Chicago & Route 66 Holidays

This walking tour starts under the dazzling marquee of the Chicago Theater. The first stop is inside one of Chicago's shopping hubs with a striking atrium. Next, you'll walk the Chicago Pedway, a network of underground tunnels used by locals and commuters to move about the city. Back above-ground, City Hall is next. Most weekday tours mean you can head inside to see the classic interior design and architecture. Peckish? You'll stop for a sweet treat and local tradition: Chicago-style popcorn. With boosted energy, stroll along the Chicago Riverwalk to see Marina Towers, the Britannica Building, and the Sears Tower (now known as the Willis Tower). From there, depending on the weather, you'll hop on the train or a water taxi. You'll feel like a local as you zip past buildings. If your guide takes you on a water taxi, you'll be seeing the Chicago skyline from a different perspective. On the way to your next destinatng and the incredible Chicago Tribune building. Your second snack is locally made chocolate. Finally, you'll take a stroll through the lakefront parks along Michigan Avenue, finishing up in Millennium Park, home to the iconic Bean sculpture.

Group walking tour Let your guide show you the best bits of the city Try local popcorn and chocolate Hop on the 'L' or a local water taxi and walk the Chicago Pedway

A must-do for self-professed foodies and avid explorers, this Chicago town adventure welcomes you to sample all the flavour and fun that the windy city has to offer. Your tasty tour begins beneath the dazzling marquee of the iconic Chicago Theatre, before heading into the beating heart of the city to unpack a treasure trove of sights, sounds and scrumptious bites. From the famous Chicago Pedway with its network of underground tunnels to the architectural marvels of the City Hall, this tour leaves no stone unturned and of course, there will be plenty of tasty treats to tuck into along the way. Take a stroll along the Chicago riverwalk to spectate awe-inspiring vistas of Marina Towers, The Britannica Building and Sears Tower before taking to the water for a leisurely cruise to one of the city’s best-loved foodie hotspots. Satisfy your sweet-toothed cravings as you tuck into locally-made chocolates before traversing the lakefront parks along Michigan Avenue and finally ending up in the postcard-perfect Millennium Park. Did someone call for a refuel? We’ve scoured the Chicagoan food scene so that you can satisfy each and every one of those cravings in unquestionable style. 

• Duration: Five hours
• Departs: Monday - Saturday
• Operates year-round
• Group experience

Good to know
Refreshments from the designated food stops are not included but can be purchased on the day. Please bring ID with you.