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See Chicago better than a local

Half- or full-day private tour

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11 or fewer guests

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Customized for food, photos, your interests

Fun modes of transport

Neighborhoods Tour

for a custom experience

Explore Chicago on a fun and flexible custom private neighborhood tour. Choose to stay downtown or visit Chicago neighborhoods – or both! Families, friends, or company outings with 11 or fewer guests will see Chicago on an experience customized to their interests.

Let us be your Chicago neighborhood expert on history, architecture, food, drinks and things to do. Our passionate expert tour guides have gotten us voted for the last two years as “Best Tour of Chicago.”

We can customize your neighborhood tour to be partly by  walking, a ride share, the CTA or biking. We can also book a chauffeured Tesla sedan and have additional options for larger groups. 

Visit our diverse neighborhoods and you’ll support small businesses when you book this one-of-a-kind private tour.  We can customize it for you when you book or we can do it “off-the-cuff” when you meet your tour guide. 

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  • Nibble on apps at a hip or historic restaurant.
  • Learn about famous and overlooked architecture.
  • Get a drink in a neighborhood dive bar.
  • Step into glitzy lobbies in the Financial District.
  • Snap iconic photos of the skyline or street art.
  • Take a coffee break and people watch on the Riverwalk.
  • Ride the ‘L’ train loop and gaze at skyscrapers.
  • Stop to buy artisan foods and gifts.
  • Stroll from Wicker Park to Logan Square on the “606.” 
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Meet your private tour guides

Alex Bean

"I love showing how buildings are physical remnants of history that let us in the present have a glimpse into the past. Sharing the historic locales of our Chicago foods, like the Maxwell Polish, is a treat to me. I live near the lakefront in Lincoln Park."

Amanda Scotese

"I am fascinated with how and why Chicago neighborhoods change, and I love getting people to understand the built world around them. I'll take you to the best spots for pastries or hot chocolate. I live on the Northwest Side in the Avondale neighborhood.

Marie Rowley

"I love sharing stories of all the diverse people from Chicago history who really should be in our history books. As your tour guide, I'll take you out for Polish pierogi or Filipino adobo, and I can show you Ravenswood and Lincoln Square like nobody else."


Our expert tour guides know how to curate a killer experience. We’ve been a top-rated tour company since 2010 on TripAdvisor and Yelp.

We have hosted more than 75,000 private tour guests. We love to bring curious people to explore stories and places even locals don’t know of history and architecture in Chicago neighborhoods. 

So much yummy food and a grand way to spend time with friends!
A whole new way of looking at the city!

curious about a private tour?



Call us to discuss your custom private tour! We want to know your group's neighborhood bucket lists, their preferred modes of transport, and interests for sites, food and photo ops.


We also have custom tour options for larger corporate events.