Chicago Milwaukee and Lakes 6 Day Tour

A Practical Look at the Chicago Milwaukee and Lakes 6 Day Tour

If you’re dreaming of a trip that combines city sights with stunning natural landscapes, this 6-day tour of the Great Lakes region might catch your eye. It promises a balance of urban exploration, scenic lake views, and cultural highlights, all bundled into a week of adventure. While we haven’t personally taken this specific journey, a detailed review based on available info can help you decide if it’s the right fit.

What immediately stands out is the inclusion of iconic city stops like Chicago and Milwaukee, along with the chance to visit impressive natural sites such as Lake Superior’s Pictured Rocks and Tahquamenon Falls. Plus, the tour offers the opportunity to explore Mackinac Island, where cars are banned—imagine walking or biking through charming streets that feel like stepping back in time. We love the diversity packed into just six days, offering both vibrant city life and peaceful lakeside scenery.

However, a possible consideration is the packed itinerary—if you’re someone who prefers slow-paced travel, this might feel a bit rushed. Also, the price of around $1,307 per person covers quite a bit, but it’s worth thinking about what’s included (and what’s not), especially if you’re a foodie or someone who likes more flexibility with meals and spontaneous stops.

This tour feels best suited for travelers who enjoy a structured schedule but want to see a lot without the hassle of planning each detail themselves. It’s ideal for those interested in lakeside landscapes, iconic American cities, and historical sites, plus those who appreciate guided experiences to enhance their understanding of each stop.

Key Points

• Diverse itinerary: Combines city tours, natural wonders, and island visits, offering a well-rounded experience.
• Comfortable accommodation: Hotel rooms for up to four people with various bed options, based on availability.
• Expert guidance: Knowledgeable guides help bring each stop to life and keep the group organized.
• Value for money: Includes many attractions and entrance fees, making the price competitive for what’s offered.
• Flexible options: Pickup at Chicago O’Hare and optional add-ons like the Chicago architecture tour.
• Some rushing: The itinerary is packed, so expect busy days with limited downtime.

An In-Depth Look at the Tour Itself

The Start: Chicago and First Impressions

Your adventure begins in the Windy City, with a complimentary pickup from O’Hare Airport. Expect a smooth start if your flight arrives within the specified window. Once on the bus, the first stop is the Crown Fountain—a modern, interactive art piece that’s fun to see even if you’re not into contemporary art. If you arrive early enough and opt for the optional night tour, you’ll get a different perspective on Chicago’s vibrant cityscape. Keep in mind, this extra experience has a surcharge and requires at least four participants to run.

Day 2: Milwaukee and Green Bay

Traveling to Milwaukee, you’ll visit the Harley-Davidson Museum—a must-see if you’re into motorcycles or American manufacturing history. It’s a solid hour to explore over 450 motorcycles and artifacts, giving a tangible connection to the brand’s legacy. Many reviews praise the guide’s insights here, making the visit more engaging. Just keep in mind that admission isn’t included, so budget accordingly if you want to dive deeper.

Next, the Milwaukee Public Market offers a lively indoor space with 24 different vendors—perfect for grabbing a quick bite or just browsing local produce and crafts. It’s a great way to get a taste of the city’s culinary scene without committing to a sit-down restaurant.

The afternoon includes a short stop in Green Bay, where the tour highlights the city’s sporting culture and local flavor. This isn’t a lengthy stop, but it’s enough to breathe in the city’s vibe and maybe snap a few photos.

Day 3: Natural Wonders – Lake Superior and Pictured Rocks

One of the tour’s highlights is the exploration of Lake Superior and the Pictured Rocks National Lakeshore. Here, you’ll see some of the most impressive rock formations along the lakeshore, with Miners Castle and Miners Beach offering photo-worthy vistas. The in-depth tour lasts nearly three hours and includes about 35-90 minute stops. It’s a scenic drive with plenty of opportunities for nature photography and quiet moments to enjoy the vastness of the lakes.

The Point Iroquois Lighthouse provides a quick but picturesque stop, with views connecting Lake Superior to Lake Huron. The Soo Locks are a fascinating feat of engineering, allowing ships to navigate between lakes—this is especially intriguing if you enjoy mechanical marvels or shipping logistics.

Day 4: Mackinac Island and Traverse City

A ferry ride takes you to Mackinac Island, a unique place where motor vehicles are banned. The only way to explore is on foot, by bike, or horseback. The carriage tours give a glimpse into the island’s history and charm, and many find the peaceful streets and historic buildings a highlight. Expect to spend around four hours here—ample time to soak in the sights and maybe indulge in some famous fudge.

Later, your journey takes you to Traverse City, a laid-back lakeside town known for outdoor activities. You’ll get a quick look at this charming spot, which is perfect for those who love beaches, hiking, or just relaxing by the water.

Day 5: Holland and the Car Museum

Your day begins in Holland, Michigan, known for its Dutch heritage. The visit to Windmill Island Gardens is a nod to the Netherlands, with the authentic De Zwaan windmill and lovely gardens. It’s a peaceful spot to wander and enjoy the scenery.

In the afternoon, the Gilmore Car Museum showcases vintage and classic cars, which may delight car enthusiasts. It’s a straightforward visit, but many reviews note it as a fun throwback to automotive history.

Day 6: Chicago’s Architectural Marvels

Your last day is packed with Chicago’s architectural highlights. A walk through Millennium Park, with the iconic Cloud Gate (“The Bean”), offers a great photo backdrop and a taste of the city’s modern art scene. The Chicago Architecture Aesthetics Tour lasts about 100 minutes, giving you insights into the city’s skyline and historic buildings.

Next, a visit to the Art Institute of Chicago introduces you to masterpieces by Van Gogh, Monet, and others—definitely a highlight for art lovers. Rounding off the day, the optional 360 Chicago observation deck provides sweeping views from atop the John Hancock Tower, perfect for capturing the city’s skyline before heading home.

Practicalities and What to Expect

This tour is designed for travelers who want a comprehensive look at the Great Lakes region without the hassle of organizing each stop. The group size, capped at around 55, keeps things manageable, and the guides are typically praised for their knowledge. Transportation on a professional vehicle ensures comfort, with different bus types depending on the number of participants.

Accommodations are straightforward, with rooms fitting up to four travelers, usually with two full/double beds or a single king/queen. The tour includes breakfast options and gratuities for guides and drivers, adding value to the overall package.

Price-wise, at $1,307 per person, you’re paying for travel, entry fees (if the optional add-ons are selected), and guided experiences. If you’re someone who prefers spontaneous travel or wants to explore independently, this might feel a bit structured. But if you appreciate guided insights and a well-planned itinerary, you’ll likely find it worthwhile.

Considerations

• The itinerary is quite full—expect busy days, especially on the natural and city sightseeing stops.
• Some attractions, such as Cloud Gate, are affected by surrounding construction, so views might be partially obstructed.
• The optional tours like the Chicago architecture walk and 360 Chicago have additional costs, so budget accordingly.
• The tour involves some walking, especially on Mackinac Island and in cities; wear comfortable shoes.
• For families traveling with young children, note that some stops involve significant walking or are not specifically tailored for kids.

Final Thoughts: Is This Tour Right for You?

This six-day journey offers a strong mix of nature, culture, and city life, all led by knowledgeable guides. It’s a good pick for travelers who want a guided, worry-free experience and are eager to see some of the most scenic and historic spots around the Great Lakes. You’ll love the views of Lake Superior and the chance to walk through cities rich in architecture and history.

On the downside, the schedule is tight, and you might find yourself wishing for more free time. It’s not ideal if you’re looking for a leisurely, unstructured trip. But if you’re eager to pack in as much as possible and enjoy the comfort of guided logistics, this tour does deliver good value, especially with the included attractions.

This experience is best suited for curious, travel-savvy folks who want a comprehensive taste of the Great Lakes region without the stress of planning every detail themselves. It’s a balanced mix of city vibes, natural beauty, and cultural insights—perfect for a memorable week on the road.

FAQ

Is airport pickup included?
Yes, the tour offers a complimentary pickup from Chicago O’Hare International Airport between 9:00 a.m. and 9:00 p.m.

Can I choose my hotel room type?
Rooms are assigned based on availability and typically include two full/double beds or one king/queen. The maximum occupancy per room is four travelers.

Are attractions like the Art Institute or 360 Chicago included?
They are optional add-ons with additional fees. If you want to visit these, you should purchase tickets through the guide or in advance.

What if I arrive early or late for the tour start?
The tour begins with airport pickup; arriving outside the specified window may complicate pickup arrangements. It’s best to coordinate with the tour provider ahead of time.

Is this tour suitable for families?
While not specifically marketed as a family tour, many stops involve walking, and some attractions may be more appealing to adults. Check the itinerary for specific considerations.

What should I bring?
Comfortable shoes, weather-appropriate clothing, sun protection, cash, and drinks for staying hydrated. Some sightseeing involves walking on uneven surfaces.

What happens if some attractions are closed?
The tour provider will arrange alternative options if scheduled sites are inaccessible or closed.

This comprehensive look should help you weigh whether this tour fits your travel style. It offers a solid mix of landscapes and urban experiences and is particularly suited for those eager to see a wide swath of the Great Lakes region without the hassle of detailed planning.