Best Gangster & Mob Tours in the USA: 5 Worth Booking

1.Gangsters and Ghosts Walking Tour

★★★★★★★★★★5.0 · 7,155 reviews · from $52Our pick

Walk about 1.5 miles through Chicago’s Loop with a historian guide, hearing true crime stories, ghost accounts, and tales of Al Capone. Stops include Millennium Park, the Palmer House, the Riverwalk, the Chicago Theatre, and the Congress Plaza Hotel. Guides such as Taka, Sophia, Tanner, and Avery are known for clear delivery and strong storytelling.

“Taka, with her passionate love of history, gave us a fascinating introduction to the history of Chicago. She switched easily from Al Capone and gang warfare of the prohibition era and then told of tragic loss life on the SS Eastland. So many great stories, we loved it!”

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2.Gangsters and Ghosts Guided Walking Tour

★★★★★★★★★★4.7 · 1,697 reviews · 2 hours · from $36

Follow a historian guide through Chicago’s South Loop, once a Prohibition-era vice district. Hear stories about Al Capone, secret tunnels, and reported hauntings at Death Alley, the Palmer House, Chicago Theatre, and Congress Hotel. The 1.5-mile route includes a 20-minute break and works best for adults, older children, and true-crime fans.

“Tanner was really nice Guide. It was a good interesting tour, with much of deap facts.”

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3.Gangsters and Ghosts 2-Hour Walking Tour

★★★★★★★★★★4.7 · 615 reviews · 2 hours · from $35Best value

Follow a historian-led walk from Worth and Mulberry Streets through Chinatown, Little Italy, SoHo, and Greenwich Village. Hear about the Five Points gangs, New York’s five mafia families, old crime scenes, haunted houses, and places linked to Gotti and Luciano. Daytime tours include St. Patrick’s Basilica, and guides such as Jared, Seth, Jackson, and Ryen bring strong storytelling to the route.

“Outstanding! One of the highlights of my trip to NYC! Jared, our tour guide was very informative, personable, and engaging. Enjoyed every minute of it.”

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4.Chicago Gangster and Food Walking Tour

★★★★★★★★★★5.0 · 471 reviews · from $79

Walk from the Chicago River toward River North and Gold Coast with a guide such as Taka, Avery, Baylor, or Ty. You’ll hear Prohibition-era stories, see a gangster-era tunnel and Tommy Gun bullet holes, and taste steak, deep dish pizza, and a Chicago hot dog. The two-hour tour costs $79 and holds no more than 15 people.

“My husband booked a last minute tour and our guide Avery was great! He was so knowledgeable about the history of Chicago and we learned so much. It was so nice meeting new people and exploring a little! I highly reccomend this tour. The food we sampled was also excellent!”

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5.The Vegas Mob Tour

★★★★★★★★★★5.0 · 366 reviews · 2 hours 30 minutes (approx.) · from $124

Join guide Adam Flowers for a 2.5-hour small-group ride through Las Vegas mob history. From the Tuscany Casino, you’ll hear stories about Bugsy Siegel, Tony Spilotro, Frank Cullotta, real crime scenes, mob hangouts, and locations linked to *Casino*. The tour uses photos, videos, and memorabilia to bring the stories into focus.

“This tour was very interesting and shows a different side to Vegas. Our guide Adam was very knowledgeable and passionate about this topic. It was a worthwhile experience.”

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