True Crime Tour: Key West's Dark Secrets

15 Ratings

Key West

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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

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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…

What's Included

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…

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

(15 Ratings)

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Globetrotting823719

Mar 27, 2026

Fun night out - This 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?

Review provided by Tripadvisor

Awil727

Mar 14, 2026

Ms. Yvonne is incredible. - This 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!

Review provided by Tripadvisor

Angelar0172

Mar 2, 2026

Unique and fun - We 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!

Review provided by Tripadvisor

Q9483dwsandyg

Mar 2, 2026

Intriguing - It was an interesting , informative , and fun tour in Key West. Kim did a great job

Review provided by Tripadvisor

Caitlinl965

Feb 21, 2026

Fun and unique tour - Great tour! Very interesting and fun

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Mary_v

Jan 22, 2026

Had an awesome time! Our... - Had an awesome time! Our tour guide did a great job explaining the real true crime of key west. Would recommend!

Review provided by Viator

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!

Review provided by Tripadvisor

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.

Review provided by Tripadvisor

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

Review provided by Tripadvisor

Check Availability

From $45

up to 15 guests

1 - Adult