Top Wisconsin Car Tours in 2026

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.

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.

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.

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!

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.

Milwaukee is chock-full of epic holiday light displays, and you’ll get to see—and snap—them all on this hop-on hop-off tour. Great for locals and visitors, you’ll cruise from Catalano Square to Pabst Brewery and more, only getting off when you like. Along the way, expect caroling, a complimentary drink and dessert, and plenty of glowing Christmas cheer.

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.