Minneapolis Saint Paul isn’t just about the Vikings, lakes, or the Mall of America—this pair of cities offers a surprisingly rich history that’s worth exploring firsthand. Whether you’re interested in the shadowy gangster era, the architecture of historic districts, or the city’s river-powered growth, the Twin Cities have something to satisfy your curiosity. Personally, I love the Wabasha Street Caves tour for its mix of underground adventure and colorful tales, and the historic gangster tour for a peek into the city’s more illicit past. Both provide authentic insights and memorable experiences that go beyond standard sightseeing.
If you prefer a leisurely walk with excellent food and local stories, the Downtown St. Paul Food Tour combines culinary delights with historic scenery. For those with a keen interest in riverside architecture and the city’s early industry, the Private Minneapolis Riverfront Tour offers a customized experience. No matter your style, these tours highlight what makes Minneapolis Saint Paul a city of stories waiting to be uncovered.
1. St. Paul Historic Cave Tour
At number one, the St. Paul Historic Cave Tour takes you underground into the only remaining restored Gangster Era site in Saint Paul. Carved into the hillside near downtown, the Wabasha Street Caves have served as a quarry, nightclub, and gangster hideout. Your guide will share stories about their Prohibition days, when the caves were a hotspot for organized crime figures. The one-hour tour is both educational and fun, especially if you enjoy stories that aren’t often found in history books.
What sets this tour apart is the combination of accessible underground exploration with engaging storytelling. The cave’s atmosphere is evocative of a noir film, and the historical anecdotes about gangster activity during the 1930s add a layer of intrigue. The tour has been rated 5 out of 5 based on 110 reviews, with visitors praising guides like Angela and Mary for their personable, lively narration. It’s perfect for families, history buffs, or anyone wanting a quick but immersive glimpse into Minnesota’s criminal past. Plus, free parking and Wi-Fi make it a practical choice.
Bottom Line: For a compact, engaging underground experience that mixes history with entertainment, this tour is hard to beat.
2. Historic Downtown St Paul Food Tour
Next up, the Historic Downtown St Paul Food Tour offers a flavorful way to explore the city’s history over three hours of walking. This tour combines culinary highlights like craft beer, chocolates, and local specialties with stories about landmarks like the Landmark Center, Rice Park, and the Saint Paul Hotel. It’s a fantastic choice for those who want to taste the city’s personality along with its historic streets.
The guided tour takes you through less touristy food stops, some with ties to the city’s gangster past, making it both delicious and insightful. Tour guides like Kim and Jonas are praised for their in-depth historical and culinary commentary. The tour is also intimate, with small groups ensuring a personalized experience. Visitors note that the walk is lively and filled with fun facts, with one reviewer calling it “masterfully curated.” Expect to sample a variety of cuisines, and be prepared to walk about 7777 steps, so wear comfortable shoes.
Bottom Line: For food lovers who want a dash of history, this tour combines local flavors with stories behind the buildings and neighborhoods that define Saint Paul.
3. Same-Day Tour Package (Historic Cave Tour & Saint Paul Gangster Tour)
For a full-day immersion into Saint Paul’s gangster past and underground sites, the Same-Day Tour Package bundles two popular experiences. This 3-hour adventure combines the cave tour with a broader look at the city’s 1930s crime scene, including visits to the Castle Royal Nightclub and various gangster hideouts.
What makes this package stand out is its focus on the seedy underbelly of Saint Paul’s history. Small groups—limited to 15 travelers—make it a lively, intimate exploration. The guides weave stories of infamous criminals like John Dillinger, along with visits to shooting sites, safehouses, and police stations. The tour also offers seasonal photo opportunities with a vintage gangster car. Visitors highlight the educational aspect, with one reviewer saying, “Very informative and fun.”
Bottom Line: If you’re fascinated by crime stories and underground hideouts, this tour offers a vividly detailed journey into the city’s darker side—ideal for history and crime enthusiasts.
4. 2-Hour Historic Heartbeats of Minneapolis Senior Tour with Guide
Designed with seniors in mind, the Historic Heartbeats of Minneapolis is a 2-hour walking tour focusing on the city’s cultural and architectural landmarks. Starting at Open Book, it continues to the Guthrie Theater, Mill City Museum, and Mill Ruins Park, ending at the Stone Arch Bridge. The tour balances comfort and discovery, making it accessible for those who prefer a slower pace.
What makes this tour special is the thoughtfully curated stops, including visits to the Mill City Museum, built into old flour mill ruins, and the Stone Arch Bridge, which offers spectacular views of the Mississippi River. The guide, Brian, is praised for his knowledge and friendliness, making the experience both educational and relaxed. It’s ideal for seniors or travelers who want a manageable overview without rushing through. The price is higher, but it reflects the personalized nature of the experience.
Bottom Line: Perfect for those who want a comfortable, engaging introduction to Minneapolis’s architectural and cultural highlights, with a knowledgeable guide leading the way.
$227.82 per person
5. Historic Minneapolis Riverfront Private Walking Tour
Finally, the Historic Minneapolis Riverfront Private Walking Tour offers a customizable, private experience perfect for families or small groups. It’s a 2-hour tour focusing on the river’s influence on the city’s growth, starting at the Guthrie Theater and passing through Mill City Museum, Mill Ruins Park, and along the Mississippi River.
This tour is particularly suited for travelers who want flexibility and personalized storytelling. Your guide can answer questions and focus on areas of specific interest, such as the impact of railroad tycoon James J. Hill or the early industries that shaped Minneapolis. Visitors note that the tour’s relaxed pace is ideal for those who prefer a less structured experience. The price reflects its private nature, making it a good value if you’re traveling with others.
Bottom Line: For a tailored, in-depth look at Minneapolis’s riverfront history, this private tour is a top choice, especially for those who appreciate personal attention.
$349.00 per group (up to 10)
How to Choose the Right Historical Tour
Selecting the best tour depends on your interests, schedule, and budget. For underground adventure and gangster stories, the St. Paul Historic Cave Tour offers a quick, engaging experience. If you’re a foodie with a curiosity for local history, the Downtown Food Tour provides a tasty journey through Saint Paul’s streets. Want a deep dive into the city’s early industries and riverfront? The Private Minneapolis Riverfront Tour is highly customizable. And for a broad cultural overview suitable for seniors, the Historic Heartbeats Tour is a relaxed, well-curated option.
Consider your physical activity level, interest in food or crime, and time constraints when choosing. Booking early is advisable, especially for popular tours, to secure your preferred time slot.
Minneapolis Saint Paul offers a variety of ways to connect with its past—whether underground, along the river, or through its lively streets. For a short, immersive adventure into crime and caves or a leisurely walk through historic neighborhoods, there’s a perfect match. Picking the right experience depends on your curiosity and pace, but rest assured, these tours deliver true stories and memorable moments. Book ahead to ensure you get the date and time that fits your trip plan.