Reliable Wine Tour Transportation in Chicago, IL
Planning Chicago wine tours has never been easier. Infinity Transportation takes the wheel so your group can focus on the wine.
Winery Tour Transportation for Groups of Every Size
Whether you're organizing a bachelorette trip, a corporate outing, or a casual weekend with friends, our wine tour transportation Chicago options are built around your group's needs. Skip the parking, the designated driver debate, and the ridesharing juggling act. Our professional drivers handle every detail while you sip and enjoy the journey.
From intimate small group wine tastings to large group outings across the Midwest, Infinity Transportation provides comfortable rides to the best wineries near Chicago and beyond. We don't lock you into a pre-set schedule. Your itinerary, your pace, your group.
Our Fleet for Chicago Wine Tours
Our modern buses are equipped with everything you need to relax and enjoy the ride between destinations. Each vehicle features reclining seats, plug sockets, climate control, and plenty of room to move around. Choose the right size for your group:
57 Passenger Motorcoach
- USB Outlets
- TV/DVD/CD Player
- Bluetooth
54 Passenger Bus Rental
- TV/DVD/CD Player
- Private Restroom
- PA/Microphone System
32 Passenger Coach Bus
- Laminate Wood Flooring
- Central AC & Heating
- Large Storage
22 Passenger Mini Bus
- PA/Microphone System
- USB Outlets
- Central AC & Heating
Wine Tour Transportation Services: Where We'll Take You
Whichever wineries on your itinerary, we'll get you there, so sit back and enjoy your glass of wine. From urban tasting rooms in the city to vineyard estates along the winery tour from Chicago to Southwest Michigan and the rolling hills of Northwest Illinois, there's a destination for every wine enthusiast.
Southwest Michigan Wine Trail
Bus tours to Michigan wineries from Chicago allow your group time to relax and bond on the way.
Northwest Indiana Wine Trail Tours
From Anderson's Winery to 219 Taproom to Running Vines Winery, a south shore winery trail will appeal to everyone.
Galena, IL Wine Tasting Bus Tours
Galena, IL has beautiful wineries to choose from, including Galena Cellars Vineyard and Winery, Massbach Ridge Winery, and more!
Wild Blossom Meadery and Winery
If you're looking for a luxury wine experience and an artisanal brewery, Wild Blossom Meadery and Winery is the perfect choice for you.
Lynfred Winery
Lynfred Winery, with its elegant decor and beautiful views, offers an unmatched wine tasting experience.
City Winery Chicago
Live music, on-site production, and a full restaurant in the West Loop. A great city-night anchor for any Chicago wine tour.
Acquaviva Winery
An Italianate estate in Maple Park with vineyard views and a full Italian restaurant, about an hour from the city.
Valentino Vineyards
25 grape varieties across 20 acres in Long Grove, with guided educational vineyard tours for curious wine enthusiasts.
Who Books Our Wine Tour Buses?
Our Chicago wine tours attract all kinds of groups. Here are just a few of the most popular occasions:
- Bachelorette and bachelor parties: A fun, safe way to celebrate with friends heading to Michigan vineyards or suburban Illinois wine trails.
- Corporate outings and team events: A relaxed group activity that brings colleagues together without anyone worrying about the drive.
- Birthday and milestone celebrations: Everyone gets to enjoy a glass, and the ride home is already taken care of.
- Wine and food festival shuttles: From Lincoln Park Wine Fest to Taste of Chicago, we'll get your group there and back stress-free.
- Family and friends trips: A comfortable, convenient way to explore the rich tapestry of wineries near Chicago together.
Whatever the occasion, Infinity Transportation makes it easy to focus on the people you're with and the wine in your glass.
How Much Does a Wine Tour Bus Rental Cost?
The cost of wine tour transportation in the Chicago area depends on a few key factors: the size of your group, how far you're traveling, and how long you need the bus. A short trip to suburban Illinois wineries like Lynfred or Fox Valley will cost less than a full-day winery tour from Chicago to Michigan. Here's what generally shapes your charter bus quote:
- Group size and bus type: A mini bus for a small group costs less than a full-size motorcoach for a large corporate outing. We'll match you with the right vehicle.
- Trip distance: Local Illinois winery tours are more affordable than longer routes like the Southwest Michigan wine trail or the southern Illinois wine tour. Splitting the cost across your group makes it very reasonable.
- Trip duration: A few hours or a full day — your rental is priced by how long you need us.
Ready to see numbers? Get a free quote, and we'll put together a price built around your specific winery tour itinerary.
Why Choose Us for Winery Tour Transportation
Safe, Insured, and Reliable
Our transportation for a wine tour is safe and insured, so you can ditch the designated driver role.
Trusted Local Professionals
With 10 years of experience and thorough knowledge of the region, our drivers will know the best routes for wine-tasting trails.
Great Customer Service
Our dedicated team will work hard to make your wine tour enjoyable and stress-free.
All the Amenities You Need
We want you to be comfortable on your tour, so our buses are equipped with plug sockets, reclining seats, and more.
What Our Clients Say
Jonathon B was our designated driver for the day and he provided 5 Star service for our group. We completed a mini-tour of Chicago and he was very knowledgable and had a great repore with our group. I would definitely use Infinity Transportation again !!!
On time and professional. Bus was comfortable and clean!
The driver, Akia McKee, arrived on time the morning of our trip, she was courteous and kind, the bus was very clean and warm. Upon pick-up she contacted me to let me know she was there and where/how we should meet her to board the bus back home. There was a lot of pick-up traffic at the event and she parked about 1/2 block away which was very convenient. Everything worked out perfectly!
Frequently Asked Questions About Wine Tour Transportation
How to plan a group wine tour?
To plan a group wine tasting tour, you'll need to make a few key decisions besides the wineries themselves:
- Pick a day that works for everyone in your group and decide how long you want the tour to last.
- Agree on a central meeting spot to make logistics easy for everyone.
- Factor in tasting fees, meals, and transportation fees so there are no surprises on the day.
- Reserve your wine tour bus early, especially for weekend trips. Share your itinerary with us and we'll handle the rest — including the best route between your stops.
How many wineries can we visit in one day?
In order to have a relaxing and enjoyable experience, we recommend visiting about 3-5 wineries on the tour. If your group does not mind spending a shorter amount of time at each winery, you can fit a few more in, but keep travel time in mind while planning.
How much time do we spend at a winery?
How much time you spend is up to you! We recommend you spend about 30-45 minutes at each winery. Spending less time at each winery means you will get to go to more wineries during your tour. Discuss your preferences with your group.
Can you drink wine on the bus?
Though by law buses do allow open containers of alcohol, we ask that you only drink at the wineries, and not on board the bus. We want to make sure the trip is safe and pleasant for everyone.
What to bring on a wine tour bus?
Pack light but smart. Bring a water bottle to stay hydrated between tastings, a light snack for the ride, cash or a card for tasting fees, and a jacket in case it gets cool. A small bag for any bottles you purchase along the way is always handy. Have questions about your specific itinerary? Contact us and we'll help you.
