaurant and is in non-flood zone X ! High ceilings, wonderful pool deck, and kitchen allowance provided for new cabinets and new granite countertops if desired. RARELY is there a single family, renovated home with pool in a highly desirable Old Town location under $1million. This home is not being listed with an agency. THIS HOME IS A DEAL for Old Town Key West and would also be a great vacation rental. Check these photos and message us for further details if interested.
28/03/2021
Captain Tony’s Saloon...There are enough sordid stories and fascinating history items in this one spot to easily do an entire 2 hour tour without ever leaving the bar. Perhaps we will start a “Captain Tony’s Saloon Walking Tour” in the post-COVID world! Could be fun!
26/03/2021
After delays, the vaccines have rolled into Key West big time! All of our walking tour guides were given their first vaccine doses yesterday at CVS in Stock Island. Good availability for appointments and vaccines at CVS Stock Island, Publix, Winn Dixie, and Rural Health Network of Monroe County. Looking forward to getting back to a bit more normalcy!
25/03/2021
Just another picture-perfect day for a walking tour of Key West! Join our perfectly crafted Highlights & Stories of Key West Walking Tour to kick off your visit to Key West.
04/03/2021
Three different Key West waterspouts seen on our walking tour yesterday afternoon. You never know what surprises you may see when you take a Hidden Key West Walking Tour with us!
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28/02/2021
The Southernmost House Hotel Mansion. Fascinating history and legends surround this beautiful Queen Anne style home. Join our Highlights of Key West walking tour to learn all the stories behind this wonderful spot.
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21/02/2021
Happy Sunset!
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05/02/2021
What a beautiful morning we had in Key West! The water around the White Street pier was aglow. Happy Friday!
28/01/2021
The most photographed spot in Key West and not really the Southernmost Point in the continental U.S. But, still fun. Up until the early 1980’s it was marked only with a wooden sign that “disappeared” with frequency. However, to stop the “disappearing signage” this multi-ton piece of concrete was put in place to replace the wooden sign in 1983. Join us on our Highlights Of Key West walking tour and learn more about this and many other great spots in Key West.
23/01/2021
21/01/2021
We don’t think today’s weather could be any better for taking one of our walking tours! Join us at Hidden Key West Walking Tours and let us show you the many secrets, legends, and history of Key West!
16/01/2021
The Key West Lighthouse- filled with history and tragedy. Join our Highlights of Key West Walking Tour and learn more about the lighthouse, Hemingway’s love of it, the hurricane of 1846, and the fascinating story of its first female lighthouse keeper- Barbara Mabrity.
14/01/2021
The Ancient Green Buttonwood Tree is right here in Key West. He’s been through a lot over the years and has twisted and turned to survive our storms. Our Walking Tours always make a point of showing guests some of the incredible, unique trees we have in Key West, like our spike covered Spiky Silk Floss tree, the navigational Traveler Palm, and the mysteries of our great Banyan trees.
The Best Walking Tours in Key West
Hidden Key West Walks offers the very best Private and Small Group Walking Tours. Choose your tour and stroll with us through historic Old Town where we’ll discover many of the highlights and secrets of the history, culture, legends, food, or points of interest of our remarkable island community.
We have spent many years studying the history and legends of this fantastic and often eccentric island community. This in-depth knowledge and expertise about our acclaimed island enables us to provide interesting stories and exclusive perspectives that other tours simply can't offer.
Professionalism and responsiveness are extremely important to our business and the selection of walking tours we provide. The quality of our tours and our guides is unmatched on the island. With unique insights and carefully crafted tour routes, we strive to provide the very best walking tours available in Key West. In fact, most of our highly experienced guides have come to us from other tour companies because of the quality of our tours and our focus on small group experiences. Our guides want you to have fun while enjoying the rich and colorful history, legends, food, and culture that make Old Town Key West unique and famous across the globe.
We can adapt our tours to fit the needs of our guests, and we encourage you to return to explore in more detail the places that interest you most.