Meet The Locals, On Foot, At Eye Level
If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the touristic façade that most people never penetrate. That’s why the Southernmost Walking Tour is the best way to immerse you into the history and culture of Key West! When you’re on foot, the world can’t slide past you faster than you can absorb it. You’ll have time – and proximity – to get up close to the region’s culture and natural history.
Start your tour at the famous Cuban sandal factory - Kino Sandals before heading off toward the Southernmost Point of the continental United States. Along the way, our incredibly knowledgeable and well-connected local guides will show you the most popular landmarks and introduce you to local culture. By the time you’re finished, you’ll have a uniquely fun perspective of our tiny island!
Posted By : Patricia_A
Amazing toue guide highly recommend learned so much about key west even though we we have been here 10 times and taken so many other tours
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Posted On : 2024-01-26 20:24:36 
Posted By : Valerie_B
Fabulous walk to see historical sites. Alejandro was very thorough. We were lucky enough to go early and had a private tour.
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Posted On : 2023-12-24 10:05:17
Posted By : Mark Q
AJ was a great tour guide. Got to see a lot during the 1.5-mile walk, with plenty of stops in the shade. Definitely recommended to learn more about the interesting history of Key West and get some tips on the best times to visit other attractions like the Hemingway House and Butterfly Sanctuary.
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Posted On : 2023-12-10 14:04:10 
Posted By : Sharon_M
AJ is an amazing guide! The tour hit all the historical sites and he used an iPad to share historical photos of then and now. The walking pace was perfect and AJ knows all the shady spots on a hot day! Highly recommend this walking tour!!
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Posted On : 2023-10-01 07:52:36
Posted By : Yuliya_I
We had a great Saturday stroll with Alejandro learning about the history of Key West and architectural highlights. The 9am time was perfect to avoid the heat.
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Posted On : 2023-05-02 12:38:03
Posted By : Margie B
This is a must do tour and should be at the start of your vacation but will enjoy and learn even if you have been to Key West before. Several people had said “Don’t pay for a tour, just walk on your own.” So glad I had already booked this tour. Our guide, A.J, was fantastic! We started outside the Kino Sandal Store and ended the tour with AJ taking our picture at the Southern most point ionic landmark. He knew how to take a great picture without waiting in the long line. That alone was worth the price of the tour! AJ stopped in the shade (thank you!) to tell us about local buildings, history of Key West with funny tidbits thrown in. We learned so much about Key West in a short (an hour and 15 minutes I think) and entertaining way. He books 10 or less people in a tour and uses an ipad to bring the history to life with old pictures. AJ shared places to visit: buildings, tours, activities, restaurants and local bars. My husband enjoyed the tour also even though I pushed him to go. Our tour started at 9:00am when it is cooler and quiter. Yes, I would recommend this tour and the local guide AJ! Most of the pictures I included are from the tour and the 2 from Mallory Square Sunset Celebration are reminders of the many free and fun activities to do in Key West. We did this tour instead of the trolleys/trains for the more personal and up close touch but would still benefit and learn if already have done a ride on tour. This walking tour does not go inside any buildings. It guides you on the culture and history of Old Key West and what moulded it into todays Key West.
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Posted On : 2023-04-21 08:38:26
Posted By : 922craigc
My wife and I highly recommend this walking tour with Alejandro (AJ). We took this our first day in Key West, and it gave us all the information we needed to make the rest of our week amazing. He is friendly, helpful, and knowledgeable, and worked hard to keep us in the shade as much as possible as it was a hot day. If you wanted to learn more about the history of Key West, take this tour!
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Posted On : 2023-03-01 09:16:46
Posted By : DavidTrip
This is a great experience.
It’s low key. Not too many people. Quiet. Tasteful.
AJ is an awesome tour guide, a pleasure to listen to.
Fun, knowledgeable, holds your attention the whole time.
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Posted On : 2023-02-21 15:40:02
Posted By : E6799HIwilliamf
AJ is a knowledgeable and friendly guide able to answer all our questions. A recommended tour! ......
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Posted On : 2023-02-13 14:27:13
Posted By : Dory J
Great tour and tour guide, Alejandro. Small group tour gives opportunity to hear everything and ask questions. He made sure we stopped in shady spots which was great on a warm and sunny day. Provided great ideas on stops as we returned on our own from Sputhmost point. This tour is a lot of walking, especially if you walk back and tour things along the way. Very enjoyable.
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Posted On : 2023-02-08 05:56:55
