Winery Tours Transportation Service in Chicago

Wine tasting bus tours are the perfect way to enjoy a delicious glass of wine, or three, with friends and family. Call us for your wine tour transportation rental in Chicago, IL.

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Comfortable Winery Tour Bus Rental Near You

With Infinity Transportation, your next winery tour doesn’t need to include a designated driver or ridesharing apps. We offer comfortable and convenient transportation for wine tours so everyone can participate in the fun, and our professional, experienced drivers will ensure your group arrives safely at every stop on the tour.

Read More About Infinity Transportation
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Our Safe Buses for Winery Tours

Our first priority is your safety and satisfaction on every trip you take. Infinity Transportation makes winery tour bus rental in the Chicagoland area easy, so you can sit back and relax.

New comfortable bus Freightliner M2-106 before leaving

57 Passenger Motorcoach

  • USB Outlets
  • TV/DVD/CD Player
  • Bluetooth
Infinity Transportation's big bus with no hood

54 Passenger Bus Rental

  • TV/DVD/CD Player
  • Private Restroom
  • PA/Microphone System
Freightliner M2-106 middle size bus for small groups

35 to 44 Passenger Bus Rental

  • Laminate Wood Flooring
  • Central AC & Heating
  • Large Storage
Ford Berkshire hooded mini bus

24 Passenger Mini Bus

  • PA/Microphone System
  • USB Outlets
  • Central AC & Heating
Infinity Transportation bus for people with disabilities

Handicap Accessible Bus Rental

  • Wheelchair Lift
  • Central AC & Heating
  • Large Tinted Windows
Bus Tour Trips to the Best Wineries Near Chicago

Bus Tour Trips to the Best Wineries Near Chicago

If you’re in Chicago and looking to try a wide array of delicious wines, there’s no need to fly cross country to find some. At Infinity Transportation, we offer wine tasting tours that will appeal to everyone, from wine connoisseurs to friends just looking to enjoy a weekend together. The Chicago area has many beautiful wineries like Lynfred Winery, Fox Valley Winery, Prairie State Winery, and more!

Planning Your Wine Tour

Just give us your itinerary for your winery bus tour and leave the rest to us. Infinity Transportation will provide you with unmatched service and drivers to make it happen. With over 20 years of experience, we can help you get the most out of your day, so you can remember this trip for years to come.

Planning Your Wine Tour

Wine Tour Transportation Services You Can Rely On

Whichever wineries on your itinerary, we’ll get you there, so sit back and enjoy your glass of wine.


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.

Fox Valley Winery

Local artisans are responsible for Fox Valley Winery’s modern and inviting decor to make you feel cozy as you sip by the fireplace.

Why Choose Us for Winery Tour Transportation

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Safe, Insured, and Reliable

Our transportation for a wine tour is safe and insured, so you can ditch the designated driver role.

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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.

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Great Customer Service

Our dedicated team will work hard to make your wine tour enjoyable and stress-free.

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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.


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 !!!

Joann Taylor

On time and professional. Bus was comfortable and clean!

Felician Services

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!

Remona Gavin
Book a Bus for Your Winery Tour Today
With Infinity Transportation, booking a bus for your next winery tour doesn’t have to be difficult.
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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. First decide on dates and times that best suit your group, then you can set group pick up and drop off points. Establish a budget that includes tasting fees, meals, and transportation fees.

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 onboard the bus. We want to make sure the trip is safe and pleasant for everyone.