Rich in history and culture, Key West's Historic District demands to be explored in the company of someone who knows its stories. This small-group walking tour promises a far richer experience than wandering around alone. As you stroll through the scenic streets, your guide will fill you in on Key West's history, lore and legends.

Walking tour through the streets of Key West's Historic District
Learn far more about Key West than would be possible alone
Small-group tour (maximum 10 guests): A crowd-free experience
See famed landmarks and other places you'd likely miss by yourself

What's Included

Local Guide
Bike rack on site
Ponchos provided if raining

Gratuities
Food & Drinks
No restrooms

Meeting and Pickup

Meeting point

716 Duval St, Key West, FL 33040, USA
We meet at the Flamingo Boutique & Mimosa Bar. Please, upon arrival, go inside the store and check in.

Start time

11:30 AM

End point

200 Elizabeth St, Key West, FL 33040, USA
Kermit's Key Lime Shoppe in Historic Seaport Harbor

What To Expect

Southernmost Point (Pass By)

Mel Fisher Maritime Heritage Museum (Pass By)

San Carlos Institute (Pass By)

Bahama Village (Pass By)

The Ernest Hemingway Home and Museum (Pass By)

Additional Info

Confirmation will be received at time of booking
Service animals allowed
Near public transportation
Stroller accessible
Not wheelchair accessible

Travelers should have a moderate physical fitness level
Parking: If you come on a bicycle there is a bike rack where you can lock it. There is meter parking available for the cars on Fitzpatrick, Whitehead and Front streets. Plan accordingly so you arrive on time and have time to park.
Must be able to walk 1.4 to 1.8 miles at moderate speed in warm weather.
This tour/activity will have a maximum of 20 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

For a full refund, you must cancel at least 24 hours before the experience’s start time.
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the experience’s start time will not be accepted.

Cut-off times are based on the experience’s local time.
This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Traveler Photos

Reviews

5.0

219 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews

Reviews by Viator travelers.

We perform checks on reviews

Showing 1-10 of 219 reviews

Ajay is terrific

Sherry_S, Apr 2024

My husband and I had an informative and fun tour of Key West.Highly recommend this tour to learn interesting facts and get recommendations about the area.

Great tour

Annette_J, Apr 2024

The tour guide was very knowledgeable- you should add this to your must see tour - he took us to off beaten sights

Excellent tour, highly recommend!!!

Paula_V, Apr 2024

This was our first visit to Key West and we highly recommend this tour! A.J. is such a knowledgeable, enthusiastic, and fun tour guide! We learned so much about the history of Key West - he covered a myriad of topics, from architecture to religion to military history to environmental issues. This tour definitely has something for everyone - we particularly enjoyed learning about KW’s colorful political history and touring a few famous bars. Who knew we would have the opportunity to visit KW’s only surviving cigar factory and watch cigars being rolled by hand? And that the author Judy Blume owns a bookstore in town? We walked and talked for 2 hours - and it went by quickly because we saw and did so much! Note that this tour may be best for teens and adults.

Highly recommend

Elaine_D, Mar 2024

AJ was a fabulous tour guide that took us through a walking tour of neighborhoods and history. From Bahamanian to Cuban, Ponce de Leon and the islands beginnings, trades, economic development and cultures, we all learned a great deal. Visiting the Cuban cigar making, Cuban history and influence at the museum, we also learned about the types of architecture and it was so interesting. I love all the chickens and roosters roaming around! AJ made it all fun. Recommend highly!!!

Try Something Different in Key West

Stuart_J, Mar 2024

We go on walking tours in almost every city we visit. We live in FL and have been to Key West many times, but have never done a guided walking tour. We took the tour with AJ and it was great. The group was small and he was very accommodating even to latecomers who joined us mid-tour. He has lived in KW for 20+ years and knows a lot of history. He took us through neighborhoods, to famous landmarks and even through an old historical bar with ghost stories. It was great FUN! We highly recommend it for something different to do in Key West.

Boring. Felt like I was...

Jo_O, Mar 2024

Boring. Felt like I was in the alleys of key west before leaving group. The history of the houses was not all that interesting

Our guide did a wonderful...

Ann_T, Mar 2024

Our guide did a wonderful job teaching us the history of Old Town Key West. Only addition would be a bottle of water for the customers

Great walking tour

Kimberly_K, Mar 2024

AJ was great. We learned so much , the small walking tour was a perfect way to see & learn about key west

Great overview of Key West history and fun facts!

Barb_K, Feb 2024

AJ had a wealth of Key West history at his finger tips. It was very interesting to hear of how Key West began and how it developed over the years. We visited many historic sites as well as fun places where it is happening now. It was a great review of the historical to the fun facts around Key West.

Fun, interesting tour, a must do on your trip

Kristy_B, Feb 2024

We have actually visited Key West before but hadn’t taken a tour. Alejandro was our guide and he was very knowledgeable about the history of Key West and the area and took us to places we never would have seen or known about. Now we need to go back to some of those spots and spend more time! Thank you for a wonderful experience

AJ was a great tour...

Rebecca_P, Feb 2024

AJ was a great tour guide! We really enjoyed the walking tour, felt like we saw a lot of places in the two hour time frame that we would have missed just by walking around ourselves!

Loved it.

Linda_Z, Feb 2024

AJ knows his stuff. Highly recommend this tour. It was very informative. Two hours is the perfect length. Loved it.😊

Wonderful

Glen_E, Feb 2024

We enjoyed our walk with AJ. He showed us places we would not have seen ourselves and we appreciated this opportunity.

Excellent tour! A must do!

Maureen_F, Feb 2024

Great tour! Excellent and knowledgeable tour guide. Very interesting! AJ was easy to follow and fun.

Discover Key West

Linda_L, Feb 2024

AJ was very knowledgeable and pleasant. Lenganced Key West vacation learning sone of the history and folklore. Well worth the time and cost.

Two rewarding hours in Key West!

daniel_d, Jan 2024

An excellent walking tour thru historic Key West! Our guide AJ, a long time Key West resident, was delightful and shared interesting background and insights into the history and development of Key West. It helped that it was also a "Chamber of Commerce" day! Would definitely recommend this tour!

Great tour

Nancy_G, Jan 2024

The tour was very well done. Alejandro was personable and informative, and had a good sense of humor. We definitely saw some sights we would not have seen otherwise. Great tour!

Great tour with AJ!

Christopher_R, Jan 2024

Awesome walking tour with AJ!! Was a fun way to learn the history of Key West. AJ brought us to places that we would not have found on our own .

Great tour

Laurie_G, Jan 2024

Great tour. AJ is a fantastic tour guide. Meeting location was easy to find. Enjoyed tour of cigar making facility and rum distillery. Learned a lot about the history of the key.

Good tour, good exercise. Gets you off the beaten path.

Jason_J, Jan 2024

I liked getting away from the super-touristy areas. Saw some major sites such as Ernest Hemingway House as well as lesser-known architectural gems.

...