Experience the enchantment of Chicago’s city center during the festive period with Bobby’s Holiday Hike. This 3-hour walking cum food tour across the Chicago Loop is an offering from Bobby’s Bike Hike, a globally renowned tour operator. Enjoy sampling winter delicacies of the Windy City, from deep-dish pizza, Chicago-style hot dog, and Italian Beef, to chocolate brownie and hot apple cider. When you reach, there’s an option to avail a VIP holiday craft beer package at $19.99 per person. Our lively guides will set the right holiday mood with ample edibles and trivia. Did you happen to know that Chicago is the birthplace of the Rudolph the red-nosed reindeer story? The tour includes sights of the Christmas window displays at the erstwhile Marshall Field’s department store, the city’s Christmas tree, Millennium Park’s ice skating rink, and the famous Christkindlmarket - a characteristic German Christmas Market. No other tour provides such a comprehensive holiday experience of Chicago!

• If you have dietary restrictions, please add a note in the special requirements section when booking, and email to [email protected] after booking to confirm they can accommodate.
• Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets.
• VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)
• TripAdvisor rated this tour its highest-level Traveler’s Choice Award each year since 2002.
• Our groups have exclusive VIP access to locations we visit.
• Operates in all weather conditions, please dress appropriately
• Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund.