Top Wisconsin Private Sightseeing Tours

Washington Island, with its rich maritime history and Scandinavian heritage, is a perfect escape from the mainland bustle. On this self-guided driving tour, you’ll explore a place where shipwrecks shaped the community, and where ”island time“ means slowing down to appreciate Washington’s natural beauty, historical sites, and its unique character. The tour starts at the Washington Island Welcome Coffee Pot. You’ll wind through rustic roads, past historic buildings, pristine beaches, and peaceful nature preserves. The route includes stops at quaint village shops, Jackson Harbor, and secluded spots like Little Lake with its hand-built museum. You’ll learn about the Danish, Norwegian, and Icelandic immigrants who shaped the island’s culture, and hear fascinating stories about the ferries that have connected this remote community to the mainland for generations. You’ll also hear about the surprising connection between West Harbor and the Underground Railroad.

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.

Skip the crowds this is a private tour for your group only! Embark on a captivating 2-hour private tour of Milwaukee, where you’ll explore iconic landmarks, vibrant street art, and cultural gems. With comfortable transportation, this curated journey includes glimpses of Lakefront Brewery, the artistic wonders of Black Cat Alley, architectural beauty at Villa Terrace, the iconic Milwaukee Art Museum, culinary delights at Milwaukee Public Market, and the energetic ambiance of Fiserv Forum. Enjoy the city’s diverse offerings while our expert guide provides insights into Milwaukee’s rich history and culture. Throughout the tour hear intriguing stories about the most iconic landmarks of Milwaukee, becoming familiar with the city’s history, culture, heritage, and unique stories.

Download GuideAlong’s self-guided audio tour bundle to make the most of your Eastern USA road trips. As you drive, hear stories play automatically as you explore scenic drives, national parks, lakeshores, and historic parks. This is the ultimate collection of 14 iconic destinations, including Acadia, Blue Ridge Parkway, Catskills, Florida Keys, Great Smoky Mountains, Lake Superior, Outer Banks, Shenandoah, and Vermont’s Route 100. A memorable adventure awaits on America's iconic roads. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use Buy once, use forever! No expiry, includes free updates Like having a tour guide along for the drive Purchase one bundle per vehicle.

Travel between two lake-side terraces and enjoy some of Wisconsin's best cultural sites along the way with this self-guided and self-paced walking tour! • Visit some of Madison historically rich architectural gems such as the State Capitol, Der Rathskaller, Bascomb Hill, Memorial Union and much more • Hear from producer Frank Burge, an award-winning writer, essayist and midwestern local • Do it all in an hour or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it • Use the virtual tour option at home Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the VoiceMap app and enter your code. The app displays directions to the starting point, and when you’re in the right place, just pop in your headphones and tap start. VoiceMap has automatic GPS playback, with turn-by-turn directions. It also works offline.

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.

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.

See where ski-jumping Olympians, Hall of Fame players, and Major League Baseball players got their start in Eau Claire with this affordable audio tour. • Find out about the famous sports stars with a connection to the city and about the unique sporting tournaments that Eau Claire's hosted and participated in • Hear from producer Roger Gostomski, founder of Eau Claire Tours and who’s called the city home for over 30 years • Do it all in 75 minutes or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it • Use the virtual tour option at home Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the VoiceMap app and enter your code. The app displays directions to the starting point, and when you’re in the right place, just tap start. VoiceMap has automatic GPS playback, with turn-by-turn directions. It also works offline.

Get to know one of Milwaukee‘s most haunted neighborhoods, Westown, and discover why Marquette University is considered one of the nation‘s most haunted schools. On this self-guided walking tour, you‘ll visit eleven haunted locations and hear some of Milwaukee‘s most spook-tacular tales! Starting in front of the Milwaukee Public Museum, you‘ll stroll around Marquette Campus and along Wisconsin Ave to Straz Tower, where our tour ends. Along the way, you‘ll meet some of Milwaukee‘s most famous ghosts, including a professor who continues to report to work, and a home-proud beer baron. You‘ll also see the site of one of the city‘s most notorious murders. Lace up your shoes and join me in discovering the haunted side of this historic neighborhood. This family-friendly hour-long walk does contain content that may be disturbing, including details of murders, mentions of suicide and accidental deaths. Please use caution when selecting this tour for very young or sensitive audiences.

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.

Discover the natural and maritime heritage of southern Door County on this self-guided driving tour, where the total cost for the whole car is a fraction of a bus tour!! Journey through Carlsville and follow the Sturgeon Bay Canal, where you'll learn how this engineering marvel reshaped the region’s shipping industry. Pass the bustling shipyards of Sturgeon Bay and spot the Coast Guard station that still protects these waters. Along the way, hear about Native American settlements, Scandinavian influences, and Door County’s cherry orchards. Take in stunning views at Whitefish Dunes, Cave Point, and historic lighthouses. There are plenty of opportunities to stop your car and explore on foot, uncovering the rich stories behind the scenic spots. By the end of this journey, you’ll have a deeper appreciation for the beauty, history, and resilience of Door County. Whether you're here for a day trip or a weekend getaway, you’ll leave with a newfound understanding of this remarkable place.

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!

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.

Milwaukee is a city shaped by its waterways, its waves of immigrants, and its bold spirit-famous for its German heritage, its brewing traditions, and its knack for reinvention over nearly two centuries. Our journey today starts at Wisconsin Historical Marker three three three, which marks the heart of old Kilbourntown, walk through stories of rivalry, resilience, and remarkable change, all the way to the bustling Milwaukee Public Market in the Historic Third Ward. Go at your own pace. The tour never expires. This is a hand free experience, press play and put your phone in your pocket. The tour is location aware, and plays as you walk. It never expires.

Use the Built in EMF reader and see if there are spirits nearby. Along the way You will see classic landmarks like the Knight House, the Old Rittenhouse Inn, and the Carnegie Library, hear stories about ghostly innkeepers, toe‑tickling librarians, and a trench‑coated wanderer, like the mysterious “Irene” said to slam doors and stroll the Blue Room at Greunke’s as if check‑out time never came. Go at your own pace, anytime. the tour is on our walking tour app. The app provides a built in EMF reader you can use anytime by clicking the EMF button. The tour never expires. Listen again anytime.

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.

It's a fun way to explore downtown Green Bay by pedaling to different bars and restaurants, customized for your group of friends! Tours start at Hagemeister Park, and you can make stops along South Broadway to Rum Runners, Richard Craniums, and Cropsey's Bar or on Washington Street and enjoy your time at Fox Harbor Pub, The Nines, and Jill's Tavern! If you prefer to book by seat, call us for availability.

It's a fun way to explore downtown Sturgeon Bay by pedaling to different bars and restaurants, customized for your group of friends! Tours start and end outside of Stone Harbor Pub, and you can makes stops at Kitty O'Reilly's, Sonny's Pizzeria, Poh's Pub, Cherry Lanes Arcade, and more! If you prefer to book by the seat, call us for availability.

Highway 61 runs the length of Lake Superior's North Shore, and without local knowledge, the best waterfalls and overlooks are easy to drive past. This GPS-enabled, app-based audio tour guides you as you drive, pinpointing sights such as Gooseberry Falls and the Glensheen mansion. Cell service drops out along much of this road, so the whole tour works offline too.

The Milwaukee Downtown ride takes you on a on an exhilarating helicopter journey down the Milwaukee Bay where you can witness Downtown Milwaukee like never before! This ride offers a truly unique perspective, soaring directly over the heart of the city. You’ll be treated to sweeping views of the Milwaukee River, the iconic Hoan Bridge, and the majestic Milwaukee Art Museum. But that’s not all – this ride encompasses the entire cityscape, ensuring you don’t miss a single landmark.

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.

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!