Top Wisconsin Walking Tours

Shakers Bar in Milwaukee, formerly owned by the infamous Al Capone, has some gritty stories that have happened behind its walls. Dive deeper into the stories, spirits, and paranormal encounters that have earned this bar a spot among the most haunted bars in the United States. Enjoy this experience with just a small group for company and an included cocktail—an ideal tour for those who want to go beyond the basics.

The home of American lager and once a rival to Chicago in size, Milwaukee’s history and preeminence may not be as obvious as it once was—unless you look. With this self-guided audio tour, you’ll travel down Brew City’s most opulent drag, from the Milwaukee Public Library to the Milwaukee Art Museum. Across 150 years of history and plenty of steps, you’ll get a guided-tour experience without any of the crowds.

With 191 different blocks, it should come as no surprise that Milwaukee is known as a ‘City of Neighborhoods’. On this self-guided walking tour, you’ll be introduced to two of its most interesting suburbs, Brady Street and the Lower Eastside, and their architecture. You’ll begin by discovering the impact that Polish and Italian immigrants had on Brady Street Historic District, including delicious Italian cuisine at Sciortino’s Bakery and Glorioso’s Deli. Finally, you’ll stroll down the city’s former Gold Coast to end this tour at the Oak Leaf Trail on Prospect Avenue, giving you the opportunity to continue your Milwaukee adventure independently on the Lake Line Trail. This family-friendly tour is an easy stroll, with the option to pop inside some of the city’s most interesting churches. Come hungry, there are plenty of opportunities to grab snacks, or discover your new favorite restaurant along the route.

Step back into Milwaukee’s Prohibition era and uncover a world of speakeasies, madams, gangsters, corruption, and scandal. The Whorin’ 20s Walking Tour explores the city’s notorious vice district during the Roaring Twenties, when bootleggers, brothel owners, politicians, and organized crime figures helped shape Milwaukee’s nightlife and underground economy. Led by expert storytellers, this entertaining and historically grounded walking tour reveals the hidden stories behind the city’s most colorful characters and forgotten locations. Along the way, guests will discover how Prohibition transformed Milwaukee and why the era continues to captivate visitors nearly a century later. Perfect for history enthusiasts, groups, couples, bachelorette parties, and anyone looking for a different side of Milwaukee beyond breweries and ballgames. Bride goes free with qualifying bachelorette party reservations.

Explore Wisconsin Dells like never before with this interactive scavenger hunt walking activity. Delve into the city’s vibrant history, uncovering fascinating facts about its evolution from Kilbourn City to a bustling tourist destination. Engage your mind with challenging questions while visiting iconic sites, including the largest candy store in Wisconsin and the famous WWII DUCKS fleet. Perfect for families, friends, or anyone looking for a unique way to sightsee, this self-guided adventure allows you to navigate at your own pace and enjoy a mix of fun and learning along the way. - Duration: 60 to 120 minutes, covering 1.5 miles - Ideal for kids, teens, families, and friends - Accessible via an interactive app with no reservations needed - No limit on team sizes, but smaller groups recommended for optimal fun

On this private tour, you completely customize your route, pick your preferred duration, and select your exact sightseeing stops across Milwaukee. Skip the rigid schedules of standard group excursions and build your ideal urban trek alongside an expert local storyteller. Whether you want to explore 19th-century German immigration landmarks, marvel at modern lakefront architecture, or uncover the industrial revitalization of the historic warehouse districts, you call the shots. Your dedicated guide adapts the route and stories to match your group perfectly. Your Customization Choices: Choose your route: Focus on old-world civic history or sleek modern architecture. Pick your duration: Select a 2, 3, or 4-hour walk to match your schedule. Select your stops: Handpick locations like the Milwaukee Art Museum or Third Ward. Please note: Your exact itinerary may vary from the standard plan depending on the custom path and options you select at booking.

West of the Milwaukee River, you’ll find the historic arts and entertainment district of Downtown. Today, the area known as Westown includes several theaters and arts venues as well as sports arenas, the Baird Convention Center, and several historic hotels. Also in the district is the multi-block Grand Avenue Mall (1982), now redeveloped into The Avenue (2018) with updated food hall and shopping. This tour will explore the recent transformation of several historic buildings into mixed-use development with apartments, new coffee shops, and gallery spaces, and the reinvigoration of office space. Included on the tour are Milwaukee’s large blue building, the Reuss Federal Plaza, now known as 310W (1983), the historic Hotel Wisconsin (1913), and the Pabst Theater (1895). This walking tour is 1.4 miles in length. We recommend that travelers bring (weather permitting): good walking shoes, water, sunscreen, and/or an umbrella.

Our Brady Street Ghost Walk is a trip through the historic and haunted Brady Street area! Brand new real ghost stories from history and from local businesses who have shared their experiences with us, then we dive into the history of the building to see what’s behind it.

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Milwaukee, we combine creativity with local knowledge to show you hidden gems, secret angles, and the best light. You’ll not only get beautiful, professional photos but also insider tips to make the most of your time here. We’re proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results.

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Wisconsin Dells, we combine creativity with local knowledge to show you hidden gems, secret angles, and the best light. You’ll not only get beautiful, professional photos but also insider tips to make the most of your time here. We’re proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results.

Explore the narrow glacial neck of land that squeezed Madison's government, university, and public life between two glacial lakes. This walking tour traces how urban planning, state power, and world-changing lake science collide across the Madison Isthmus. - A 3.5 km self-guided tour with 8 stops over 123 min - Ideal for travelers interested in Urbanism, Infrastructure & Innovation and Power, Protest & Civic Spaces - Immersively told in a podcast style by experts and locals - Matching audio content, AI guide and navigation through the app

Milwaukee, once known as the German Athens, is the most German among major US cities. Walking down Old World Third Street today you are not likely to see many German shops advertising “English Spoken Here” as a special or unique service, but as early as 1848 it would not have been uncommon. Germans represented 1/3 of the entire population in Milwaukee and this section of the city was integral to German immigrant’s daily life. Today, much of the landscape today reflects that influence including a number of stops on the tour such as Turner Hall (1882), the Germania Building (1896) and Old St. Mary’s Church (1846). Woven between the cream city bricks, hear stories about the notable German biermeisters, tanners, merchants and artists who helped to shape Milwaukee.

This key commercial corridor on Milwaukee’s Lower East Side was settled by Polish immigrants who built St. Hedwig’s Catholic Church (1886) as the center of their community. Their residences, seen mostly north of Brady, became the ubiquitous Milwaukee Polish Flat. Later the neighborhood became home to a number of Italian families, who transformed many commercial buildings into businesses that are still on Brady today like Glorioso’s Italian Market (1946) or Peter Sciortino’s Bakery (1947). On this tour, you’ll also hear more about the counterculture era from the 1960s and 1970s and learn how Brady Street has reinvented itself in recent year. The tour blends local history and cultural insight with the sights and atmosphere of one of Milwaukee’s most engaging urban corridors.

Leave behind the group walking tours and explore Madison in a wilder way—via a photo scavenger hunt. Using just your smartphone, you and your crew wander from the Wisconsin State Capitol and famous State Street to the University of Wisconsin–Madison, the lakefront Union Terrace, and beyond. Along the way, complete crazy photo challenges, collect clues and points, and experience Mad City’s musical side.

Find out about Milwaukee’s dark history and most haunted places with this ghost-themed tour. Opting for a private tour means you’ll hear your guide clearly and can ask all the questions you want along the way. Find out about the city’s devastating fires in 1892 and the ghosts that are still believed to haunt the city. Learn about apparitions in a pub’s basement and bathroom mirrors, and visit the city’s most haunted location.

The Equine Forest Experience is unique because guests get to interact up close and personal with a herd of horses and donkeys living at liberty, moving naturally in their own space. Unlike a typical horse ride or farm visit, participants are immersed in the herd, observing and connecting with the animals’ authentic behaviors. The day continues with a guided forest hike and ends at a cozy campfire, creating a complete nature- and animal-based experience that is grounding, restorative, and unlike any ordinary outdoor activity.

Get ready to dive into Madison—the city of four lakes and the ultimate college sports town! Explore its fascinating history, from its founding by James Doty to its reputation as a hub for sports fans. Admire the world’s largest granite dome, tackle riddles at the State Street Capitol Parking Garage, and discover the city’s unique ties to buffalo robes. Be sure to capture a team selfie at the iconic Wisconsin State Capitol!

Set off on an exciting journey through Milwaukee! Dive into the city’s vibrant past—from its Native American heritage to the waves of European immigrants who shaped it. Explore the stories behind its landmark buildings, discover the legend of the famous “Fonz,” and learn why locals call ATMs “TYME machines.” Put your sleuthing skills to the test with fun challenges and clever clues along the way. And be sure to grab a selfie with the Fonz for extra points! Get ready to experience Milwaukee in a whole new way!

Are you ready for an adrenaline rush? 'The Hunt' is an absolute sensation in the center of Madison, Wiscoinsin. For those who love strategy and action, this game is the ultimate challenge. Imagine you are immersed in a world of tension and strategy, divided into teams - the ruthless criminals and the smart police officers. The clock is ticking and the hunt begins! It's a battle that requires the teams to hide, chase and run. Every minute of the game is crucial. Are you up for the challenge? Feel the thrill of chasing or dodging! Play 'The Hunt' with your friends, family or colleagues in Madison, Wiscoinsin.

Milwaukee is called many names; Brew City, City of Festivals, and Cream City, but it is most recognized as the place for great beer and cheese in the Upper Midwest. The large 19th century Germanic population continue to influence our local food products and dishes while some of the best restaurants from the historic Third Ward to East Town Downtown. When booking our winter exclusive Skywalk Food Tour you'll get to experience and enjoy all the best we have to offer from a warm second-story perspective. You'll get to experience and enjoy all the best we have when you book our Secret Food Tour: Milwaukee. As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience. No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!

See the sights of Milwaukee while learning facts about the city's history, art, and architecture on an entertaining and interactive scavenger hunt. This app-based game leads you through the city, challenging you with trivia questions and tasks as you pursue the items on your list. This is a fun group activity for team building, parties, or anyone looking for a playful and memorable way to get to know Milwaukee.

This experience is unique for its unmatched flexibility and strong emphasis on group interaction. It’s not bound to a fixed schedule or route, allowing groups to start, strategize, and explore at their own pace. The core difference is the immersive, lighthearted zombie theme that dictates the tasks—you're scavenging for supplies and completing silly challenges to prove your survival mettle. It’s perfect for team-building or family fun because it's priced per team (up to 10 people), includes the guidance of a remote, chat-based host, and culminates in the unique bragging rights of checking your national rank on the app's leaderboard.

Explore Milwaukee’s criminal underworld on the Mobsters and Mafia Tour, a guided walking experience that uncovers the rise and fall of the Milwaukee Mob and the powerful Balistrieri crime family. Visit historic locations while discovering how organized crime, political influence, and underground enterprises shaped the city throughout the 20th century. Hear captivating stories of power, loyalty, corruption, and betrayal as your guide reveals the real people and events behind one of Milwaukee’s most fascinating chapters. While the tour touches on the city’s Prohibition-era roots, its primary focus is the Milwaukee Mob and the figures who dominated the city’s underworld from the 1960s through the 1980s. Perfect for history enthusiasts, true crime fans, and curious travelers seeking a side of Milwaukee few visitors ever discover.

Set off on an action-packed adventure in Green Bay! Dive into the city’s fascinating past, from its days under British control to its ties to the American Revolutionary War. Celebrate the legacy of the legendary Green Bay Packers, stop by the Cherry Street Ramp, and snap fun selfies along the way. Discover how Green Bay earned the nicknames “Titletown USA” and the “Toilet Paper Capital of the World,” explore its lively Irish pubs, historic roadways, and iconic bridges, and don’t miss the chance to strike a pose with the museum’s towering T-Rex!