Top Wisconsin Walking Tours - page 2

Get a different perspective on Milwaukee and learn about the unique heritage of it Historic Third Ward on this ghost-themed walking tour. A you stroll the streets, you'll hear tales of paranormal activity and about the haunted history of the district, which was once a rough and ready 19th-century ghetto known as the Bloody Third.

Experience the sweeter side of Milwaukee on this fun and family-friendly walking tour through one of Wisconsin's most vibrant cities. Along the way, you'll enjoy a delicious assortment of donuts, pastries, locally inspired sweet treats, and freshly brewed coffee from some of Milwaukee's favorite bakeries and cafés. As you explore downtown, your guide will share fascinating stories about the city's rich history, impressive architecture, thriving arts scene, and unique local culture. You'll discover iconic landmarks, hidden gems, and neighborhood favorites while enjoying some of the best sweet treats Milwaukee has to offer. Whether you're visiting for the first time or are a lifelong local, this tour is the perfect blend of delicious food, local history, and unforgettable memories.

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.

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.

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.

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 private walking tour reveals the cultural heritage of Milwaukee. Explore historic streets shaped by American industry and artistic growth. Discover a city whose legacy reflects transformation and modern identity. Begin near the statue of General Douglas MacArthur. Learn how leadership and history shaped this urban landscape. Walk through vibrant districts filled with architectural character. What stories define Milwaukee’s cultural evolution? The Milwaukee County War Memorial Center presents a powerful historical tribute. Nearby, the Milwaukee Art Museum showcases a refined artistic heritage. Its striking design reflects contemporary architectural vision. The journey continues to Lakeshore State Park. This waterfront setting offers calm views and fresh perspectives. Capture memorable moments while exploring one of the city’s scenic spaces. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience

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.

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.

Skip the crowds this is a private tour for your group only! Embark on a magical journey through the heart of Milwaukee with our 2-hour private Christmas Lights tour. Marvel at the enchanting Daniel W. Hoan Memorial Bridge, where the city’s skyline sparkles with festive lights, setting the tone for a joyful adventure. Stroll through Catalano Square, transformed into a holiday haven, and witness the twinkling lights of Zeidler Union Square, radiating Christmas cheer. Pere Marquette Park awaits with its serene beauty, adorned with festive decorations, while Cathedral Square Park captivates with its historic charm, illuminated by the spirit of the season. Our comfortable transport ensures you experience the magic hassle-free, creating cherished memories as you explore Milwaukee’s most dazzling Christmas landmarks. *For reference only. Itineraries subject to change.

Travel back in time and learn more about Wisconsin’s first company town. Today, Bay View is one of Milwaukee’s neighborhoods but it was originally established in 1867 for workers at the Milwaukee Iron Company. The tour will explore houses built for laborers and managers and discuss the development of the mill and town before it incorporated into Milwaukee in 1887. Beyond residential streets, stops include important businesses, community spaces including the Beulah Brinton House (1871), houses of worship, and landmarks like the Pryor Avenue Iron Well (1882). The tour will also share immigrant stories from Welsh, English and later Italian families who established deep roots in Bay View. This walking tour is 1.9 miles in length. We recommend that travelers bring (weather permitting): good walking shoes, water, sunscreen, and/or umbrella.

The Historic Third Ward was the first stop for many of Milwaukee's European immigrants, particularly the Irish and later the Italians. Close to cheap housing and available jobs, these new arrivals created close-knit communities. Like most major industrial cities, the Third Ward had a significant and destructive fire in 1892, which reshaped the landscape to much of what you see today. In the 1970s, this area experienced a resurgence that transformed factories and warehouses into condos and mixed adaptive reuse. On this tour, learn about the neighborhood landscape as well as the Irish and Italian immigrants as well as the impact of the LGBTQ+ community and other residents. Stops include the Milwaukee Public Market (2005), Milwaukee Institute of Art and Design (MIAD) (1974), and Commission Row (1894). This walking tour is 1 mile in length. Travelers are recommended to bring (weather permitting): good walking shoes, water, sunscreen, and/or umbrella.

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!

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!

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!

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.

⭐ 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.

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!

Get ready for an exceptional golfing journey through the legendary courses! We're excited to lead you on a leisurely exploration of these iconic links, showcasing the most esteemed golf courses that the area has to offer while uncovering hidden gems that many travelers may miss. In addition to our expert golfing guidance, we're delighted to share insider insights and techniques to elevate your golfing experience! Join us as we reveal the well-kept secrets and treasures of the region's golfing heritage, all while honing your swing and strategy on some of the most picturesque courses. We can't wait to welcome you and embark on this unforgettable golfing escapade together!

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.

Zombie Scavengers hunt stands out by blending real-world urban exploration with an exciting zombie apocalypse narrative. Its uniqueness lies in the complete player freedom; unlike standard hunts, you get to choose your own route and the order of tasks across the city, making it a strategic exercise. The immersive experience is powered by an app that tracks your survival points from finding supplies and completing fun, themed photo/video challenges. Crucially, it includes a remote survival guide who assists you via chat, and your score is compared in real-time on a national leaderboard, turning your local adventure into a country-wide competition.

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.