Team Building Activities in Chicago

Are you thinking outside the box for team building activities and corporate retreats? Looking for a team building event in Chicago that is as unique as Chicago itself?

Look no further than a tour of Chicago that incorporates biking, walking and food tastings with Bobby’s Bike Hike. We take great pride in not only delivering an entertaining team outing, but ensuring groups will come away refreshed, fulfilled, and even learn a little more about Chicago. We have tours and activities for every team, many of which include Chicago’s most popular foods and drinks.

So, whether you’re entertaining a big client or looking to team build the heck out of your company, Bobby’s Bike Hike will make things easy and fun for everyone. As the nation’s longest running city bike tour operator, we know how to get the most out of any size budget.

Plus, we can customize any company experience should you so choose. Our goal is simple, provide you with a corporate outing that will have your teams coming back year in and year out.


Private and Customizable Team Outings for:

  • Off-site Activities
  • Department Team Building
  • Outdoor Team Building
  • Team Building Competitions
  • Adventure Learning
  • Intern Programs
  • Holiday Parties


With a private team booking, we work hard to meet your group’s needs and your team building objectives. There are many benefits of booking your team activity with Bobby’s Bike Hike. Some of these benefits include:

  • Outdoor and active team activity options
  • Flexible start and end times
  • Can accommodate most food restrictions
  • Additional food and alcohol pairings
  • Multiple guides for large groups

Activity & Destination Options

We have many options for groups to choose from in building their team outing — from biking the city streets to kayaking on Lake Michigan.

  • Biking, Walking and Kayaking Options
  • Guided Tours and Rentals
  • Food and Beverage Options
  • Bike + Food Tours
  • Walking + Food Tours
  • Downtown Chicago
  • Lakefront
  • Neighborhoods
  • Chicago Chinatown
  • Holiday Strolls and Sightseeing

Book A Tour For Your Team Today