Top Wisconsin Culture in 2026

Door County’s northern peninsula is a blend of small coastal villages, quirky oddities, and natural beauty. This self-guided driving tour, which is less than the cost of a tour bus ticket, as you pay per car, takes you through the county’s most scenic landscapes, from Bailey’s Harbor on Lake Michigan to Fish Creek on Green Bay, while you listen to fascinating stories along the way. I’ll show you the area where Door County’s settlement began, when Captain Justice Bailey sought shelter from a storm in 1848. As you drive along the peninsula, you’ll travel through historic fishing villages, and visit scenic overlooks perched high above the water. Once you’ve completed a loop of the northern thumb, including stops at Sister Bay, Ellison Bay, and Fish Creek, the tour ends at Wood Orchard Market. You’ll discover the natural beauty and local culture, and hear some of the stories behind this “Cape Cod of the Midwest.“ Stop when you want to and enjoy the beauty, start again when you ready!

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.

Glide through one of Door County's most beautiful areas on a Segway adventure connecting Cave Point County Park and Whitefish Dunes State Park. Ride along quiet roads surrounded by forest, enjoy views of Lake Michigan, and stop at Cave Point's famous limestone cliffs and shoreline. Your local guide adds stories about the area along the way, with plenty of opportunities for photos. Never ridden a Segway? No problem—your guide provides individual training before the tour so you can get comfortable before heading out. You'll experience the beauty of this scenic area in a unique way as your guide leads you to the best spots & share fascinating stories & history along the way.

Gift the Packer fan in your life an experience they can’t replicate—a Segway tour along the Packers Heritage Trail through Green Bay’s historic downtown. Showcasing the wild history of this NFL team, you’ll zoom over the Ray Nitschke Bridge, wheel across City Deck, count 22 bronze Packer plaques, and learn all there is to know about Green Bay’s football history. This small-group tour brings the Packers to life.

Explore Door County’s Peninsula State Park on a Segway tour featuring the best views the area offers. Effortlessly glide through the park’s roadways for unparalleled views of the forest, Green Bay, and nearby islands. Learn about the region from your tour guide and enjoy plenty of stops to take photos of your day.

The National Railroad Museum in Green Bay, Wisconsin, invites visitors to explore the rich history of railroading. Home to over 70 historic locomotives and railcars, including the famous Big Boy No. 4017, the museum offers immersive indoor and outdoor exhibits. Engage with unique artifacts and seasonal train rides, while enjoying educational programs and special events throughout the year. This destination is perfect for families, history buffs, and rail enthusiasts alike, making it a must-visit attraction in the Midwest.

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.

Explore Sheboygan’s highlights in a fun way, on a Segway, on this small-group excursion. Cruise along the Sheboygan River and Lake Michigan shoreline to see the lighthouse, shipwreck sites, schooner remains, and the John Michael Kohler Arts Center. If you’d like, you can upgrade to a private tour for a more personalized experience.

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.

See the natural splendor of Fish Creek in Wisconsin’s beloved Door County from the comfort of a Segway on this fun and unique guided tour. You’ll see all the charming town’s highlights, from the scenic Niagara Escarpment to Peninsula State Park to the tony Millionaire’s Row to the Alibi Dock Marina bobbing with boats. Finish at the stunning Sunset Beach State Park and understand why it has that name if you go at the right time of day.

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.

Make memories to last a lifetime and step into a fantasy during this private photoshoot, complete with an eye-catching gown designed to flow far behind you and catch in the breeze. Don’t worry about being camera-shy, because the team is there to make sure you are comfortable and having fun. Get eye-catching, unedited pictures that you can share with your family, friends, and followers.

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.

Our guided City Skyline Kayak Tours are 1.5–2 hours long and follow the Milwaukee River up towards downtown Milwaukee. We do not make any stops along the way for this tour, but we do provide details about Milwaukee's history and attractions along the river. Our knowledgeable guides will provide you with any kayaking instruction you may need and ensure you feel safe and comfortable on this beginner-level tour.

Skip the standard walking tour and get an upgrade—one you can take on your own time, even at home. Using just your smartphone, you’ll have your guide in your pocket, taking you across the city’s eras, from lumber and steamboats to opera houses and more. Complete the 30-topic audio tour in 90 minutes, or stop and start as you like. You can even hop on virtually at home.

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.

If you want to scoot around Green Bay in a fun way, this e-scooter tour is a great idea. Downtown Green Bay’s pathways are perfect for this rolling guided tour, both available as a group tour and as a private tour. See both sides of the Fox River as you e-scooter to Green Bay landmarks like CityDeck and Green Bay Packers Heritage Trail Plaza.

Step into the amber-tinted story of Milwaukee’s beer empire. Walk from the Cream City brick fortresses of nineteenth-century barons like Pabst and Schlitz to church-turned-incubators, Prohibition-era dining rooms, and riverfront power plants reborn as craft breweries. Experience the sensory richness of old taverns, world-famous stickers, and the human grit that made Brew City famous. - A 4.2 km self-guided tour with 8 stops over 134 min - Ideal for travelers interested in History & Memory and Foodways & Culinary Identity - Immersively told in a podcast style by experts and locals - Matching audio content, AI guide and navigation through the app

This experience is for the budget friendly travelers. This bus tour has a minimum 8 guest requirement to operate. A 90-120 minute Tour Times: 10am. Embark with fellow guests on an unforgettable journey through the heart of Milwaukee, where history, culture, and vibrant energy converge to create an experience like no other. From the shores of Lake Michigan to the iconic Harley-Davidson Museum, immerse yourself in the rich tapestry of this dynamic city. Explore the historic Third Ward, where cobblestone streets lead to artisan boutiques and eclectic galleries. Indulge in the delights of the city's diverse neighborhoods from the viewpoint of a local, showcasing the best of local flavors. Discover the marvels of Milwaukee's skyline, including the stunning Milwaukee Art Museum with its iconic wings. Whether you're a history buff, a restaurant lover, or an art aficionado, this Milwaukee tour promises to captivate your senses and leave you longing to uncover more of its hidden treasures.

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!

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.

Make exploring Manitowoc a family-friendly adventure with this Segway tour. Covering far more ground than you’d ever see on foot, you’ll glide from a WWII submarine to the dock of the S.S. Badger and beyond—you’ll even see where Sputnik crashed. Good for most ages and abilities, travel as fast or slow-paced as you like, taking in this historic Lake Michigan town.

Explore the Immigrant, Labor, and Civil Rights History of Bay View through a gentle walk in this charming neighborhood of Milwaukee. Emeritus History Professor Tim Thering will transport you back to three different time periods that dramatically shaped the Bay View neighborhood, the city of Milwaukee, and the nation. You will learn about the Bay View Massacre that tragically ended Milwaukee’s immigrant workers’ struggle for the 8-hour day. You will hear about how Anarchist Italian immigrants in the neighborhood battled with local authorities during World War I. Finally, you will discover how the son of Bay View grocers, Father James Groppi, helped to lead the Milwaukee Civil Rights movement of the 1960s. The tour includes visiting several iconic businesses in this tightly packed corner of Bay View, Milwaukee. Food and most drinks are included in the price.