We recently visited Chicago and had a fantastic time, but certainly one of the highlights was our…read morearchitectural boat tour with Hillary. She was one of the best guides we've ever experienced. Hillary was extremely knowledgeable, full of energy and had the best sense of humor. She took care to explain not only what we were seeing, but also relate all the architecture in laymen's terms. Outstanding! If you take this tour, ask for Hillary!

Our tour guide Heath did a great job of mixing education with comedy. I also much appreciated the…read morelack of tolerance for screaming kids (that's right, parents, not all of us think your kid is the center of the world and we don't want to hear them over the person we paid to hear). The only bad part was that we had to sour the mood talking about a building with a notorious abuser on it. Gross. Perhaps the tours could start mentioning not only that his building is the second tallest, but that he also was found liable for dumping toxic waste into the Chicago River for years.

Took the taxi several times during my trip!…read more Affordable at $10 per one way ride. Covers a long ground. Nice, quick ride to Chinatown with ample seating available. Honestly a great alternative to the architecture tour, which I did also and didn't enjoy due to crowdedness.

Lots of boat tour options in and around Chicago but the Chicago Water Taxi is a must try at the…read morefraction of the cost to enjoy the Chicago scene from the river. It's not narrated but for $10 each way you can start in the heart of the city on the river that makes a stop at the Sears building and then to Chinatown and same route the way back. You can take it one way or round trip. A relaxing stroll along the river takes about 30 minutes end to end one way. Gives you the opportunity to see the amazing architectural features from building to building. The water taxi is large and spacious with plenty of seating areas inside or out. Comfy with a mini bar for light snacks and drinks. The staff are all well trained and friendly. You can purchase the tickets online and even viator or trip advisor sometimes might have a deal. But for $10 each way, definitely worth a try to enjoy the Chicago scene from the waters!

so I found him when he decided to respond to my Facebook post about a boat rental for black yacht…read moreweekend in Chicago this past weekend 6/20/26...I was then advised that it would be $500 when we got the invoice it then said that we pay 500+ $51 in tax with deposit so everything was paid for by the time I got to the boat in June. We were told to be there by 11 AM for a safety briefing and we will be leaving at 11:30 and will be returning at 6:30. I arrive to the dock by 11:30. We sat there for an hour and a half and we didn't leave until 1 o'clock when we finally did leave we were told that we had to go to the gas station first he didn't have gas in the boat so we actually didn't get to the area where all the boats were playpen until closer to 130. He did tie up. He did have the bottles of Don Julio and the bellaire but he only had one tray of sandwiches and one mini tray of jerk, chicken, mini empanada things that was it. and after tying up, everything seemed OK the music was going everything was cool then him and two other women that work with him were on the jet skis giving whoever wanted to get on tides and this being my first time on the jet ski, I let him know that I wanted to get on so I put on my vest and we got on & I was guided to get on with Chiami and we were riding for less than three minutes before he noticed that somebody else flipped their jet ski but were not a part of our boat. He was trying to tell them what to do, but the two guys in the water were not complying and they decided to grab onto the side of our jet ski, which made us flip over into the water. Needless to say I was extremely scared. I was able to swim over to a boat and climb into the back of that boat, while Chiami was able to flip our jet ski back over and get on. He then told me to get on the with him and then we went right back to our boat and he told me the ride was over. Needless to say I was very upset about that because I didn't pay for that experience so after getting off of the jet ski and climbing back onto the back of our boat, I was then told to come back to the jet ski so I go back to the jet ski get back on. He drives off on the jet ski and it was wasn't even five minutes and then we come back to the boat and that was it. Needless to say my experience was ruined due to his decisions and interestingly enough I get on social media a couple of days later and I see a woman who was not part of our boat on the jet ski as well, but I was told by Chiami, that the jet skis were only for the people on the boat so I basically paid for this other woman to ride her first time as well. I am disappointed with the service received and the unprofessionalism coming from Chiami. As the day went on, there was drinking involved, but it was his attitude towards the other women that I didn't care for. He said that he was just trying to get his point across, but it got to the point to where it became a little disrespectful.

It was a good time! Very nice owner and overall great experience on the jet skis. It was our first…read moretime out there so he came out with us on the water and gave us a little tour which was nice. Very helpful.

Always like visiting the RV and boat show - although to be fair it should be called a mostly boat…read moreshow with a few RVs. But be that as it may, it is a nice venue and we like visiting shows at McCormick Place - roomy and spread out. The selection of boats - which goes from small vessels all the way up to multi-million dollar yachts is astounding. We end up wondering how they get some of these monsters into the building. As to RVs, they have a selection way at the back of the show floor and, while it only includes only a dozen dealers or so (oftentimes the RV show in Rosemont is better), they still display enough RVs to whet your appetite. The show also has a section of sailboats, and a number of aisles dedicated to vendors who supply boating and RV'ing activities. There is food to be purchased - overpriced as usual, and a few places where you can buy a beer or a drink to walk around with while you look at the merchandise. This is a nice outing on a cold winter day as the show is always held in January. Mostly for adults I would think, as kids will soon tire of just walking around and stepping into and out of boats and RVs. While it is a bit expensive, it is a fun outing.

Parking is brutal. Show was small and dark. Not a good…read morevenue. Very disappointed. The set up at Rosemont is terrible.

We had SUCH an amazing time for my 30th birthday with Captain Bob and Anna! We spent 3 glorious…read morehours out on the choppy waters of Lake Michigan shortly after the Air and Water Show. I searched for hours looking for the right place to charter a boat that was big enough for my group of 15-20. Everything I found only held up to 10 people or held 50 or more, and they required that you purchase food and drink packages from them. Bob allowed us to bring all our own food and drinks so on top of being one of the most reasonably priced boats, we saved money on food and drinks too. Captain Bob was ridiculously accommodating for our group. He knew that traffic would be terrible because of the weekend we had our adventure so he offered to pick up our booze from Binny's that morning so we didn't' have to carry it down to the boat. He also went and got us cups since we forgot them. All in all, it was amazing and you should go visit!

The cruise on the Premier Cruise line was amazing for me and my family! The food was excellent,…read morehospitality was great! Wesley and Danikta gave great service as well! Darius was excellent with taking great care of my mom on the ship and off the ship in the wheelchair, thank you

Everything could be better. The staff members are kind, but service (for drinks especially) could…read morebe faster. (Respect to the bartender, but maybe they need to hire more help.) The food is all fiiiine, but doesn't touch the great restaurants found all throughout Chicago. Think wedding reception catering. Nothing to write home about. We're there for the view/boat, right? That part was good! Pretty neat to see the skyline lit up for Christmas on a very calm and quiet (and ) night. Still fun to play tourist in our own city! DJ was fun, but the vibes were kinda weird (no one dancing/interacting). Maybe consider games on one of the floors like Christmas bingo or musical chairs?

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!!!

I've taken quite a few boat rides over the years. Small boats, large boats, and a few in between…read more So when a friend invited me to join a few people for a ride with this charter service, I was happy to go. I really didn't have any expectations beyond what I already understood a boat trip to be. I figured we'd cruise up and down the waterfront, enjoy the scenery, and eventually make our way back to the pier, just like I've done plenty of times before. Well, I'm not above admitting when I'm wrong. This was an amazing experience. It wasn't because we stopped at an amazing restaurant. It wasn't because we traveled up and down the Chicago River. Those things certainly made the day special, but what really made the experience memorable was the captain and his wife. Before we even stepped onto the boat, we had to change our reservation a few times because of Chicago's bipolar summer weather. The captain was extremely responsive throughout the entire process. He explained why we needed to reschedule, stayed in communication with us, and made sure he personally took care of us when we were finally able to get out on the water. Once aboard, he and his wife were simply wonderful. They made the entire experience feel personal, comfortable, and genuinely enjoyable. All in all, this wasn't just an amazing boat rental. It was an amazing experience because of the people behind it. I would happily take another trip with this team again and again.