"Crooked" St. Paul Gangsters Private Riding Tour (2 hrs)

We'll connect at a location and hour convenient for you and step back in time during this private, 2-hour riding tour. You'll hear how St. Paul, Minnesota became a haven for the nation's most notoriou

We'll connect at a location and hour convenient for you and step back in time during this private, 2-hour riding tour. You'll hear how St. Paul, Minnesota became a haven for the nation's most notorious gangsters, including John Dillinger, during the first decades of the 20th Century, and the impact of that legacy on life today in the "Saintly City. " How could bank robbers and bootleggers run their crimes while "hiding in plain sight"? This private riding tour will show the homes, nightclubs, hangouts - and even the courthouse - where these professional thugs lived, planned, played and were prosecuted. We'll also see other St. Paul highlights, including Summit Ave, cathedral and Capitol. Private transportation is a professionally chauffeured "town car" sedan or Cadillac Escalade SUV. Want to entertain locals or out-of-towners? Old enough to remember those lurid headlines or young enough to be amazed? Ready for a new twist on a town you thought you knew? This tour is for you.

From: $0.00

Location: Minneapolis-Saint Paul

What's Included

Community Discussion

Q&A

Q: What should I wear for the Crooked St. Paul Gangsters riding tour?

A: You’ll want to dress comfortably since you'll be sitting in a car and stopping at various locations. Casual attire works well! Just check the weather beforehand, as it can get chilly in the fall. Layers are a good idea, and don’t forget comfy shoes if you plan to walk around a bit at the stops.

Q: Are there any age restrictions for the tour?

A: There aren't any strict age restrictions, but the content can be a bit mature since it covers gangster history. It's suitable for teens and up, but just be mindful of the stories shared. If you have younger kids, it might be better to gauge their interest first.

Q: What if it rains on the day of our tour?

A: The tour can still happen in the rain since you're mostly in the car. If it’s really bad, the provider will usually work with you to reschedule. Just reach out to them directly if you’re concerned—it’s pretty flexible!

Discussions

Just booked the Crooked Gangsters tour—can't wait!

I just booked the Crooked St. Paul Gangsters Private Riding Tour for next month! I'm taking my dad, who was super into gangster movies growing up. I heard Douglas is a great guide, and it’ll be cool to see Summit Ave and the old courthouse. Anyone have tips for what to expect? Also, how flexible is the schedule if we need to change it?

Surprised at how much I learned on the Crooked tour!

I took the Crooked St. Paul tour last week, and honestly, it was amazing! I had no idea how much St. Paul had to do with the gangster era. Douglas was super knowledgeable and the car was really comfy. Seeing the old hangouts was surreal. Perfect for anyone who loves history or a little thrill!