True Crime Tour: Key West's Dark Secrets
5.0
8 Ratings
Key West

Uncover Key West’s dark secrets on a true crime tour. Explore real scandals, smuggling, and murder in this thrilling, unforgettable experience.

Duration: 1 hour, 30 minutes
Cancellation: 24 hours
Highlights
  • Mallory Square - Once a hub for smuggling and intrigue, now a place for sunsets and cheers. The tour begins in the Mallory Square area, winding through the charming streets of Old Town. Don’t miss the sunset at the water’s edge before your tour!
  • Capt. Tony’s Saloon - A place where pirates met their fate, and the floor bears a name you’ll…
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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
What's Not Included
  • Gratuity for your storytellers
  • Bail money
Additional Information

True crime in Key West? This bold, bizarre, and unforgettable tour takes participants through the island’s real-life scandals, including smuggling, gambling, murder, and shocking historical events, right where they occurred. Offering more excitement than a ghost tour and more insights than a history tour, Key West’s underworld is brought to life in true…

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Location
Surly Siren Saloon
Front Street
Meet at the foot of the steps of Surly Siren Saloon, 308 Front Street, 15 minutes before your tour start time. Get there earlier & try an award-winning Margarita or Smash Burger! Let them know you're with the Crime Tour!
Cancellation Policy

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

Customer Ratings
5.0
(8 Ratings)
5 stars
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1 star
Tonybeerbike
Dec 1, 2025
crimes in paradise - we 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-
Review provided by Tripadvisor
Brianf567
Nov 12, 2025
Think You Know About Key West's Criminal Past... - This 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!
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Ericabh8543gd
Nov 11, 2025
Fun and informative walking tour - It was a very fun and informative walking tour. Highly recommend if you love true crime and want to learn more about Key West.
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Pioneer13148
Nov 11, 2025
Great experience - This 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
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Joshks5655iy
Nov 10, 2025
Different and amazing! - So much fun!! I knew Key West had some crazy stories but wow! Plus the way they organized the tour and the surprises they had in store for us was fantastic....very creative and clever. When my family and friends come into town I'm definitely going to recommend this!
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Reverendg2015
Nov 5, 2025
Fun and Informative - Loved it, I have lived in Key West for over 20 years... I have only been on 3 waking tours. 1st was a Ghost Tour, everyone does that. 2nd was a David Sloan "Haunted Bathroom" Tour... A once-in-a-lifetime experience. And this one... I have studied the Crimes in Key West for the past 60 years... One might think it's all DUIs, VOP, and Bike Thiefts! But No! Wait, there is More! I had a blast - Our tour guide, Yvonne, made us all Criminals in the first 15 minutes! And it just kept getting Better! Looking forward to "Breaking the Law" with her again soop
Review provided by Tripadvisor
Dustyhall
Nov 5, 2025
Excellent Tour - As we walked the streets of Old Town, our guide explained many interesting crimes that had taken place. The tour was at a casual pace and Yvonne captured everyone's attention with her vivid storytelling.
Review provided by Tripadvisor
Check Availability
From $45
From $45
up to 15 guests
1 - Adult
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Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).
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