Top Wisconsin Private Sightseeing Tours

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.

Discover the natural and maritime heritage of southern Door County on this self-guided driving 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, and with plenty of ideas for what to explore next.

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.

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.

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.

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.

Door County’s northern peninsula is a blend of small coastal villages, quirky oddities, and natural beauty. This self-guided driving tour 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. The tour starts at Anclam Town Park in Bailey’s Harbor. 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 near Egg Harbor. Along the way, you’ll discover the perfect mix of natural beauty and local culture, and hear some of the stories behind this “Cape Cod of the Midwest.“

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!

Download the GuideAlong self-guided audio tour and you'll discover more on your Lake Superior North Shore road trip. Hear fascinating behind-the-scenes stories, local tips and directions play automatically along Highway 61, all based on your location. You'll be guided to all of the area's famous highlights as well as lessor known gems including one of Minnesota's most photographed lighthouses, a historic mansion that's also the site of a famous murder mystery, and an iconic 932-foot-high scenic lookout over Lake Superior. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you. - Stories, tips and directions play automatically based on your location - Travel at your own pace - Tour offline using GPS, no cell service or WiFi 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 tour per vehicle.

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.

You’re never too old to get on an e-scooter—especially when it sends you deep into nature. On this tour, you’ll follow your guide along Door County’s best backroads, getting away from the crowds and into North Fish Creek and the Ephraim Wetlands. Practically effortless to learn, you’ll glide along at speeds above 19 miles an hour, making the most out of your time in Wisconsin’s most picturesque county.

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.

Shakers Cigar Bar is housed in a preserved 1894 building with a deeply layered past, including its time as a Prohibition-era speakeasy and brothel. Unlike typical ghost tours that move quickly from stop to stop, this experience is rooted in a location that has carried its stories for over a century. Guests don’t just hear about history—they step into it. The tour blends documented history with firsthand accounts, creating an experience that feels immersive rather than theatrical. The atmosphere of the building itself plays a central role, offering a level of depth and realism that can’t be replicated elsewhere. It’s not just a ghost tour—it’s a chance to experience one of Milwaukee’s most storied spaces from the inside.

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.

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

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.

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.

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.

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.

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.

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.