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    Chicago Trolley & Double Decker

    3.7 (394 reviews)
    Closed 9:00 am - 5:00 pm

    Services - Chicago Trolley & Double Decker

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    liz m.

    I'm so confused. I'm on the bus but there is no tour guide. What is the point? We are riding around in traffic The tour was 30 min late due to rain and was scheduled to go for 2 hours. That's understandable but are we really going to drive around for two hours with no narrative? We were sold a tour through an organized trip and I feel ripped off. I did not get on this bus with the expectation of a hop on/ hop off experience. We are currently just sitting her at some park. Update: there is a guide on board but she's not scheduled to start until 7. WTF?????? What the heck????? She's saying that we have 13 stops but the hotel where we were picked up was stop 7/13. So.... if we want to get dropped off where we started we need to miss 6 stops or pay for an Uber???? There is a serious miscommunication. Not a good impression. Money back please. My kids are miserable and making everyone is miserable. I've read the response and I disagree with the response I received. The tour was scheduled for 6pm. There was a rain delay until 6:30. I understand. It did not start until after 7pm and the communication was inaccurate and misleading. After that, it was incompetence. The tour guide WAS ON THE BUS. There was no apology or communication. The tour did not start until late and the tour guide sounded like she was pulled on at the last second. When she announced that we'd have to uber it back to the hotel EVERYONE started pushing and complaining that there was a final stop at our hotel because (and had you looked into this before responding to me you would know) our organization had paid the money to charter the bus and return us to our hotel. I highly recommend the Shoreline architectural boat tour. Same info, nice boat ride and a great way to see the city. I do *not* recommend using this company for organized tours. Both our experience on Thursday and the original response to my post show a lack of organization or follow through. You had the chance to look into our situation before giving me a canned response about the rain delay. You obviously did not look into it.

    Ken O.

    For any tourist or anyone doing a stayaction, The Chicago Trolley and Double Decker Company is a fun and an affordable way to the see the city. Their website is very informative regarding each of the tours is offered. You can purchase your tickets on-line or at any of the tour stops. I have been on the Signature Tour which stops at most of the top tour attraction throughout the city. This time, we chose the West Neighborhood Tour. The tour begins at the Millennium Park stop. From the beginning, our guide was very outgoing and very knowledgeable about the city. He pointed out various buildings until we reached our first destination which was Chinatown. You have the option to continue on the tour or explore Chinatown. We have been to Chinatown several times, but it's always fun to walk around the area. The tour bus/trolley will pick you up at the designated spot and time. The next neighborhood on the tour is Little Italy area. Claudette was our tour guide on this portion. She was very pleasant and has a great personality. In this area, this isn't really much to see. It is a great area to stop for a bit to eat. I just believe there is a Papa John's restaurant is this area. What's next Domino's? For real Italian food, this is the area. On the way to the next destination, Greektown, more of the prominent buildings are discussed. I thought it was really interesting until Claudette got on her "Shrine to Oprah" tour. It got old very quickly. For the record, Oprah did not turn the West Loop area, it was already in transition when she moved out there. The next stop was Greektown. Another part of the city where there is not much to do for tourists except for having a great meal. How can you turn down great food? We had a great meal before heading back to the Millennium Park stop. The West Neighborhoods Tour is a great tour to visit three 'hoods. Since I live on the north side, I thought I'd take the North Neighborhood Tour. Actually, the tour guide was knowledgeable about the Gold Coast, Lincoln Park, Lakeview and then to Wrigleyville. Since I had a three day pass, I took advantage of the City Lights Night Tour the following night. This tour also goes through the Streeterville and Gold Coast areas. We took the 6pm tour. Our guide, Adam, was fantastic. Very knowledgeable and has a great sense of humor. For any tourist, if possible, take this tour after dusk when the city lights are on. I would highly recommend the three (3) day tour pass to ensure to see the entire city - most economically.

    Ai M.

    I liked my free popcorn sample and t-shirt. I recommend the West neighborhoods tour. It speeds down the anorexic tunnel like a roller coaster. I tanned taking a couple of buses. I wish they ran later than 5:00 because while the tour guides advertise that they have good restaurants on their route, you'd have to plan your own way back. I'll book online next time. If you wait until the last tour, the Oprah store will be closing by the time to get to that stop. One guide emphasized African-American history as well as architecture. Our West Neighborhood tour guide was an architecture student but he was insightful about city history and what its like to live on the South side. Sit on the left side to avoid the trees. The tour guides announce how many seat vacancies are available on the top. The one day ticket is probably useless since you're likely to have walked the Signature route already. The tour guide didn't mind that I was taking video. We only moved when this group of Chinese people who sat in the back but right behind us were very loud despite being asked to lower their voice. We rode the entire route before getting off at Willis Tower. Saved a couple of dollars and plenty of time in line by buying those tickets in combination.

    Water building
    Simone W.

    Got the 3 day pass for $35. This was a really great deal as I was in Chicago for 3 days, so I didn't have to see everything in one day if I got tired. The tour guides are never the same in character and I appreciate that. Some are hella funny, some informative, some sing and some just don't give a flying fish. On the Weekends it is hard to get a sit on top but when you do get up top its worth it. During my ride on the bus it started to rain and we were given rain ponchos I thank you kindly for that. They also have nice little deals for when you hop off at certain places. You can get a free sample of Garrett popcorn, "free candy" bag, and you can get a free t-shirt from Millennium Park.

    Chicago Theatre
    Sherita M.

    Ab was a great tour guide. Great sense of humor. I took a full ride around and took note on where I wanted to stop. AB gave great pointers on sites. I even tried a hot dog WITHOUT KETCHUP. I wish they would invite a system where we would be able to tip on card. I felt bad I couldn't tip anything because I don't carry cash often. Thank you for a great tour.

    Erica was delightful! It was a pleasure doing business with her!
    Elizabeth C.

    On our recent trip to Chicago we had the pleasure of booking with Chicago Trolley and Double Decker bus tours. Our first encounter was at the main stop where we met Erica, a delightful young lady who sold us our tickets. Being bilingual we were fortunate enough to help Erica with a French customer who could barely speak English. Erica Was great and offered us a bit of a discount for helping get the sale. She held the bus for us while we paid for our tickets and hooked us up with our canal boat tour as well. Once settled on the bus we're were treated to a fun narration by Abe our bus tour guide. Rosie was our driver and drove great! Abe was knowledgeable and provided a fun view of Chicago. My daughter and I both enjoyed him immensely. We stayed on for the whole tour at once without getting off at any stops because we liked him that much. When we disembarked, Erica was still working at the same stop. We were treated to a free T shirt each which we were super thrilled to get! Erica helped us out by pointing out where the nearest cleanest rest rooms were as well as called ahead for our boat tour so we didn't have to worry about it. Definitely we would take another tour next time we go to Chicago! Great staff and wonderful service! Thank you so much for the memorable experience!

    Christopher T.

    A lot of these reviews are actually rating the hop on/hop off tours. I am writing this review from the point-of-view or chartering a private trolley for a bar crawl for my friends. If you are looking to charter a private trolley, then I'd highly recommend them. Worked with John S through the entire process. Good communication the entire time. It was slightly more expensive than a couple of the other companies we looked at, but we decided to go with them based mainly on higher Yelp ratings (sidenote: if you want advice on organizing a Chicago trolley bar crawl, shoot me a message I'd be more than happy to share the information I wish I had when I was putting this together). Everything went smoothly, we got 4 hours of trolley-ing in. Weather was great, we had the windows down. Sound system worked. Plenty of room even with 30+ of us. Drove around the entire city with drinks and had a blast.

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    10 months ago

    Had a great time and the information was good. The sound out of the ear buds was not good at times

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    Page 1 of 10

    Ask the Community - Chicago Trolley & Double Decker

    So if I buy the Hop On/Hop Off, I can get off and do my own thing for however long, then simply wait for the next bus that comes every 15 minutes?

    Yes

    If you're going to stay on the boss and just ride the route to all 13 stops how long would that take?

    Hi Gerald, It takes about two and a half hours to ride the full route without hopping off.

    Don’t See Your Question? Ask Away!

    Review Highlights - Chicago Trolley & Double Decker

    I am writing this review from the point-of-view or chartering a private trolley for a bar crawl for my friends.

    Mentioned in 5 reviews

    Read more highlights

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    Family Secrets Tour

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    Just went on the tour today. Frank is a really nice man and the tour is Great fun. Entertaining and…read moreI was totally captivated by the stories. There's other "Mob" tours but this is one where the guy giving the tour was actually there. He grew up with all these people around him and his family. Along with his book which I also highly recommend, I would say the entire tale is fascinating and I cannot wait for it to be a movie. After the tour you really feel empathy for what this guy and his family was put through as a result of the mafia street life. If you're visiting the city, or if you are a local, take this tour, you'll love it!

    This was probably one of the best tours I've been on, and my fiancé (who has very high standards…read moreabout these things) agrees. We booked a tour for Saturday at 2 pm. There were some technical difficulties and the TV system on the bus ended up not working. Mr. Frank Calabrese Jr was very professional and good-humored about the situation. He offered everyone on the bus the opportunity to come back free of charge so that we may have the full experience with the photos he had been intending to show us. He proceeded to do the tour without the presentation, which honestly was great in itself. He is a very good story-teller, and had a great narrative. He had notes with him but only referenced them a few times to make sure he wasn't forgetting anything. Everything was super authentic and off the cuff. I loved that we went around Chicago and we were able to get glimpses of how the city was like in the 60s-90s. What made this tour so great was that these stories were first-hand. It didn't come from someone who spent hours studying the history; this was his real life. He was very genuine about his experiences, and his anecdote about his kids at the very end of the tour made me tear up a bit. He even invited us to stay for happy hour at the Chop House to have a drink with him to talk. I would highly recommend this tour to anyone, regardless of whether you know the mob history or not. I personally didn't know too much, and still was captivated by his stories. He does have a book (which I definitely intend to read) and a movie in the works!

    Big Bus Tours Chicago - 07.03.25 who's your Daddy?

    Big Bus Tours Chicago

    (350 reviews)

    Canaryville, New City

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    Tea Around Town - Tea Around Town Chicago Experience

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    Even after so many negative reviews, bestie and I decided to give them a try. We believe in finding…read moreout for ourselves and not listening to hearsay knowing that each experience is different. The bus is so pretty and picturesque. Lots of PINK and pretty flowers everywhere. The table scape is beautiful and they serve Aqua Panna water, if you know, you know. We paid for the VIP selection which offers additional food and a glass of virgin Rose'. Mike our driver explained that we would have a 90 minute ride exploring Chicago. Eliot was our entertainer during the ride. He has a beautiful singing voice and would crack a joke or two. Lola was our beautiful tea hostess and made sure we tasted four different flavors. We each received a beautifully decorated plastic tumbler for our samples. Every single flavor was amazing! I do love a good tea. We started with Maple Apple Cider, Breakfast in Paris, Moroccan Mint and finished with a nice Chai. Again, each tea flavor was amazing! On to the food. The scones were good and came with clotted cream and preserves. VIP included lobster rolls. Smelled like fish but it was a pink spread, not good. Each finger sandwich had hard bread which seemed to dry out after being exposed to the air. Each tart that was supposed to have a hard crust was soft and mushy, not good. The deviled eggs had no flavor at all. Bottom line on the food, not good at all. Not sure how long it's sitting before being served. Everything that was supposed to be soft was hard and what was supposed to be hard was soft. Overall, the concept of a mobile tea party is great. Maybe find a way to cover the food. Get real lobster rolls.

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    Candace is the best driver and tour guide. She made our ride entertaining and fun. She puts her…read morewhole heart in her job. She new passenger by name. We had trivia questions and prizes.

    The 312 Limo

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    (155 reviews)

    West Loop, Near West Side, West Town

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    Chicago Architecture Center

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    (812 reviews)

    The Loop

    chicago architecture center boat tour on the "the first lady" was well done. very rainy day but a…read morechoice of remaining upstairs out in the open, where we were given a big umbrella which was nice, or some of our group went downstairs out of the rain. liz our docent was so knowledgable and informing, 11 out of 10 for her.

    If you're in Chiago you have to do the Architecture tour at least once. If you're in Chicago…read moreduring the Summer as I was you can seek sanctuary in the air conditioned lower level. I wish the audio was a little bit louder on that level due to the sound of the fans and people talking. If you like my reviews, consider "following" my profile for reviews all across the SF Bay Area . Why "follow" someone? It causes the person you follow's reviews to tier to top when you pull up a business. I find this very handy when researching venues. Rod's Review grading scale explained. Essentially I personally base it on the likelihood of a return visit and I try to be stingy with 5 star reviews since they should be "special" in my eyes. Price/Value also play a role obviously but there are $ and $$$$ littered across my grading scale. 5 stars - "I'll go out of my way" (approx 6 % of my reviews) 4 stars- "If I was in the area I'd go here and would recommend", (approx 38% of my reviews) 3 stars "Maybe if was nearby", (approx 37% of my reviews) 2 stars -"Would likely not return, Only if you want to go", (approx 16% of my reviews) 1 star -"No thanks, even if I was hungry", (approx. 3 % of my reviews)

    Chicago Trolley & Double Decker - partybusrentals - Updated June 2026

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