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Top Illinois Holiday & Seasonal Tours

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Holiday Hike Chicago-Style: Festive Food & Walking tour

clock 3 hours
  • There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Holiday Hike is a 3-hour guided walking and food tour through the Chicago Loop, brought to you by Bobby's Bike Hike, internationally recognized for tours by bike and on foot. You’ll get to sample the Windy City’s favorite winter treats; including a...Read more

2-Hour Chicago Holiday Lights Segway Tour

clock 120 to 135 minutes
  • See Chicago all decked out in holiday lights on a Segway sightseeing tour of the Windy City’s sparkling downtown. Get into the holiday spirit as you ride past the bean sculpture and Millennium Park Ice Rink, admire festive window displays at Macy’s (formerly Marshall Fields) and glide under twinkling lights along Michigan Avenue. End your...Read more

2-Hour Chicago Fireworks Segway Tour

clock 2 hours
  • See Chicago's weekly summer fireworks display on this spectacular Chicago Segway Tour. You haven't seen Chicago until you have seen it at night. View Buckingham Fountain's romantic evening light show with the illuminated skyline as a backdrop. This evening fireworks tour glides along the lakefront to our secret spot for watching Navy Pier's...Read more

Fright Hike: Chicago Halloween Bike Tour

clock 3 hours
  • Come get spooked on Bobby’s Fright Hike! Bobby’s Bike Hike is America’s longest running city bicycle company, and this is Chicago’s premiere Halloween ghost tour. Hop on two wheels and follow Bobby’s expert tour guides through some of the most paranormal and frightening spots in the Windy City. This 3-hour guided bicycle tour explores...Read more
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Top Illinois Tourist Destinations