Traveling along the stunning shores of Lake Michigan, Lake Superior, and Lake Huron sounds like a dream—and this 5-day tour promises just that. It’s an adventure that takes you through some of the most iconic spots in the Great Lakes region, from vibrant cities to natural wonders. While I haven’t personally taken this exact trip, I’ve sifted through all the details to give you a clear picture of what to expect.
What really stands out are the variety of experiences packed into this short span—whether you’re a lover of history, nature, or city sights, there’s something for all. The inclusion of stops like the Harley-Davidson Museum, Pictured Rocks, Mackinac Island, and Chicago’s architecture scene keeps things lively and diverse. Plus, the tour’s emphasis on good guides and well-organized logistics makes for a smooth experience, which is often a big plus in multi-day adventures.
That said, a potential consideration is the busy schedule—if you prefer a slower pace with less rushing, this might feel a bit packed. Also, some attractions like Windmill Island or the Art Institute are optional and not included in the base price, so additional costs could add up if you decide to fully indulge.
This tour seems best suited for those who love exploring multiple destinations without the hassle of planning every detail. It’s a balance of natural beauty, cultural highlights, and city life, making it ideal for travelers who want a taste of everything the Great Lakes have to offer.
Key Points

- Diverse itinerary includes natural parks, city landmarks, and historic sites.
- All-inclusive logistics with transportation, hotel stays, and some attractions covered.
- Few optional extras like museum entries or cruises can enhance the experience but may increase costs.
- Comfortable group size keeps the tour intimate yet lively, with a maximum of 55 travelers.
- Good value for the price considering the variety of stops and included amenities.
- Ideal for curious explorers wanting a comprehensive taste of the Great Lakes region.
An In-Depth Look at the 5-Day Great Lakes Tour

Planning a trip that covers the expansive beauty and culture of the Great Lakes in just five days sounds ambitious. Luckily, this tour is designed to pack in a lot without overwhelming you. Let’s walk through what each day offers and what makes each stop worthwhile.
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Day 1: Starting in Chicago and Heading to Milwaukee
The adventure kicks off in Chicago, with a morning meeting at 8:00 am. From there, you’re whisked northward to Milwaukee, Wisconsin, a city famed for its brewing traditions and industrial heritage. Highlights include visiting the Harley-Davidson Museum, where you can get a glimpse into over a century of motorcycle craftsmanship. The museum houses more than 450 bikes and artifacts, including some of the oldest Harley models. While admission isn’t included, most visitors find it an engaging peek into American motor culture.
Next, you’ll stroll through the Milwaukee Public Market. This indoor hub of local flavor features 24 vendors selling Wisconsin cheeses, sausages, and handmade crafts—definitely a foodie’s paradise. It’s a lively spot that captures the city’s character.
The day rounds out with a quick stop in Green Bay, known for its Packers and vibrant dining scene, before heading inland to the night’s hotel stop in Escanaba. While Green Bay’s stop is brief, it allows a quick glance at the city’s lively spirit.
Day 2: Exploring Lake Superior and Pictured Rocks
Day two is where the natural beauty gets front and center. You’ll explore the Pictured Rocks National Lakeshore, renowned for its colorful cliffs, waterfalls, and scenic beaches. The in-depth tour here includes Miners Castle, Miners Beach, and the stunning Tahquamenon Falls—a highlight for many. Expect about 2 hours and 40 minutes of awe-inspiring landscapes, with admission included.
Traveling further along Lake Superior, you’ll visit the Point Iroquois Lighthouse, where you can take in sweeping views of the connection between Lake Superior and Lake Huron. Its historic charm makes for some great photos.
Another highlight is the Soo Locks, a fascinating feat of engineering that allows ships to traverse between Lake Superior and the lower Great Lakes. Watching ships pass through these locks is both impressive and educational, and they’re free to view.
Day 3: From Mackinaw Island to Traverse City
The third day offers a taste of Michigan’s unique attractions. You’ll hop on a ferry to Mackinac Island, famous for no motor vehicles—only bikes, horse-drawn carriages, and walking. The island’s charm is undeniable, with historic buildings and scenic views. You’ll have about four hours here, so plan to enjoy some leisurely exploring.
Later, the journey takes you to Traverse City, a charming city surrounded by Lake Michigan. Known for its outdoor activities, vineyards, and vibrant downtown, it’s a perfect spot to relax after a day of sightseeing. The brief stop here provides a snapshot of its lively character.
Day 4: Windmills and Classic Cars in Holland and Gilmore
On day four, the tour heads to Holland, Michigan, famed for its Dutch heritage. Visiting Windmill Island Gardens, with the authentic De Zwaan windmill, offers a taste of Dutch tradition and beautiful gardens.
Later, a visit to the Gilmore Car Museum showcases vintage and classic cars from the late 1800s through the 1960s. Car lovers will appreciate the extensive collection and the chance to see automobiles from different eras.
The day concludes with a return to Chicago, offering a nice mix of natural scenery and cultural history.
Day 5: Chicago’s Architectural Marvels
The final day is dedicated to Chicago’s iconic sights. You’ll start with Millennium Park and the famous Cloud Gate sculpture (the “Bean”). While construction may limit visibility slightly, it remains a must-see.
Next, a quick walk through Grant Park, followed by optional visits to world-renowned spots like the Art Institute of Chicago—home to artworks from Van Gogh to Cezanne. If art isn’t your thing, you might prefer the architectural tour or the Chicago River architecture cruise. Both options give a fascinating perspective of the city’s skyline from different angles.
Finally, the trip wraps up with a visit to 360 Chicago, where you can enjoy panoramic views from atop the John Hancock Tower—an excellent way to end your journey.
The Value Behind the Price

At $1,215 per person, this tour offers a lot—multiple transportation days, hotel stays, several major attractions, and guided expertise. While some attractions like the Art Institute or cruises are optional and may incur extra fees, the core experience covers the highlights of the lakes and cities.
Travelers tell us guides are generally knowledgeable, which makes a difference when navigating a busy itinerary. The inclusion of meals and gratuities adds a layer of convenience, and with most travelers booking about 4 months in advance, it suggests this is a popular choice for trip planners.
However, keep in mind that the schedule is fairly packed, and some might find the pace a little brisk, especially if you prefer spending longer at each sight. Also, a few attractions are not included in the base price, so budgeting extra for those might be a good idea if you want to fully indulge.
Who Is This Tour Best For?
This tour fits travelers who want a broad, action-packed introduction to the Great Lakes region. It’s perfect for those who enjoy natural scenery, city exploration, and cultural highlights all in one trip. If you’re someone who doesn’t mind a busy schedule and values organized logistics, you’ll likely find this a well-run and enjoyable experience.
It’s also suitable for first-time visitors to the area, as it offers a taste of its most iconic spots without the stress of planning each day. While it’s not specifically family-focused, families with older children or teens who can handle the pace might enjoy it too.
FAQ
Is transportation included for the entire trip?
Yes, professional vehicle transportation is included throughout the tour, with the vehicle size based on the number of guests.
Are hotel accommodations included?
Yes, hotel rooms are provided for the nights of the tour, with each room accommodating 2-4 guests depending on availability.
Can I customize my experience?
Some attractions are optional, and you can choose whether to participate. For example, the Chicago architecture cruise or the Art Institute visits are optional.
What should I bring?
Comfortable shoes and clothes are a must, along with sun protection like a hat and sunglasses. Don’t forget cash and drinks for staying hydrated.
Are meals included?
Breakfasts are included, but most other food and beverages are not covered in the tour price.
What if attractions are closed or weather is bad?
The tour operator might adjust the schedule if necessary, and in case of bad weather, a different date or full refund may be offered.
Is it suitable for children?
While not explicitly marketed as a family tour, older children and teens comfortable with walking and bus travel should find it manageable.
5 Day Tour On Lakes Superior Huron and Michigan
Final Thoughts
This 5-day Great Lakes tour offers a well-rounded snapshot of the region’s natural beauty, cultural sites, and cityscapes. It’s a solid choice for travelers eager to see multiple highlights without the hassle of arranging each detail themselves. The guided structure, combined with scenic stops and city attractions, makes for an engaging experience that balances fun, education, and relaxation.
If you’re someone who appreciates organized travel and wants a comprehensive look at what the Great Lakes have to offer, this tour is worth considering. Just be prepared for a busy schedule and a few optional expenses along the way. Overall, it’s a good way to get your feet wet in the lakes’ stunning landscape and vibrant cities—all in just five days.
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- Chicago Walking Tour with Historic Sites & Boat Cruise
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More Chicago experiences we've covered
- 5 Day Tour On Lakes Superior Huron and Michigan
- Chicago: Art of a City, Downtown Chicago Guided Walking Tour
- Michigan Avenue Rendezvous Walking Tour with Smartphone App
- Chicago Hauntings Original Ghost Walk through Old Chicago
- Chicago to Chicago O`Hare Airport (ORD) – Departure Private Car Transfer
- Routes POR Route 66 with Audio Guide
- Chicago: Field Museum of Natural History Ticket or VIP Tour
- Chicago Walking Tour with Historic Sites & Boat Cruise
- The Bear Private Pedicab Food Tour of Chicago
- Chicago River 90-Min Architecture Boat Tour
- Chicago:Milwaukee City Highlights Day Trip with Brewery Tour
- Chicago Milwaukee and Lakes 6 Day Tour
