Chicago Dine-Around

We had the absolute pleasure of being taken care of by **Bonnie**, and I cannot say enough wonderful things about her! Our sales team of about 50 people came in from out of town, which can sometimes be a lot for any server to manage but Bonnie handled it with such ease, professionalism, and genuine warmth that she completely exceeded our expectations. From the moment we arrived, she was organized, attentive, and on top of every detail. Managing a group our size is no small task, yet she made it look effortless. Drinks were always filled, orders were accurate, food came out smoothly, and she somehow still made each person feel individually attended to. That level of care is rare. What truly stood out was her energy. Bonnie didn’t just “serve” our tables, she elevated the entire experience. She brought personality, humor, and such a lively spirit that it turned what could have been just another team dinner into a genuinely fun and memorable night. She kept the mood upbeat, engaged with our team, and made us feel completely welcome. As someone visiting from out of town, I can honestly say we need a Bonnie in Dallas, TX! She set the bar incredibly high for service, and she is the kind of person who makes people want to come back again and again. Bonnie, thank you for taking such amazing care of our team. You made our dining experience unforgettable, and we are so grateful for the outstanding hospitality!

We hosted a client event with Chicago Dine Around at Ranalli’s for a pizza-making competition, and it was fantastic from start to finish. Our group was about 50 people, and everything was extremely well organized and ran smoothly. Bonnie and Genesis took amazing care of us throughout the event—keeping things on schedule, engaging with our guests, and making sure everyone was having a great time. The feedback from our clients and colleagues has been overwhelmingly positive. Highly recommend Chicago Dine Around (and Ranalli’s) for a fun, interactive group event or client outing.

Chicago Dine Around was an awesome experience from start to finish. I worked with the group for a 2025 Holiday party, mid-winter in Chicago. I opted for the Scavenger Hunt, as we had to stay indoors. The format kept the experience interactive and engaging. Everything was well organized, the clues were easy to follow, and the overall vibe was energetic and social. A creative and delicious way to experience downtown. I look forward to hosting a different adventure this summer—highly recommend!

If you're planning a group event (personal or professional) and want a seamless, fun experience, look no further than Chicago Dine Around. They offer a ton of interactive activities and restaurant options from cooking classes to architecture boat tours and scavenger hunts. Organizing my office team outing with Brandon and his team was a breeze! Everyone was responsive, hospitable, knowledgeable, and flexible—all essential qualities for coordinating an event that aims to please many people. Our team had a blast. I look forward to working with Brandon and the team again!

Our guide- Bonnie was amazing! She kept us on track while making everything fun and engaging. Our group loved the activity, and we especially appreciated that she took plenty of photos for us to remember the experience. The trivia on the bus ride to the boat tour was such a nice touch! I would highly recommend these activities to anyone visiting Chicago looking for team building activities. In our event survey, the pizza activity and the boat tour came out as the top two favorite memories of the entire trip. Working with Brandon was a pleasure, and gave me confidence that everything would run smoothly from start to finish.

We recently partnered with **Chicago Dine Around** for a team building event, and it was hands-down the best employee outing we’ve ever had. From the start, Brandon was phenomenal—responsive, informative, and incredibly patient with all my questions (and trust me, there were plenty!). He sent over detailed options right away and made every change—group size, restaurant, you name it—seamless and stress-free. We chose the **scavenger hunt at Bodega Taqueria y Tequila**, and it was an absolute blast. Everyone left energized, connected, and already asking when the next one would be. The experience was fun, well-organized, and truly memorable. Huge thanks to Brandon and the Chicago Dine Around team! I highly recommend them for both personal and professional events. My friends and I are already planning our next collaboration!

We booked our Chicago Dine Around river cruise to wrap up our conference of 150 guests and it could not have been better! Aside from the incredible views, we worked with Brandon who helped ensure we, as the conference hosts, had everything we needed. He helped accommodate signature cocktails, easels for signage, etc. The experience was truly seamless and special and their team is wonderful to work with!

We used Chicago Dine-Around during a team retreat and absolutely loved our experience. We did the casino night and the games were fun and easy for everyone to play. The team was easy to work with, replied to our messages in a timely manner and provided excellent service the night of our event. Would definitely work with them again.

What a fantastic experience! I worked with Brandon to plan my company's holiday party hosted at Nacional 27. Throughout the whole process Brandon was knowledgeable, quick-to-reply, and extremely accommodating of my groups needs. The event was so well received by my coworkers that I recommended Brandon, and Chicago Dine-Around, to a peer of mine for her company's holiday party. She chose the "make your own deep dish pizza" option at Giordano's and, when I spoke to her after the event, I got an incredibly glowing review of Chicago Dine-Around's friendliness and their willingness to go "above and beyond" for her group. All in all, Brandon made things extremely easy for us, the events were a hit, and I would recommend Chicago Dine-Around to a friend again in a heartbeat!

We recently took a tour with the Chicago dine around. We had 44 guests on this particular day and all of our reports from our 43 people was very favorable. We enjoyed ourselves. We thought that our tour guide Genesis did an excellent job and I worked with Brandon closely who did an outstanding job to accommodate us. I just want to give two thumbs up to Chicago dine around and if anytime you're looking for something to do for a group this will be the way to go

The entire process of planning our event was smooth sailing. Brandon had great communication in the months leading up to our offsite, and answered every small question our team had. We did the restaurant murder mystery/scavenger hunt and it was a blast! It was the perfect team building event we needed, and everyone really enjoyed themselves. Bonnie was a fantastic host and guided us through the night of the event.

Hosted a team event with Chicago Dine-Around and it was great! Brandon was fantastic at coordinating all the details and even ensured folks with food allergies were taken care of. We did the Interactive Culinary Experience and everyone on the team enjoyed the competition between teams and all of the food was excellent. We even had transportation arranged for us which was a huge help with a large group. I highly recommend booking for a work/team event!

Had a great experience working with Brandon to book a pizza making event. He was helpful, timely, and generous. The details were taken care of and it was such an easy lift on my end. I booked another event with him!

We had a work meeting with 20+ people coming to town in Chicago, and I was ready to plan something better than the typical "arcade/bowling" event for them. Luckily, I found Chicago Dine-Around. I worked with Brandon to figure out the type of event I wanted for the budget we had and the experience we wanted. To say he was helpful is an understatement. Brandon went above and beyond to make sure I was ready and set for the event. He also set us up with the transportation and tour guide that was just right for our group! Daisy was our transportation driver, and she was right on time everywhere. We came from the suburbs into the city, and it was perfect. Maureen was our tour guide, and she did a fantastic job wrangling our group to keep us moving on our stops. She even peppered some fun facts in about the city as we were going from one stop to the next. Our team had a blast, and we will be back for a different type of tour when we have another meeting in Chicago.

We used the Dine Around team for a networking event for work in September 2023 and it was amazing! I was thrilled to work with such capable people! I didn't have to worry about a thing! They were all so accommodating and pleasant to deal with - even with last minute changes! I cannot rave enough about the service they provided- special shout out to Brandon and Bree!!

My coworkers and I had an amazing time at the pizza making class. The host was fun an extremely friendly. Coordinating the event with Brandon made everything easy. I will definitely hire chicago dine around for future events.

Everything is handled for you and our host was a great tour guide as well driving the districts of Chicago! She knew so much history! Just an enjoyable experience for all of our out of country guests!

Amazing event! I had a smooth time planning my company's team bonding. With a group of around 25 people - everything went better than I could've asked for! Brandon was very responsive and quick with all of my questions or concerns. I did the chicago style pizza event and it was a HUGE hit. If you are considering this option for a team event- don't hesitate to book.

Highly recommend this company! From the initial organizing and answering of a million questions, Brandon was quick to respond and super easy to work with. Karla bravely walked my team through a highly competitive pizza making experience, plying us with mojitos first, and wrapping things up with some trivia and cannoli. I cannot recommend this company enough! I have already booked our holiday event with them.

What a time we had on this past Saturday, July 23rd! Chicago-Dine Around was very accommodating to my team of 28. From the on-time bus pick up, to their host Mo, who provided us with a tour of downtown Chicago as we navigated to the different restaurants through the Downtown area, we had a blast!!! Our experience was unmatched!! My team had an awesome time with Chicago-Dine Around and we look forward to taking advantage of some of their other events real soon!!

I worked with Chicago Dine-Around to help with a company off-site meeting that included making deep dish pizzas and cannoli at Giordano's followed by an architectural boat tour. It was such a great experience! Everyone complimented how it was so thought out that no one was rushed and having the transportation provided was a huge plus. Every time I reached out to Brandon he was so willing to help and talk through details. Can't recommend them enough!

This was a good tour overall. The destinations included in our package (from our work conference) were the architectural riverboat tour, Quartino, Lou Malnati's, and the bar/cafe at the top of the Hancock building. Our tour guide really knew her city and seemed really passionate about Chicago. This is a good generic intro to the food in Chicago, but to really dive deeper, you need to explore more yourself.

Our team had a great time at our progressive dinner event. All we had to do was show up and we were fully taken care of. Brandon was so easy to work with and made sure everything was set up and took care of our vegetarian and vegan guests. Bree was with us throughout our progressive dinner, and she was wonderful! She had a fun trivia game for us and took very good care of us. The venues and food were very good. I plan to use Chicago Dine-Around for another event - our team loved it.

We had an amazing Team Event with Chicago Dine Around, we took Progressive Dinning option. Brandon was very helpful and flexible in planning the event even though we had just a week to plan it. Thanks Chicago Dine-Around.

Had a great experience with Chicago Dine-Around hosting my team for a pizza team-building event last week at Giordanos! Brandon made everything so easy, from scheduling to accommodating food restrictions to invoicing, I didn't have to worry about anything. My team enjoyed the event so much!

Brandon & Kim's crew are absolutely awesome. Very professional & honest. I would highly recommend them. Will definitely use their services in near future. Used their services for a team building event for my coworkers & myself we had a blast!!!!!

Chicago Dine-around offered my coworkers and I one of the most fun, interactive team building experience. The activities were entertaining and engaging, rewarded by an even better ending, a delicious Latin meal paired nicely with our personally crafted mojitos. Thanks, Brandon, for helping me coordinate this team outing. The team had a blast! - Lucy @ Advanced Group

I organized a team outing and selected the Chili Cook-Off option. Everyone had an amazing time and kept commenting on how much fun they had. The staff was extremely friendly and able to accommodate our group with a short notice. They also worked with me to tweak the menu based on dietary needs. Definitely a great activity for a team outing! Only reason it is not 5 stars is I was expecting us to actually cook the food on the fire rather than only pick and mix the ingredients. Fun night overall!

We had a group dinner and it was nothing short of AMAZING! They were so easy to plan this with, helped choose the right restaurants for us and were great when our group kept changing numbers (our bad). Maria was our guide and she was super nice, kept the group moving and very knowledgeable of the area. It's always hard making everyone happy but this experience had everyone raving. We will do this again!

Our company recent hosted a team outing with Dine Around Chicago where we made Pizza's at Giordano's in Greek Town. We were impressed with how well the Dine Around Team organized and ran the event. They took on the responsibility of hosting 30 of us and our team had a great time! The event leaders were energetic and hospitable and made our experience great. The event was a great opportunity for our team to interact & catch up while partaking in a friendly pizza making competition. I would recommend Dine Around Chicago for group events :)

I just hosted my fourth corporate event with Chicago Dine Around. Brandon and his team are SUPER helpful and accommodating! Last night's event was amazing. We did the Chicago Architectural tour, and folks can't say enough great things about the quality of the food, tour, and service. I can't wait for another opportunity to work with Chicago Dine-Around. They are truly a class act and will do whatever it takes to make your event exactly how you want it, then will go even above and beyond that, exceeding expectations. If you are looking to make a great impression on clients or colleagues, give Chicago Dine Around a call. You won't be disappointed!

We had an absolute blast! Brandon was great to work with. Our event was so much fun. Highly recommend. They have lots of options for a fun corporate events.

I booked with Chicago Dine Around for a dinner and Second City show night for my coworkers. Everything turned out perfectly from start to finish! Brandon was so helpful throughout every step. I opted not to use the bus option, and we chose Benchmark, which is right down the street from Second City. Benchmark had great menu options for snacking as well as for menu items. Everyone was really satisfied with all the food options. We also got a drink package for beer and wine while at the restaurant. We all walked over to second city and once there, we were all able to get one drink for free at the show as well. The show was great and everyone enjoyed that as well Overall, working with Brandon was seamless and he did a great job being accommodating. We will definitely be back!

This was honestly the perfect way to spend a night in Chicago. As a foodie, I am constantly on the lookout for great restaurants but it can get difficult in new cities, especially in a huge city like Chicago. My cousins were interested in trying something new despite being actual Chicago residents and this was perfect for all of us. I was able to eat at three incredible restaurants in one shot, was taken around in a snazzy private bus, AND made friends. God, I'm such a social butterfly. I want this to come to Boston. And New York. And every major city to make it easier to show my friends a good time. Oh and I was worried that this would be a pub crawl-esque kind of tour when they say "the hottest clubs/bars" but it's really just you and the group. NOT THE CASE AT ALL. These are restaurants that I would have chosen on my own, all beautiful in their own way. That sounds really poetic. But for serious, Sim approves. I would do it again in a heartbeat as restaurants are always rotated, woo!

This is the first time we had used Chicago Dine Around, and it was by far the best part of our trip to Chicago. We chose the dining tour for a corporate event, while our company attended a convention in Chicago in early June. The progressive dining tour provided a little something for everyone, whether it was the fresh vegetarian starters at Reza's, architectural bus tour for our designers in the team, and the delicious hearty meal at Francesca's Italian. The jazz club (Back Room) at the end of the night knocked it out of the park, however! Perfect venue, and we had our entire team up in front of the stage, dancing and singing along. The Progressive Dining Tour by Chicago Dine-Around was an event unlike anything I've ever done- I have been recommending it to family and friends. The event really focuses on interactivity- we had 52 employees come in from Norway, Germany, Mexico, and all over the US, who were able to mix and mingle as they changed seating during the appetizer, main, and dessert courses at the 3 venues. Not one of our employees was left unhappy. It is still by far my favorite experience in Chicago, and Chicago Dine Around really puts on a great show. One thing that made this trip extremely memorable was the awesome service provided by the staff. Frank, the bus driver, was wonderful about letting us stay at the Jazz Club later than expected (we honestly didn't want to leave!). And Brandon was incredible- He was quick to provide answers and info via phone call 2 months in advance, and literally guided us through the entire event. Even when our employees changed up their orders last minute (the restaurant wasn't too pleased), Brandon was able to smooth things over with the restaurant venue, and give us the experience of a lifetime. Our international employees were left with an amazing impression of Chicago, thanks to Chicago Dine Around. Make sure to request Brandon as your rep. He gives a great a seated bus tour, and is incredibly easy to work with!

Well, color me surprised! I typically don't love touristy things. I had a friend in town though, and all she ever wants to is eat good Chicago food. Every time she visits, I pay a visit to Yelp and try to take her somewhere new. She visits OFTEN, and I was running out of ideas. Chicago Dine-Around actually was a suggestion from a foodie friend of mine, and did not disappoint. The restaurant choices were muy impressivo. The guide was not cheesy at all. Rather charming really. Could've been the drinking on the bus, but the crowd felt like we were out with a large group of friends. I plan on scheduling another one when my Vegas cousins come to visit. Great way give someone the vibe of the town, all in one night.

Thank you, Brandon and Chicago Dine-Around for a fantastic group outing. I was in charge of organizing an evening activity for my corporate group and I am so happy I found this company. They made the planning process effortless. Brandon thought of every detail and anticipated our needs. Everything ran smoothly and my group had a wonderful time. Highly recommend Chicago Dine-Around!

I am a resident of Chicago, and often have friends visit from out of town. Several months ago, friends came in from New York and my wife and I decided to try Chicago Dine Around. At first, we were skeptical and thought that we would go to large, "touristy", chain-type restaurants; however, our skepticism was completely wrong. On the tour, we visited three restaurants that represent a cross-section of several Chicago neighborhoods. These restaurants were places that my wife and I would totally go to on our own. The first restaurant - for the appetizer course - was a really great Italian place. Don't be fooled - the appetizer course on this tour could be a meal onto itself! Not to mention that this place offers unlimited wine. We were fortunate to sit at a table with several older women that were in Chicago for a reunion. We had a blast with the people that we met on our tour, all lubricated by drinking many, many glasses of wine. The second restaurant was a Mediterranean restaurant. Here, we were served a chicken breast that was literally the size of a whole, small chicken. I don't typically order chicken since I can make it at home, but this was the most juicy and flavorful chicken that I have ever eaten. Really, really good. For the final course, we went to a French restaurant. It's difficult to describe exactly what we had, but suffice it to say that it was a giant chocolate cake-type thing that oozed and goo'ed it way into our mouths. OUTSTANDING!!! In summary: Chicago Dine Around is a wonderful and unique dining experience for both Chicagoans and those visiting the city. Our tour was so great that we took visiting family on the tour this past weekend. I highly recommend this tour. And, as a bonus the tour guide provides information on all the neighborhoods, and I learned things about my city hat I didn't know before... Very cool!

Chicago Dine-Around provided a great experience for our company team outing! Each stop on the progressive dining tour was well planned and the tour guide provided the right amount of Chicago trivia during the bus ride. Would highly recommend for any group looking for a new and different dining experience!

We used Chicago Dine Around for our office holiday party last Friday and absolutely had a great time! Everything went super well. I am always planning these events for my office and Brandon made it super easy. You literally got picked up, driven to all the venues, walked past everyone waiting, sat down, and started to get your food! Sooo easy. I cannot express enough how well Brandon handled everything. He was a perfect host! He made sure we had everything we needed and kept us on time. Very polite and funny! He entertained us between spots with trivia and really had our group interacting.. I received the invoice by Monday morning. No hidden surprises. I was told by my colleagues this was by far one of their most favorite holiday parties and that is saying a LOT as they can tend to be a bit picky (a smallish office of 22 employees). Great for an employee outing!

What a super fun event. This was a real stand-out with my team. I consider myself a Chicago eating and entertaining aficionado, so I was very pleased when Chicago Dine-Around met and even exceeded my expectations. Maureen, our host and guide, was extremely knowledgeable during our tour and handled off-the-cuff questions from my team with ease. The structure and format is fantastic - the food comes out nearly almost after you arrive. So fun and easy!!

Brandon was absolutely wonderful to work with! We booked Chicago Dine Around for a group tour and lunch. Everything turned out perfect and Brandon was so helpful throughout the process. I highly recommend using Chicago Dine Around for small or large company get-together!

We used CHicago Dine-Around's culinary competition for a leadership team building event this week. Brandon and team took care of every detail, including transportation to/from the event space. We made CHICAGO-style stuffed pizza and cannolis. Delicious and so much fun! Thanks CDA!

Chicago dine around helped us to arrange my husband 40th birthday surprise party, it had been a fantastic party and everyone enjoyed it. We had a party of 18 people, visited three great restaurants for the night. Brandon and Kim arranged everything and Maureen took us around, they were all great and pleasant to work with. For me as an organizer of the event, I was amazed with how easy it was to arrange a great event like this, thanks to Chicago dine around for make it simple and fun!

I initially found Chicago Dine-around on Yelp when I was weighing out options for a fun, interactive, reasonably affordable outing. Of all the companies I contacted, Brandon was the most responsive and the easiest to communicate with. We chose the Interactive Culinary Experience. Everyone enjoyed the event and since we do lots of training meetings in Chicago, our director asked that we book this same event during our next event! So happy to have found a go to place to treat our new hires to

We did a progressive dining tour for my wife's birthday with 20 of our friends. It was great and Brandon was very easy to work with. Highly recommended!

My work team did an interactive dinner for our holiday party with Chicago Dine Around, and I can't say enough about how great it was! My team commented to me the whole night (and since then!) about what a great idea this is and how fun it was! It really gave everyone a chance to connect and bond in a different way, and really seemed to make everyone feel comfortable with each other. I also have SO appreciated Brandon's help, kindness and responsiveness and how easy he's made all the planning. Maria was also fantastic at the event!! Everything was seamless, easy and I didn't have to stress about whether things were running smoothly or whether everyone was having a good time. I got to have fun too! It truly was the best company party we've had! I am hoping to be able to use their services again in the future and see what other experiences they offer!

My company uses Chicago Dine-Around for corporate events many times each year and have always been pleased with the level of professionalism and amount of flexibility on their part to work with our schedule, budget and high-maintenance event planner requests!

Brandon and his team did a sterling job, from our initial inquiry, on the day and post-event. Both Brandon and our guide, Bonnie, checked in with us during dinner to make sure everything was ok with the food and Bonnie's knowledge of Chicago and entertainment on the coach was great! I cannot recommend this service enough. From pickup to our show, we were looked after and had all the logistics taken care of. (This was an office Holiday Party for a group of around 20)

We celebrated my wife's 40th by booking a restaurant tour package with Chicago Dine-Around. It was awesome. I sent an email asking for pricing information and within minutes, Brandon e-mailed me back. He was a pleasure to work with and answered all of my questions, often within minutes - and late at night. I joked and asked him if he ever sleeps. On the day of the event Maria was our guide and she arrived right on time to pick us up. The bus was great - very comfortable. We went to the Drake for appetizers, then Pink Taco for main meal, and then Riva for dessert - all door to door. Maria kept us on track and entertained throughout. I wouldn't have changed anything and would do it again in a heartbeat. All of my guests were impressed and thought this was such a unique way to celebrate a birthday in the city without having to worry about driving and parking. I highly recommend it. Again, Brandon gets a gold star for being so great to plan this with.

We used Chicago Dine-Around for a recent event for the two offices of our non-profit (about 100 people). Our staff were able to interact while in some friendly competition and enjoy a meal together. We had a pasta cooking competition and learned how to make a lemon drop martini. Very fun and easy to work with. Thank you!

Brandon was absolutely wonderful to work with! Communicated with us the entire planning process and the event was fantastic. Everything went well and the entire group (of 70) loved the restaurant choices that Brandon recommended to us. Highly recommend for large company get-togethers!

Awful. If you like food and are really interested in it, please don't do this tour. It will give you a horrible impression of chicago. We have incredible restaurants but these big busses with bad jokes and trivia won't take you to them. I completed a tour through a company outing. Generous of the company and thankfully we all work in the city and know what chicago dining is really about, but if you are visiting, don't do it. It is probably expensive too.

Review is long overdue. Used them over the summer for a corporate event I planned for the office. Amazing customer service and was very flexible with group size and last minute changes to our package. Thank you guys! Hope to see you soon.

FABULOUS company to work with! I did a day of corporate events with Chicago Dine-Around for our group of 45. Brandon was excellent with details and answering all questions, and put together a custom package for our group. And a big shout out to Maureen who was with our group all day - top notch!! Will def do more work with Chicago Dine-Around for our group. Thanks!

Great Customer Experience!! The next time I need to plan an event, Chicago Dine-Around will be the 1st call I make. Brandon was super helpful. He listened to my needs and curated just the right experience for my international guests. Because of Chicago Dine-Around, my guests saw the very best of Chicago in a very short time and at an affordable price. AND, it was an awesome team building experience. Mo and Sunny (guide and driver) could not have been more informative and accommodating - they are the best! You can't go wrong with Chicago Dine-Around.

We signed Chicago Dine Around for our Wedding Rehearsal dinner for our 45 guest event and taking our friends and family to our favorite restaurants. I want to say that Brandon and crew did an amazing job with organizing and operating everything. Considering all the logistics of the undertaking, everything went off without a hitch. Chicago Dine Around are very professional and I would recommend them for any event or to any one of my friends or family. Everyone has to try this at least once! Great way to see Chicago.