Key West History: Small-Group Walking Tour

Discover the rich history of Key West on a small-group walking tour. Explore the island’s first industries, learn about local history, and enjoy a fun-filled walk through the Historic Districts.

Duration: 1 hour, 30 minutes
Cancellation: 24 hours
Highlights
  • Bahama Village - Discover why Key West is affectionately called the Conch Republic and learn who qualifies as a Conch.
  • The Ernest Hemingway Home and Museum - The guide will reveal why one of the largest pools is located on the property and who was responsible for its construction.
  • Key West Lighthouse and Keeper’s Quarters Museum - This…
What's Included
  • Ponchos provided if raining
  • Bike rack on site
  • Local Guide
What's Not Included
  • Gratuities
  • Food & Drinks
  • No restrooms
Additional Information

Discover the rich history of Key West with a small-group walking tour.
Have you ever been curious about how Key West was discovered and became prosperous? Delve into the island’s history, tales, and myths with a personal walking tour. Whether you’re interested in learning about the island’s early industries like shipwrecking and cigar-making, intrigued…

Location
516 Duval St
Duval Street
We meet at the San Carlos Institute at 516 Duval St. Your guide will meet you in front of the main entrance.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(258 Ratings)
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Kimberly_h
Jun 2, 2026
Very interesting tour, we both enjoyed it! - It's quite a bit of walking, wear sneakers! Bring water! Lots of great historic info, architecture and the foliage. AJ was excellent!
Review provided by Viator
Navigate663278
May 11, 2026
Great way to see and learn about Key West: Walking tours with AJ - AJ runs these tours and he does a GREAT job. There was a 24-hour full refund cancellation policy, which is generous. And, upon confirming the reservation, he provided clear instructions on what to bring (water), what to wear (a hat, and comfortable walking shoes like sneakers with socks), how long we would be out in the sun (about 90 minutes), and what we would see. (NOTE: Some of our compatriots did not read the instructions, so they were hot, tired of walking, in the wrong shoes, thirsty, and worst of all, whiny. They ended up leaving the tour early. We did not miss them.) AJ knows a lot of his adopted home of Key West, and he provides information like a friend who is excited to show off his town. Wherever we walked, people waved to him and yelled "Hey, Brother!" AJ knows a lot of people! He also made recommendations for food, museum visits, and places to hear music. Thanks, AJ! He walks at a very reasonable pace and is willing to stop as needed (and reasonable for the others on the tour). He is funny, and delivery Key West history with tenderness and humor. We would walk with him again, (in fact, we went back for a second tour with him to the southern most point tour the next morning). Highly recommend. And please, people, do NOT forget to tip the people who do these services.
Review provided by Tripadvisor
Inspire727612
Mar 28, 2026
Wonderful time with the Historic Bahama Village and Hemingway tour! - Our walking tour was excellent - provided us with historical events and architectural examples of the early years of Key West. We are so glad we booked this tour!!
Review provided by Tripadvisor
H8017fsmaureenl
Mar 6, 2026
Key West Bahama Village Tour - AJ was personable, knowledgeable and full of interesting Key West facts and stories. We learned a lot and enjoyed ourselves. Fun tour!
Review provided by Tripadvisor
Warren_k
Jan 16, 2026
Fabulous! - Alejandro was awesome! Key West is great. The tour was great. What made it extra special is that our guide, Alejandro, was amazing. He was fun, he was interesting, and he was very knowledgeable. Highly recommend.
Review provided by Viator
F1177mfdavidk
Jan 12, 2026
The History you need - AJ was great, shared a vast knowledge of the history of Key West and hidden gems that you wouldn’t find elsewhere. Thanks AJ for making our stop in Key West an amazing day.
Review provided by Tripadvisor
Barbara_s
Jan 7, 2026
AJ was knowledgeable... - AJ was knowledgeable about the early Cuban and Bahaman cultures that contributed to the historic neighborhoods. He provided historic photos on a laptop computer as we walked. His knowledge of architecture helped understand the community growth. We do recommend this as a cultural experience.
Review provided by Viator
Artchie2018
Nov 6, 2025
perfect place - i did stay in bahama village at cottage on Julia street. The place is fantastic small but very cozy with all the amenities .I've traveled to KW every year for last 25 years i love the city atmosphere real tropical paradise.
Review provided by Tripadvisor
Anne_k
Nov 4, 2025
History and info walk - Great host - AJ took us all over the old town sharing lots of info on the area and the people that created Key West. Really enjoyed our time!
Review provided by Viator
Diannew392
May 9, 2026
Architecture of houses - AJ the tour guide was very informative. However this is a walking tour of houses and the architecture. I don’t know what we expected but this wasn’t worth the time or money
Review provided by Tripadvisor
From $57
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).