iWitness Key West True Crime Walking Tour
Overview
Available languages
1 hour 30 minutes
Mobile ticket
True crime in Key West? Bold, bizarre, and unforgettable, this new innovative tour walks you into the island’s real-life scandals — smuggling, gambling, murder, and shocking history exposed where it happened. More thrilling than a ghost tour and more revealing than a history tour, Key West’s underworld comes alive, Key West-style.
Be the next eyewitness. We're bringing crime to the streets!
Additional Info
Wheelchair accessible
Service animals allowed
Public transportation options are available nearby
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Suitable for all physical fitness levels
Not appropriate for children under the age of 17 years old
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Mallory Square
Before sunsets and applause, it was a stage for smuggling and schemes...we start the tour in the Mallory Square area and meander through the streets of Old Town. Be sure to catch the sunset by the water's edge before your tour!
Capt. Tony's Saloon
Where pirates met their end and the floor holds a name you won’t forget...
What‘s Included
A Tour Guide who doubles as an Expert Witness to True Crime
Front-Row Access to History’s Dark Side
Street-level Secrets & Scandals
Historical Crime revived in the streets of Key West
Gratuity for your storytellers
Bail money
Options
iWitness Key West True Crime Walking Tour
Reviews
13 reviews
Total reviews and rating from Viator & Tripadvisor
Fun night out
GlobeTrotting823719,Mar 27, 2026
- Review from Tripadvisor
5.00This was such a fun night, walking around the Historic Seaport with our guide, Yvonne, hearing about real past criminals in Key West. There were even 2 (faux) criminals that crossed our path! Did you know that a bundle of drugs is called a “square grouper” because they were square, wrapped in plastic and transported by sea?
Ms. Yvonne is incredible.
awil727,Mar 14, 2026
- Review from Tripadvisor
5.00This was a very unique and super fun tour, Yvonne was an absolute star of the show. She is wonderful, knowledgeable and entertaining. The 1,5 h went so fast because it was amazing. The attention to detail is unbelievable and the tour guide really really cares about the guest experience. I want to say a huge thank you!
Unique and fun
angelar0172,Mar 2, 2026
- Review from Tripadvisor
5.00We had such a fun time on the True Crime Walking Tour! It was the perfect mix of interesting, informative, and entertaining. We learned so many fascinating stories and historical details, but it was also told in a way that kept us laughing and fully engaged the whole time. The guide did an amazing job bringing everything to life and really made it feel like an adventure. If you enjoy true crime and want something unique to do, this tour is definitely worth it!
Intriguing
Q9483DWsandyg,Mar 2, 2026
- Review from Tripadvisor
5.00It was an interesting , informative , and fun tour in Key West. Kim did a great job
Fun and unique tour
caitlinl965,Feb 21, 2026
- Review from Tripadvisor
5.00Great tour! Very interesting and fun
Had an awesome time! Our...
Mary V,Jan 22, 2026
- Review from Viator
5.00Had an awesome time! Our tour guide did a great job explaining the real true crime of key west. Would recommend!
crimes in paradise
TonyBeerBike,Dec 1, 2025
- Review from Tripadvisor
5.00we found a square grouper, gambled and saw a dead guy! that's a pretty good crime tour if you were to ask me!. had a great time -t-
Think You Know About Key West's Criminal Past...
BrianF567,Nov 12, 2025
- Review from Tripadvisor
5.00This was a really cool tour...and let me say new tour....here in Key West. Now let me say as a local, I know a lot about Key West and the weird things of Key West....but this tour was very interesting and informative...especially in a fun way. I knew some of the...let say...so called crimes and crazy of Key West, but I learned much more on this tour. I"m not going to spill the beans on a few of the crimes they discuss...but let's just say...it's an eye opening experience. Think you know about Key West and the dark sides those ghost tours talk about....well take this tour and get the real scope on the behind the scenes and juicy stores of those who brought crime in Key West to the next level of the crime world. Your guides will share with you so much information on the crimes, the history and well....let's just leave it there...you take the leap in learning about Key West's criminal crime past. Enjoy everyone!
Fun and informative walking tour
ericabH8543GD,Nov 11, 2025
- Review from Tripadvisor
5.00It was a very fun and informative walking tour. Highly recommend if you love true crime and want to learn more about Key West.
Great experience
Pioneer13148,Nov 11, 2025
- Review from Tripadvisor
5.00This was a great experience for our family. I would highly recommend doing this while in Key West or even locals would enjoy. Kim was a great guide she was very knowledgeable. Worth the money
From US$45.00
Want a private experience? Upgrade to a private tour
Related Experiences
Operated by Tart Tales