Chicago Tours
Explore Chicago and the surrounding region in style. Our tour packages cover everything from Napa-style wine tours through Illinois wine country to architecture cruises along the Chicago River. Custom itineraries available for groups of any size.
What's Included
Frequently Asked Questions
Can I create a fully custom tour itinerary?
Yes. Provide us your must-see list — architecture, neighborhoods, restaurants, wineries, or sporting venues — and we'll build a route with timed stops and local recommendations.
Do you offer Chicago architecture and skyline tours?
Absolutely. We cover the Magnificent Mile, Millennium Park, Navy Pier, the Chicago Riverwalk, and South Side neighborhoods. Many guests add an architecture river cruise stop.
What is the Illinois wine country tour like?
We transport small groups to 2-4 wineries in the Galena or Shawnee Hills wine regions. Bookings include transportation only — tasting fees at each winery are paid separately.
Can you accommodate groups for a brewery hop tour?
Yes. Chicago has 100+ craft breweries. We'll design a 4-6 brewery route across neighborhoods like Logan Square, Pilsen, or the West Loop. BYOB rules apply between stops.
Is there a minimum duration for tour bookings?
Tours are booked by the hour with a 3-hour minimum. Most city tours run 4-5 hours; full-day wine or scenic tours typically run 6-8 hours. Custom quotes available.
Book Your Tours Ride
Dispatch available 24/7. Call or book online — most rides confirmed within minutes.
Palatine, IL— Serving Chicagoland & suburbs