Embark on a three-hour bar crawl in St. Paul and discover iconic watering holes while learning about the city’s history. Join us for a unique experience!
Embark on a three-hour bar crawl in St. Paul and discover iconic watering holes while learning about the city’s history. Join us for a unique experience!
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Cossetta - Visit the upstairs Louis Bar at this renowned Italian venue and explore the underground tunnel systems. Learn about the Italian immigrant community’s efforts in safeguarding visiting Chicago criminals, as highlighted in the original tour listings.
NOTE: The advertised bar stops are examples of the types of places visited. Each tour, the…
- Cossetta - Visit the upstairs Louis Bar at this renowned Italian venue and explore the underground tunnel systems. Learn about the Italian immigrant community’s efforts in safeguarding visiting Chicago criminals, as highlighted in the original tour listings.
NOTE: The advertised bar stops are examples of the types of places visited. Each tour, the guide will choose the bars on the day, considering guest preferences.
- Patrick McGovern’s Pub - Experience this exceptional family-owned pub that remained independent amidst downtown development. Hear stories about the corrupt Police Chief John O’Connor’s system that allowed gangsters like John Dillinger to thrive in St. Paul’s “Cheers”-like environment.
NOTE: The advertised bar stops are examples of the types of places visited. Each tour, the guide will choose the bars on the day, considering guest preferences.
- Cathedral of Saint Paul - Admire the stunning Renaissance dome that crowns Minnesota’s spiritual and architectural masterpiece.
- White Squirrel Bar - Visit this indie music venue to learn about the violent end of the criminal protection system and how the Battle of Barrington (where Babyface Nelson died) transformed St. Paul’s status as a gangster haven.
NOTE: The advertised bar stops are examples of the types of places visited. Each tour, the guide will choose the bars on the day, considering guest preferences.
- Rice Park - Stand in the cultural heart of St. Paul, surrounded by theaters, museums, and the elegant Landmark Center.
- Landmark Center - Discover where one of St. Paul’s most infamous speakeasies operated beneath the former Federal Courts Building. Learn about the intricate tunnel systems and how Machine Gun Kelly and the Barker Gang used these networks to evade federal agents.
- Pajarito - An upscale Mexican restaurant known for the best margaritas in town.
NOTE: The advertised bar stops are examples of the types of places visited. Each tour, the guide will choose the bars on the day, considering guest preferences.
- Summit Avenue - Walk along America’s longest Victorian boulevard, where F. Scott Fitzgerald wrote his early works among Gilded Age mansions.
- Bad Weather Brewing Company - Known for arguably the best-tasting beers in the Twin Cities, this industrial brewpub offers plenty of board games to keep the fun going.
NOTE: The advertised bar stops are examples of the types of places visited. Each tour, the guide will choose the bars on the day, considering guest preferences.
- Minnesota State Capitol - Learn about the golden-domed seat of state government, showcasing Beaux-Arts grandeur and political heritage.
- Mancini’s Char House - Step into a 1980s “Goodfellas” vibe at this red-pleather, dinner-theater seating bar, a Minnesota staple where you can mingle with well-known St. Paulites.
NOTE: The advertised bar stops are examples of the types of places visited. Each tour, the guide will choose the bars on the day, considering guest preferences.
- Parlour St. Paul - One of the original craft cocktail bars in the Twin Cities, Parlour impresses with its delightful drinkable creations.
NOTE: The advertised bar stops are examples of the types of places visited. Each tour, the guide will select four of their favorite bars, and this is the kind of place you’ll visit.
- Waldmann Brewery - As the oldest brewery in St. Paul, it predates the State of Minnesota. They operate a wood-burning stove on cold winter days and adhere to original German techniques when crafting their hefeweizens.
NOTE: The advertised bar stops are examples of the types of places visited. Each tour, the guide will choose the bars on the day, considering guest preferences.

- Friendly, local guide
- Friendly, local guide
- Gratuities for your guide (optional)
- Gratuities for your guide (optional)
St. Paul might appear to be the more subdued of the twin cities, yet beneath its serene exterior lies a treasure trove of stories that many visitors never encounter. This is not your ordinary bar crawl—it’s an exclusive exploration into the lesser-known narratives of Minnesota’s capital.
While other tours present a polished version of history, this bar…
St. Paul might appear to be the more subdued of the twin cities, yet beneath its serene exterior lies a treasure trove of stories that many visitors never encounter. This is not your ordinary bar crawl—it’s an exclusive exploration into the lesser-known narratives of Minnesota’s capital.
While other tours present a polished version of history, this bar crawl experience uncovers the authentic tales that define St. Paul’s essence. From its bootlegging roots to unexpected criminal hideouts, from shady deals to neighborhood mysteries, you’ll understand why locals believe there’s much more to their city than meets the eye.
Explore downtown St. Paul, stopping at selected historic bars, each with its own concealed history. Your knowledgeable guide will share unique stories about the vibrant personalities who influenced the city, including anecdotes about bootlegger “Pig’s Eye Parrant,” visiting gangsters from Chicago, and the intricate dynamics between law enforcement and criminals.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.