See Chicago better than a local
Half- or full-day private tour
11 or fewer guests
Customized for food, photos, your interests
Fun modes of transport
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.
POSSIBLE CUSTOM TOUR HIGHLIGHTS
- 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.”
Meet your private tour guides
"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."
"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.
"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."
why BOOK OUR CUSTOM TOURS?
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.