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Private Prohibition Tours

Today, Chicago is celebrated for its vibrant craft brewing scene, enchanting locals and tourists with its unique and flavorful beers. However, many may not realize that this city also boasts a rich and glamorous history, marked by a lively gangster culture from the 1920s and 1930s. Enter The Barrel Run, where you can journey back in time to explore the Prohibition era, filled with speakeasies and infamous crime figures. Our Private Gangster Tours offer an exhilarating mix of history, craft brewing, and adventure, providing an unforgettable glimpse into Chicago’s captivating past. Don’t miss out on this thrilling experience!

WHY GO ON A PRIVATE PROHIBITION TOUR?

Our Private Prohibition Tours offer a unique and immersive experience that cannot be replicated by simply reading about Chicago’s gangster history. By going on one of our tours, you will not only learn about the city’s notorious past but also see it come to life through expertly crafted narratives and visual aids. Our knowledgeable tour guides provide an insider’s perspective, taking you to the very locations where some of the most infamous events in Chicago’s gangster history took place. You’ll feel like you’re stepping back in time as you walk through these iconic streets and buildings.

What You’ll Experience

On your journey, you’ll travel around Chicago in our infamous Barrel Bus and visit notorious gangster hideouts and significant locations. While en route to each location, enjoy time mingling with guests with your own beverages of choice. Upon reaching each location, our tour guides will allow you to take photos and ask in-depth questions.

Enhance and Customize

The best part about our Private Prohibition Tours is that they are completely customizability, tailored to match your interests and preferences for a truly personalized experience. You have the option to enhance your tour by adding delightful stops, such as a dinner at The Green Door Tavern, one of Chicago’s historic speakeasies. This charming venue is steeped in history and offers a sumptuous menu, providing the perfect setting to unwind and savor a meal after immersing yourself in Chicago’s thrilling gangster past. You can also enjoy extra time at the speakeasy with a completely open bar, allowing you to try everything this iconic venue has to offer. Our team is dedicated to ensuring your tour is not only informative and exciting but also perfectly aligned with your interests, adding exclusive touches that make your journey truly memorable.

Book Your Private Gangster Tour Today

Ready to step into the intriguing world of Chicago’s notorious gangsters? Don’t miss out on this incredible opportunity to explore the city’s darker side in style. Discover the history behind the infamous crime families, navigate the hidden speakeasies, and learn about the legendary figures who shaped the city’s underworld. Contact us today to start planning your adventure – it’s an experience you won’t soon forget!

Frequently Asked Questions

Can you pickup and drop off at custom locations?

Yes, we can start and end and locations of your choice, including locations around Chicago and the surrounding Suburbs. The drop-off location can even be different from the pickup location.

Can you develop experiences in the Suburbs?

Our Prohibition Tours work best when visiting landmarks around the City of Chicago. We can take you from the Suburbs to Chicago and back.

Do you operate every day of the week?

Yes, we can provide custom experiences on any day or time that suits your needs.

What Our Clients
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