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    Diamond Transportation and Events

    5.0 (1 review)
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    3 years ago

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    Gray Line Sightseeing Tours - View from our Lincoln Park stop over looking the beautiful Chicago skyline (Scenic North Side Tour)

    Gray Line Sightseeing Tours

    (68 reviews)

    The Loop

    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.

    This company did not provide the services I paid for due to employees who have no idea what they…read moreare doing. if I could give zero I would. Specifically, I ONLY went back to Dubai to go to the Louvre in Abu Dhabi because it was not open on my first trip. I selected the tour that provided this and it was all set up for Sunday. Without asking me someone changed my tour ( I did not consent to this change) to Monday'; the museum is not open on Mondays. i was told this was a mistake but since I only went to see this museum this was a MONUMENTAL MISTAKE. I took off work, paid for their services and flew to Dubai for a specific reason. I did not get to see the museum, not because it was a holiday or it was under maintence but because some employee had no idea what they were doing. When I complained and asked for a partial refund since I did not get what I paid for, I was offered a free trip to Abu Dhabi when I come back to Dubai. This is unacceptable since i have no intention of returning to Dubai any time soon or know if I ever will. This is a very large company and while mistakes happen, the cost for me should not be so high. They screwed up a trip I carefully set up for my purpose due to incompetence and then refuse to accept responsibility. Be very careful in choosing this company for dream vacations because they could get messed up and then they will do nothing about it

    Family Secrets Tour - Frank Jr

    Family Secrets Tour

    (66 reviews)

    Near North Side

    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!

    I'm a huge fan of true crime and Chicago history, so I'm surprised to say that this was my first…read morecrime tour ever. But everything happens for a reason, and it seems that reason was that I was meant to wait until the perfect one came along -- that, my friends, happened to be the Family Secrets Tour. I met Mr. Calabrese Jr. weeks ago when he presented some of his intriguing life stories at an event at Chicago Chop House, and I knew that evening that I had to book and experience the real deal, aka his bus tours. My friend and I booked a tour for a Friday afternoon recently that started at 2pm, and though there was a bit of a delay because our bus's TV monitors weren't working, Mr. Calabrese Jr. smoothly filled the time with some behind-the-scenes stories he said he usually doesn't share on the tour. I was hooked immediately. To be honest, before this tour, I had no idea the stories his family was involved in were so high-profile (I even talked to my family afterward, and they ALL knew every detail and were mad I didn't invite them! Sorry family!). But even while he showed us news clips, a lot of photos, and told all of his stories, he remained modest, which made the entire experience endearing. Mr. Calabrese Jr. is super charismatic and a great storyteller, and you can tell he genuinely loves telling his story and showing everyone around the neighborhoods where he grew up, and where big moments happened in history to people who were in "the life." I truly enjoyed this tour and I recommend it for anyone who wants an real, honest, non-theatrical recap of Chicago's mob history. The Family Secrets Tour is engaging and delightful. Thank you so much for captivating us, Frank! Can't wait to bring my family along some time!

    The Barrel Run

    The Barrel Run

    (129 reviews)

    $$

    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.

    Kedzie - CTA Green Line Station

    Kedzie - CTA Green Line Station

    (2 reviews)

    East Garfield Park

    I walk through CTA Kedzie area often whether it be walking to the fitness center (Breakthrough…read moreFamilyPlex) or catching the CTA train itself. From what I have noticed it is actually safe, but that does not mean that I would not keep alert while in it even as an African American. CTA Kedzie is one of the high traffic areas in East Garfield Park due to everyone coming in-and-out, and also because of the liqa sto (One Eleven Food & Liquors) being posted about 100 meters from the station. I'm crossing my fingers that 'One Eleven Food & Liquors' gets torn down and becomes the parking lot for 'The Hatchery' once 'The Hatchery' has been completed, but that's a whole different topic. However, if you have ever been to this area you will understand what type of traffic it brings. The worst you will encounter in this area are drunks, druggies and drug dealers which stems from the liqa sto being a hit, but other than that it is just people trying to carry out their day whether that be going to school, work, or home via the train or bus. At night the traffic calms down, but that does not mean you stop being alert because it is pretty dark in this area once you get off that train and exit the CTA stop itself. Thomas G

    This stop deserves some credit for being located, through no decision of itself, in one of the most…read moreforlorn, dangerous looking corners of hotspot-city. However, it's not any of these things. It's a great stop in the midst of a neighborhood of people trying to do the best they can with that they were given. It is a crossroads of kids coming from and going to school, with a few restaurants thrown in the mix. It's actually a very safe area and there is a Garfield Outdoor Market on the south-eastern corner of the street on Thursday evenings and Saturday mornings that has great produce. It's in the location of the soon-to-be-built "Hatchery", which is a food service small business incubator that has some very substantial community resource behind it.

    Diamond Transportation and Events - publictransport - Updated August 2026

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