Chicago, Illinois
Chicago Riverwalk Bar Crawl









Chicago Riverwalk Bar Crawl and Walking History Tour

from $8 per person


Get ready for the best Chicago Riverwalk Bar Crawl and Walking History Tour! You’ll discover secret history, enjoy famous landmarks, and drink at the most interesting bars on the Riverwalk. Each tour is private. It’s just you and your friends working together to solve puzzles, answer trivia, and compete for the top spot on the leaderboard!

We’ve turned your phone into Chicago’s best tour guide! The Chicago Riverwalk Bar Crawl is a 1.5 mile walking experience that takes 2-4 hours to complete. You’ll start your tour near Wolf Point and end at Island River Hut—exploring all the Riverwalk has to offer along the way. What are you waiting for? Drink in the history of Chicago.

Answer questions. Drink beers. Make memories.

Buy your ticket today and use it any time.

Meetup with Friends

Get your friends together

Get your friends together and create your team name on the app. From there, we’ll guide you through city and share some of its most interesting history as you learn and explore.

Explore the city

Explore the city

We’ve turned your smartphone into the city’s best tour guide! As you go, we’ll be asking you scavenger hunt questions you can answer by exploring your surroundings.

Work together

Work together

In addition to scavenger hunt questions, we’ve packed the tour with trivia questions and puzzles you’ll need to work with you team to solve—and earn points along the way.

Grab a few drinks

Grab a few drinks

No tour is complete without the bars! As you walk through the city we’ll guide you to a few of the best bars in town. Plan for 4-6 bars on each tour.

*Drinks not included

amazing race meets drunk history

Imagine the best parts of scavenger hunts, historic walking tours, and bar trivia all packed into a world-class adventure game—that’s Brews & Clues! Work together with your friends to solve trivia questions, discover hidden landmarks, and earn points while competing for the top spot on the Brews & Clues Leaderboard!

Amazing Race meets Drunk HISTORY

Imagine the best parts of scavenger hunts, historic walking tours, and bar trivia all packed into a world-class adventure game—that’s Brews & Clues! Work together with your friends to solve trivia questions, discover hidden landmarks, and earn points while competing for the top spot on the Brews & Clues Leaderboard!

There's a lot to love about Chicago!

Beers, Bears, Buildings, Beefs, and Brats! Oh, and don’t forget that deep dish pizza! Welcome to the Windy City—one of the best big cities to visit in the US. Chicago is huge, but it feels like home because of its neighborhood feel and that Midwestern hospitality. It’s also a city with legacy and history that literally rose from the ashes of the Great Fire to become a vibrant city full of things to do.

You can wine and dine your way through some of the world’s best restaurants, visit an art museum with the largest collection of French impressionist outside of Paris, take in an award-winning show in the theater district, visit the original department store that changed the way we think about shopping, and ride elevators to the top of some of the world’s tallest buildings.

Need more reasons to visit Chicago? Kayak the Chicago River. Spend the day at the Navy Pier. Visit the dinosaurs at the Field Museum of Natural History. Take a pizza tour. Stroll through Millennium Park. Take a selfie at the Bean. Shop your way up and down the Magnificent Mile. Or grab a few Old Style drafts at the Cubby Bear outside of Wrigley.

Chicago is a big city with a small-town feel.  No matter what you love to do, Chicago is ready to deliver!

Explore the Best Spots on the Chicago Riverwalk

There’s a lot to love about the windy city. Here’s a few spots you’ll explore on the tour.

This crawl is seasonal: available May–November.

Anytime is a good time to get outside with friends, but the best time for a Brews & Clues tour is when all the bars are serving.


Always private

All of our bar crawl trivia tours are a private experience, just for you and your friends.


No time limit

Explore the city at your own pace. There's no tour guide rushing you to the next bar.


Start anytime

We're ready when you are. Buy your ticket today and start your tour anytime.



If you don't love your tour, quit by question 5 and we'll give you a full refund.

Any questions?

Meet at the starting location, create a team name, and log in with your team. The tour will guide you through the city while you explore historic landmarks, learn local history, answer trivia questions, and solve puzzles. As you go, you’ll be guided to some of the best bars in town!

Tours typically take 3-4 hours to complete, but every team goes at their own pace. There is no time limit. We encourage people to make a day of it and enjoy each location as long as they want without feeling rushed.

No drinks are included with the price of your Brews & Clues ticket. From time to time on the tour, we may recommend our local favorites, but ultimately it’s up to you to decide what (and how much) you drink along the way.

In order to answer some questions on your tour, you’ll be asked to go in and out of bars, pubs and tap rooms. Some of those places, depending on the time of day, may restrict entry to anyone under 21.

Absolutely. We designed Brews & Clues to work on any smartphone without the need to download an app. As long as you can get on the internet, you can access the tour.

We have several team sizes available for different groups of people. When you’re purchasing your tour choose the size that works for you.

No worries—drinking is not required on the tour. Whether you drink or not, the experience is designed as fun, interactive and challenging for everyone to enjoy. Even without a buzz, we’re confident that you’ll have a good time.  

We’ve built a help guide within the app if you have any questions as you go. If that doesn’t solve your problem, our team is always just an email away. Just shoot us a note at:


2-person team




TOTAL: $48

Best Value


12-person team




TOTAL: $96


6-person team




TOTAL: $72

Tiny Tapp Café
Chicago Brewhouse
O'Briens Riverwalk Cafe
Beat Kitchen on the Riverwalk
The Northman Beer & Cider Garden
Island Party Hut
Thursday - Friday
12pm - 8pm
Saturday - Sunday
12pm - 10pm