Southernmost Key West History and Culture Small-Group Walking Tour
Recommended by 99% of travelers
Badge of Excellence
Key West, USA
- 1 hour 45 minutes (approx.)
- Mobile ticket
- Offered in: English
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Overview
Explore the streets of Key West on this guided small-group walking tour. As you wander through Old Town, discover the history and culture of the island, which includes tales of shipwrecks, cigar manufacturing, and treasure hunting. Stop at popular attractions such as the Ernest Hemingway Home and Museum, the Southernmost Point, and Audubon House & Tropical Gardens.
- Learn about the history of Key West as you visit its landmarks
- Prepare for a day in the sun with a hat, sunglasses, and sunblock
- Bring at least one bottle of water
- Wear comfortable clothing and shoes; sneakers are the best option
What's Included
- Local Guide
- Gratuities
Meeting and Pickup
Meeting point
- 107 Fitzpatrick St, Key West, FL 33040, USA
We meet at the Kino Sandals Factory plaza! Your Tour Guide will be wearing a straw hat and have an iPad with Key West Walking Tour sign.
End point
- Southernmost Point of the Continental U.S.A.1400 Whitehead St, Key West, FL 33040, USA
We finish our tour at the Southernmost Point buoy at the intersection of Whitehead and South streets.
Operating hours.9:00 am
Itinerary
Key West Shipwreck Museum (Pass By)
Mel Fisher's Treasures (Pass By)
Audubon House & Tropical Gardens (Pass By)
Key West Lighthouse and Keeper's Quarters Museum (Pass By)
The Ernest Hemingway Home and Museum (Pass By)
Southernmost Point (Pass By)
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Stroller accessible
- Service animals allowed
- Near public transportation
- 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 10 travelers
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Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Reviews
5.0
based on 130 reviews
Amy_R, Mar 2026
AJ is a great tour guide. We learned a lot about the island. Well worth the time, especially if it is you first visit to KW..
Response from Host, Mar 2026
It makes me happy to see that you like it and learn from the tour.
AJ
Martha_C, Feb 2026
AJ was a fantastic tour guide - we really learned a lot and a great way to get our bearings. Would definitely recommend.
Response from Host, Mar 2026
Thank you so much, I had a great time too!
Christine_R, Feb 2026
Great tour of historic places and events in Old Town. Good recommendations for places to eat or drink.
Response from Host, Feb 2026
Thanks! I'm glad you enjoyed the tour and found the recommendations helpful!
Heidi_H, Feb 2026
This was a great tour. Our guide was very knowledgeable and personable and we had a wonderful morning exploring Key West. I highly recommend this tour.
Response from Host, Feb 2026
I’m glad you had a great time.
AJ
Pamela_B, Jan 2026
Great historical summary and tour of Key West! Our tour guide AJ was fun and had a great sense of humor and lots of knowledge about Key West!
Response from Host, Feb 2026
I happy you enjoyed.
AJ
Julie_B, Jan 2026
Our tour guide was friendly, knowledgeable and had some interesting historical pictures on his iPad. I would surely recommend him and this tour. It also gave us a sense for the lay of the land on Key West which means we now know where else to go. We passed many of the special spots on our walk.
Kenneth_J, Nov 2025
Alejandro was a great guide and really showed me alot about the history of Key West. Great tour for a solo traveller.
Anne_L, Sep 2025
AJ was a great guide and moved at a steady pace, giving us lots of information about the things we passed along the way and making recommendations of things to do and places to visit. He was very friendly and helpful.
Irene_G, Jul 2025
We had a patient guide, AJ, who gave us a detailed tour of historic Key West. 5 stars for him on this hot day.
Dykibra_G, Jul 2025
Alejandro was great. He was thorough and its clear he knows and loves Key West.! Be prepared to walk but have a good time.
Stuart_R, Jun 2025
What a wonderful introduction to Key West! Tour was informative, comprehensive, explained the history of Key West, all with an incredibly knowledgeable and exceedingly pleasant guide, Alejandro. Not to be missed if you enjoy walking tours!
Anita_S, Apr 2025
AJ was fantastic—knowledgeable, witty, fun and patient with all our questions!! Highly recommend this trip!
jt1discovernet, Mar 2025
A great introduction to Key West. Our guide AJ was excellent. His knowledge along with showing pictures on his IPAD of what areas and buildings looked like in the past gave you a real feel for the places we visited. He made the tour fun as well as informative. AJ made the tour interactive providing time for questions as well as suggestions of must see places and restaurants.
So glad we picked this tour! Very satisfying and enjoyable!
David_D, Mar 2025
Met AJ and few other folks on a beautiful morning. AJ was incredibly knowledgeable, personable, friendly…This was a great way to meet other travelers too. Nice folks all around. I am enjoying my stay more that I have the “lay of the land” and I really appreciate all of the history AJ shared.
Maria_R, Feb 2025
The tour was interesting, informative and we covered a lot of ground. Glad we did the tour at the start of our trip. AJ had some great recommendations for the rest of our stay.
Beth_D, Feb 2025
Great historical context for the sights of KW. AJ was as knowledgeable off-script as well. We had a great stroll. Tip: take the tour early in your visit.
Regina_M, Jan 2025
AJ was an excellent tour guide. He was very friendly and very knowledgeable about Key Wests history and told us about many hidden gems. AI was very personable and made the walk a lot of fun. We appreciated when he offered to take our photos at certain places.
Rebecca_F, Jan 2025
Great tour and tour guide (AJ). Hit the highlights of the history of Key West. Plus some current happenings. With dinner recommendations.
Nasreen_H, Jan 2025
AJ was a great tour guide. He shared interesting information about the sites along the way and had recommendations for things to do in the area. He was also patient when I accidentally went to the wrong starting spot. I recommend this tour if you want to get your bearings on Key West and see a lot of main sites in a short amount of time.
David_S, Dec 2024
AJ, our guide, was very friendly and gave us a wonderful tour filled with interesting facts about people and places. He moved at a leisurely pace and seemed to enjoy sharing his city with us. I recommend the tour.
Kathleen_P, Dec 2024
AJ was knowledgeable and engaging. He provided the perfect amount of information about Key West’s history and culture. He also had great recommendations for dining and entertainment. We would have overlooked many of Key West’s special landmarks and features if we hadn’t taken this tour.
Barb_K, Nov 2024
AJ was very knowledgeable about Key
West history! We enjoyed it all especially
seeing the Cuban boat, the 90 mile
marker bouy and learning about the
architecture
Sharon_H, Nov 2024
AJ made the tour excellent. He was friendly and extremely knowledgeable. We loved learning so much about Key West!
Rebecca_T, Jul 2024
The guy that did this tour was amazing!!! He told us so much about key west. He was very informative knowledgeable and fun- later on that day we ran into him again , he gave us a ride on his bike
Lucy_C, Apr 2024
Really fantastic tour! AJ was great, we learned so much about the history of Key West and saw all the sights. It was our first visit so it was great to set the scene for us. Highly recommend!
Penny_R, Apr 2024
The guide on this walking tour did an excellent job explaining the history of Key West. I was glad we went early in the morn to beat the heat. I thought it included entry to the Hemmingway House but it did not. We just went back there later. We enjoyed the info & tour.
Dawn_C, Apr 2024
Guide was very informative and knew a lot about the local history. He made the entire walk enjoyable and pointed out places to visit.
Lora_C, Apr 2024
This is a fun, informative and relaxing walking tour. AJ is a great guide and personalized our tour with many suggestions to our limitless questions. I highly recommend this tour to anyone who can walk.
Jeff_N, Mar 2024
AJ was a great guide. He provided interesting history and background on Key West's history and some of its buildings and made the tour fun and interesting. My wife and I thoroughly enjoyed it. After the tour we went to one of the restaurants AJ recommended and had some delicious key lime pie. We also stopped in Mel Fisher's jewelry store that AJ told us about and learned more about the Spanish shipwreck (the Atocha) that Mel Fisher discovered and looked at actual pieces of silver that were recovered from the shipwreck. We highly recommend this tour.
Rodney_H, Mar 2024
This tour was average.
The tour guide was very hard to understand because of the language barrier even though we signed up for English tour guide.
When it was half over the guide didn't have much to show us except a walk from downtown to the southern most point. I wish there was more history to learn between those 2 points.
From $39.99
per personup to 24 hours before the experience starts (local time)
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Southernmost Key West History and Culture Small-Group Walking Tour
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