Immersive custom tours

Planning a special event as a couple or a family? Are you new to Chicago or trying to learn more about an area?

  • Observe and discuss stunning architecture

  • Walk through main roads, side streets, and multiple cultural areas

  • Stop in local shops led by trailblazing Chicagoans

  • Discuss the history, industry, and global contributions of the city

  • Stop at neighborhood coffee and food shops with time to buy

  • Finish with suggestions on where to explore next

How it works

Private tours

Our flagship tour is the West Town Walking Tour (as featured on Chicago for Chicagoans). Please email us if you’d like to take a private tour - we explore Chicago’s dynamic history through architecture, food, and retail.

We would love to create custom tours. We have done a whole range from bus tours for history enthusiasts, food tours for families, and architecture tours for school trips.

YOUR TWO GUIDES

Two best friends with a deep interest in human geography, history, and urbanism ready to show you around.

Why Us?

Combined, we have visited all of Chicago’s 77 community areas and have more than 5 years of tour guide experience. Now after taking countless tours around the world, we decided to bring the same in-depth experience home, infusing our tours with our interests in geography, architecture, transit, and business. We want to equip you with the skills to further understanding your role in your city.

We believe there’s always more to explore.