Walkin’ with Colin: Chicago Tour du Jour

If you’re looking for a way to soak up Chicago’s vibe beyond the usual tourist spots, this Walkin’ with Colin tour promises to be both engaging and informative. It’s a walking adventure that aims to reveal the city’s hidden gems, iconic landmarks, and lively stories—all led by a guide described as “entertaining, informative and enthusiastic.” From the moment you meet under that distinctive red roof, you’re in for a two-hour jaunt through Chicago’s heart and soul.

What we love about this experience is first, its focus on stories and secrets that aren’t always in the guidebooks. Colin’s tour is a chance to see the city through a more personal, local lens. Second, the stunning views and impressive architecture along the route make it more than just a history lesson—they’re a visual treat.

One possible consideration is the duration and pace—two hours can feel quick if you’re a slow walker or if the weather turns sour. And, since it’s a walking tour, those with low fitness levels or mobility issues might want to think twice. Still, if you’re comfortable on your feet and eager to explore Chicago’s vibrant streets, this tour could be a perfect fit.

This tour is best suited for adventurous travelers, culture enthusiasts, and anyone curious about Chicago’s lesser-known stories. It’s not designed for children under 13, but for adults eager for an insightful stroll, it offers genuine value.

Key Points

• Expert guide: Colin is praised for being friendly, enthusiastic, and knowledgeable.
• In-Depth storytelling: The tour peels back Chicago’s layers of history, art, and architecture.
• Beautiful sights: Expect spectacular views both inside and outside magnificent buildings.
• Flexible booking: Cancel up to 24 hours ahead with a full refund, making it easy to plan.
• Cost-effective: At $44 per person, it offers a lot of value for a guided 2-hour walk.
• Small group: Limited to 10 participants, ensuring a personalized experience.

You can check availability for your dates here:

A Closer Look at the Experience

What the Tour Covers

The “Chicago Tour du Jour” is designed to highlight Chicago’s history, culture, and architecture. Led by a guide who “shares some great info about different buildings, mosaics, and works of art,” this walk is more than just sightseeing—it’s a step back into the fabric of the city. You’ll start from the 1 North Dearborn Building, where Colin’s energetic presence sets the tone for a fun, engaging outing.

The route takes you around “Da Loop,” the city’s iconic downtown area, weaving in and out of extraordinary buildings with a focus on art and architecture. You’ll get close to famous sites like Millennium Park, the Chicago River, and other cultural landmarks—each with its own story. Expect to see art by Picasso, Chagall, Calder, and DeBuffet, which opens your eyes to Chicago’s vibrant artistic scene.

The Atmosphere and Guides

From reviews, it’s clear that Colin’s enthusiasm and storytelling ability are big highlights. One traveler from Germany mentioned, “He shared some great info about different buildings, mosaics, and works of art.” That kind of detailed insight makes the tour feel personal and insightful. The guide’s lively style keeps the group engaged and makes the two hours fly by.

Building Entry and Art Highlights

All building entries are included in the price, so you won’t need to worry about extra costs. Colin loves pointing out hidden details in architecture and art, which you might overlook on your own. Expect to see spectacular views inside and out—whether it’s a beautiful façade or an interior space that tells its own story.

More Great Tours Nearby

The View and Photo Opportunities

If you’re into photography or just love good sights, you’ll appreciate the views along the route. The tour covers both urban vistas and artistic details, making it a feast for the eyes. Plus, it’s just the right length for a quick yet comprehensive introduction to Chicago’s core neighborhoods.

The Practicalities

Duration and Group Size

This is a 2-hour experience, usually available in the morning or afternoon, and it keeps it intimate with a small group limit of 10 people. This small size helps ensure you get plenty of attention from Colin and the chance to ask questions.

Cost and Cancellation Policy

At $44 per person, this tour presents good value considering it includes a professional guide, all entries, and a detailed, personalized experience. Plus, with the full refund cancellation policy up to 24 hours in advance, you’ve got flexibility if your plans change.

Accessibility and Suitability

The tour is wheelchair accessible, which is a big plus for some travelers. However, it isn’t suitable for children under 13 or for those with low fitness levels, as it involves walking and moving between sites.

What Makes This Tour Stand Out?

Compared to other Chicago tours, especially those focused solely on architecture or river cruises, Walkin’ with Colin offers a more personalized, story-driven experience. Travelers consistently praise the knowledgeable guides and the stunning views they encounter along the way.

One reviewer from Germany summed it up nicely: “We really enjoyed the tour with Colin. He shared some great info about different buildings, mosaics, and works of art!” That kind of positive feedback speaks to the tour’s effectiveness in providing both entertainment and education.

Who Should Book This?

This tour is ideal for culture lovers, history buffs, and curious travelers eager to see Chicago from a local’s perspective. It’s perfect if you want a relaxed, engaging walk with a knowledgeable guide who loves sharing stories. Since it’s a small group, it’s suited for those who prefer a more intimate experience rather than a large bus or crowded tour.

If you’re hoping for an activity that combines sightseeing with storytelling and some artistic inspiration, you’ll likely find this tour very satisfying.

Final Thoughts

Walkin’ with Colin offers a genuine, engaging look at Chicago’s most interesting sights, with a guide who clearly loves sharing his city’s stories. The combination of spectacular architecture, local secrets, and friendly storytelling makes it a rewarding experience, especially for those who appreciate in-depth cultural insights.

While it’s not suited for young children or those with mobility issues, for the rest of us, it’s a great way to spend two hours exploring Chicago’s downtown. Whether you’re visiting for a short trip or just want a different perspective on the city’s well-known landmarks, this tour provides value, education, and a touch of fun.

If you’re craving a personalized, story-filled walk that shows you the city’s heart and history through the eyes of a passionate local, this tour might be just the ticket.

FAQ

Is this tour suitable for children under 13?
No, it’s not recommended for children under 13, primarily because of the walking involved and the nature of the storytelling.

Can I cancel the tour if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, which offers good flexibility.

Is the tour accessible for wheelchair users?
Yes, the tour is wheelchair accessible, making it easier for travelers with mobility concerns.

What’s included in the price?
All building entries are included, along with the guidance of an experienced, enthusiastic guide.

How long does the tour last?
The tour lasts approximately 2 hours, covering downtown Chicago’s highlights.

What should I wear or bring?
Comfortable walking shoes are recommended, and consider bringing water and sun protection if it’s a sunny day.

In the end, this tour is a solid choice for those who want to see Chicago in a more personal, story-rich way. Whether you’re a local wanting to discover something new or a visitor eager to understand the city’s soul, Colin’s walk offers a friendly, insightful taste of the Windy City.

You can check availability for your dates here: