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    Odyssey Transportation

    5.0 (3 reviews)

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    7 years ago

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    Naperville Trolley & Tours - The trolley stop was easy to find, just across the street from the Nichols Library on Jackson street.

    Naperville Trolley & Tours

    4.6(44 reviews)
    23.3 km

    I was always interested in trying their Christmas trolley tour. My family ended up taking another…read morefamily's tickets last minute because they couldn't go. They don't offer refunds, but you can give or sell your tickets to someone else. You just need to give the company their name and phone number so they can inform the driver as they take attendance. Since things happen and people get sick this time of year that's a nice option. We got lucky and had a warm night for our Christmas trolley tour. It was 40 degrees, the windows weren't foggy, no rain or snow. Given our luck in weather, it made for an absolute fantastic time! Everyone also arrived on time so we were able to start a few minutes early and the driver took us to a few extra homes which I appreciated. Otherwise, they suggest that you bring a small towel to wipe the windows since the trolley is heated and the windows fog. I'm glad the trolley is heated. The company does a nice job mapping out which homes to go to. Earlier in the season there may be less decorated homes, but the weather might be better. Later in the season, I would imagine there's going to be more decorated homes. I appreciate that the company puts a lot of effort into their map and what homes they visit. The driver did a nice job taking us around and narrating. My favorites were the Taylor Swift decorated house and the decorations that are coordinated with music. In the past, we have driven around ourselves, but this just made it a lot more relaxing and was worth the cost. The cost does not include tipping the driver, so make sure to tip. The tour was an hour long, which was perfect for me but a little too long for my 3 1/2 year-old. Other reviewers mentioned wanting a 90 minute tour. If they could offer 60 and 90 minute tours I think that would be good options. Otherwise, the 60 minutes was perfect. Another idea: They could also offer a boozy tour later at night for adults only. Christmas bar hop tour?

    What an amazing and informative tour of Naperville! We had visitors from the UK and they thoroughly…read moreenjoyed it. Annette Wehrli was a fantastic tour guide and historian!

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    Naperville Trolley & Tours
    Naperville Trolley & Tours
    Naperville Trolley & Tours

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    The Barrel Run

    The Barrel Run

    4.9(130 reviews)
    25.8 km•River North, Near North Side
    •$$

    The Barrel Run provided an exceptional experience. For my sister's 40th birthday, we arranged a…read moreprivate Prohibition Tour, which proved to be truly remarkable. Our tour guide, David, was an outstanding narrator whose extensive knowledge offered many new insights, even for those in our large group who reside in the Chicago area. Furthermore, Denise, who served as the primary point of contact for scheduling, was excellent; her communication was consistently thorough. I highly recommend The Barrel Run for anyone seeking a unique and memorable event.

    If you're a craft beer fan this tour should be on your list of things to do if you're visiting…read moreChicago. You get to visit 3 breweries/brew pubs. I believe at least one of them you get a tour of, Revolution brewery was the one we got to tour. Our guide Ted was awesome, he gave us some history on the places we were going to visit along with some local Chicago history during the ride. The location were kept a surprise ahead of time so we didn't know where we were going until we got there. They do have a rotation of different breweries they tour so if you decided to go again you could possibly explore some new spots the next time around. The coolest part about the tour is the bus itself, just checkout the pictures. The seating layout makes for great interaction with the rest of the people on the tour. I happened to find out about The Barrel Run when I was looking up Chicago tours on YouTube & came across some video a couple named kovACTION made about 3 months ago. Right after watching that I knew I had to fit this in my schedule when I was in town.

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    The Barrel Run
    The Barrel Run
    The Barrel Run

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    Odyssey Transportation - buses - Updated October 2026

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