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    The Chicago Tour Company

    5.0 (3 reviews)
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    Evanston Cellars - We are the exclusive distributors of FORTY WINKS wines.

    Evanston Cellars

    3.3(7 reviews)
    3.0 miLogan Square

    No, no and no some more. What they did to us on our wine tour was not okay. From the get go, we…read morewere rushed. Our 10:00am pick up came at 9:25am, which may not seem like a big deal, but when you're still washing your face and making coffee, it's not ideal timing. We received multiple calls and texts to rush us, and upon making it to the van BEFORE our scheduled 10am time anyway, we were immediately greeted with "I have a 6:00pm tour to get back to Chicago for, so we're in a tight schedule." Excuse me? We paid for our time, and really shouldn't be rushed. We received no information about any of the wineries, wines, his knowledge or anything else. We were only asked once about the radio, and that was the end of our tour guide talking. There was no rhyme or reason to our stops, just haphazardly went wherever the guide thought was best. We actually stopped in Chesterton, Indiana instead of going to Michigan on our MICHIGAN WINE TOUR, only to get there and be told it was closed for an additional 45 minutes and drive off to another winery... 35 minutes away. At this point, we've been in the van for over two hours with no water, wine or food. We didn't have lunch at Journeyman Distillery as promised, and actually stopped at a pizza place that took over 50 minutes to get us our food. It was horrible, and definitely not "gourmet" as advertised on their website. Inside each of the three winery stops, our guide would RUN to make it in first so that he could tell the winery that we only had 30 minutes there, so make it quick. WHY?!?! This would irk me so much. At the last stop I only got THREE of my five tastings because we were in such a rush. As fate would have it, we were VERY late coming back for his 6:00pm tour thanks to traffic and weather, and our guide actually started reading his next itinerary while driving on the expressway!!!! Our complimentary wine bottles, as stated on the booking website, were not in the car, and when we asked about them he said "oh, I promised you those?" From start to finish, this was a mess. Enjoyable, because I was with my friends, but so incredibly ridiculous. I'm super disappointed that this is the experience we had when it appears others were treated much better. I don't give 1-stars often, but I think my review justifies itself.

    I'm surprised by the several positive reviews because unfortunately our experience was not very…read moregood. We did the southwest Michigan winery tour, with "lunch at Journeyman distillery". The van itself definitely needs some renovations. The upholstery was stained and falling apart. My seat in the van had sharp metal rods digging into my back, as if the cushioning was completely gone. The door/ceiling leaked water onto our heads when it rained. We got to the first winery and it was closed for another half hour. I found it strange that our tour guide didn't know that hours of the wineries. The whole thing seemed so disorganized. ...So we had to get back in the van and drive another 45 minutes. Finally, the only promised destination of the trip is lunch at Journeyman Distillery. And we did not go there!!! Instead, because the driver took us somewhere more convenient for his schedule since he has overbooked himself and needed to get back to the city at a certain time. The place we went to was terrible, and the menu was so much smaller than journeyman's. We honestly chose this company for that stop specifically, and the promised "delicious 2 course gourmet meal". Overall it was a very disappointing and disorganized experience.

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    Evanston Cellars
    Evanston Cellars - Fenn Valley Vineyard (MI)

    Fenn Valley Vineyard (MI)

    Evanston Cellars

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    Windy City Tour Company - A couple on our tour enjoys a tasting of Midwest wines. #winetasting

    Windy City Tour Company

    3.0(4 reviews)
    3.0 miLogan Square

    I booked a wine tour with Windy City Company for myself & three friends this past fall and it was…read morefabulous! Our driver was patient the entire time when some of the groups got a bit rowdy and overall was a great guide. Things were mostly on time (our initial pickup was a little late) and everything went seamlessly from winery to winery without any issues. They picked fantastic wine spots to visit and we were all very impressed with the entire experience. I booked this for my friend as part of her bachelorette party and it was perfect for that! There was also another small group of girls for a birthday and a few couples there, so really it's for anyone. I can confidently recommend the tour with Windy City Tour Company to visit lower Michigan wineries! It's the best way to get picked up in downtown Chicago, be driven from place to place in Michigan, then get driven back home. Don't drink and drive, be responsible and use Windy City Tour Company!

    AVOID!!! I booked this just a couple of days ago and unexpectedly had to change plans. But…read moreapparently they have the worst cancellation policy and has to be 22 days before to get a full refund. They kept pushing back saying I will have the credit waiting for me for when I book again but I didn't know when that would be and just wanted a refund. I then hear nothing and ask for the status. They informed me then I was now 19 days away and they have to charge me 10% fee for not being within 22 days as that is their policy even though I had booked the trip only 3 days before. Any company this rude and that makes you go through this many hoops just to cancel a reservation is not someone I ever want to do support! They need to improve their customer service and I certainly will NEVER book with them in the future!!!

    Photos
    Windy City Tour Company - Enjoying wine in the tasting room. #winetasting

    Enjoying wine in the tasting room. #winetasting

    Windy City Tour Company - Produce from a local farmers market. #chicagowinetours

    Produce from a local farmers market. #chicagowinetours

    Windy City Tour Company - Enjoying a taste of wine on the West Prairie Wine Trail. #winetastingaroundchicago

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    Enjoying a taste of wine on the West Prairie Wine Trail. #winetastingaroundchicago

    The Chicago Tour Company - foodtours - Updated July 2026

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