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Chicago, IL

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Strayboots

3.8 (13 reviews)
Closed 10:00 am - 10:00 pm

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Museum Hack

Museum Hack

5.0
(6 reviews)
1.3 mi

Wow, what a great experience. We stumbled on this unique tour while looking for things to do in…read moreChicago. I've been to the Art Institute many times, but this was a completely different experience and well worth the price. Museum Hack offers unique tours of museums with the goal of making the experience both entertaining and informative. Our guide, Colin, took us around and showcased several pieces of art by telling us the stories behind the works. This really brought the art to life for us. His tour was informative and fun. It was also interactive. We were joined by a drag artist about halfway through the tour and that was a really interesting experience. They took us to several of their favorite pieces and talked about how the art they chose fit in to their experience as a drag performer. It was fascinating. We were lucky because we were the only 2 slots booked for our tour. The maximum group size is 10 and the minimum is 2. This meant we got a really personal experience with our guide. A tour like this will really help you see the museum in a new way. It's pricey, but worth it. Museum admission is included in the package and at least on our tour we did not meet at the main entrance. We entered by the modern art wing. I really have nothing but good things to say about the tour and our guide. He kept us informed leading up to the tour and kept us entertained during the tour.

Had a great time with Museum Hack and their team. Colin was a great rep and show our management…read moreteam an exciting and educational time. Was a great experience and would recommend to anyone.

Photos
Fun group activity at the museum
Fun group activity at the museum
Unique group activity.
Unique group activity.
Selfie time.

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Selfie time.
Chicago Dine-Around

Chicago Dine-Around

4.8
(67 reviews)
1.4 mi
Private events
Large group friendly

We hosted our Toronto team in Chicago for the first time and used Chicago Dine Around to help plan…read moreour team event. Working with Brandon was absolutely fantastic from start to finish. He made the entire process incredibly easy and stress-free. We chose the Private Architectural Boat Tour, and the Chicago Dine Around team went above and beyond to ensure everything was perfect. They even arranged for us to tour the boat beforehand so we could confidently select the right experience for our group. For lunch, they seamlessly accommodated all dietary restrictions and preferences, making coordination effortless. Every detail was handled professionally, allowing us to focus on enjoying the event. The feedback from our team was overwhelmingly positive. Many team members said it was one of the best company events we've had to date. Even our Chicago-based employees, who are very familiar with the city, thoroughly enjoyed the tour and experience. I highly recommend Chicago Dine Around for anyone planning a corporate event or group outing. Their attention to detail, outstanding customer service, and local expertise made our event a huge success.

I worked with Brandon at Chicago Dine Around to plan a dinner and Casino night for my company…read moreouting. Brandon was amazing and incredibly helpful and responsive! At the venue, Genesis was the event coordinator for the evening. She made sure everything flowed seamlessly and helped me enjoy the outing stress free! Both our game dealers (John and Ivan) were very knowledgeable and fun! They helped teach many of us how to play roulette and blackjack and were patient with us throughout the games! I would highly recommend Chicago Dine Around and we will absolutely return to book other events!

Photos
Interactive Culinary Experience (Stuffed Pizza)
Interactive Culinary Experience (Stuffed Pizza)
Interactive Culinary Experience (Stuffed Pizza)
Interactive Culinary Experience (Stuffed Pizza)
Interactive Culinary Experience (Stuffed Pizza)

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Interactive Culinary Experience (Stuffed Pizza)
Museum of Contemporary Art - Chicago

Museum of Contemporary Art - Chicago

3.9
(628 reviews)
0.9 mi
$$

Finally visited this River North museum during my return to Chicago. Since I wasn't a CHI/IL…read moreresident, the adult ticket price was $22, however you can also opt for the Pay As You Wish option, which is essentially Suggested Donation. While the museum is 4 floors, the exhibits weren't as plentiful. The 1st floor is basically their cafe. The 2nd and 4th floors are prob the floors with more artwork. The 3rd fl felt like an "in-between" floor. Thankfully, the Yoko Ono exhibit was on display, which featured several interactive activations, like a Wish Tree or writing on a wall, which were fun. Their Museum Shop also spans from floors 1-2. I wouldn't say that this museum has the popular artists. The overall artworks are a mix of abstract, photography, and mixed media. I wouldn't recommend it as a "Must See" for tourists, personally. However, I'm an art enthusiast and still thought it was a decent museum to walk through. Perhaps opt for the Suggested Donation for this one.

I loved my experience! I really appreciate the free Tuesday nights for Illinois residents. That's…read moresuch a treat! Beautiful museum with multiple floors, excellent customer service, plenty of comfortable seating, cool gift shop, and a cafe and restaurant too. It has everything I need! The vibes are good here. I enjoyed all the floors and saw an impressive variety of art. I also wanted to see the Yoko Ono exhibit and I really enjoyed it. I appreciated how interactive it was. There were a few writing stations with activities, such as writing about your mom and taping it to the wall, and writing a wish on a tag and tying it to the wish tree. One room was blue and there were blue markers available and people were encouraged to add to it. Fabulous venue!

Photos
Takashi Murakami
Takashi Murakami
Outside
Outside
Museum of Contemporary Art - Chicago

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Navy Pier

Navy Pier

3.5
(1.5k reviews)
0.0 mi

Was a local & moved away a few yrs ago. Came back for the 4th & fireworks. Couldn't believe some…read moreof the changes. They got rid of the cheap kiosks and have more shopping with actual good vendors. Bubba Gump's is gone, & replaced with southern styled restaurant. So no different. Love that Harry Carey's is still there. My fav food place. The kids museum is top notch! They have more boats for tours now, so view from the side of the pier is now limited. I used to only come here when friends visited from out of state and wanted to go. But I do feel like they have made some improvements with the shopping. Cook county tax is outrageous and so are parking fee's

Navy pier is an interesting place, and a quintessential American visit spot since it's actually the…read morebeginning of the famous route 66 that runs from Chicago all the way to Santa Monica pier in Los Angeles! The pier itself is very long -- if you walk all the way through the shopping area in the middle or along either side of the pier, it takes a solid 30 min or so because it is so long. Inside the shopping area, there are lots of souvenier shops, cafes, restaurants, etc. There is also a hotel in the middle, maybe two hotels actually? I wasn't sure, but there was definitely a check in desk for a fancy looking one. There are some public bathrooms throughout the place too that are fairly clean! At the end of the pier there are some benches where you can sit and look out over Lake Michigan which is so big, it feels like you're looking at an ocean. They have the little coin pay binoculars as well. Lots of folks were here just sitting and hanging out, some couples were here maybe on dates, and some friends etc. just running around and skateboarding etc. It's definitely a chill place to gather. The sunset here is just stunning too, since the sun sets over the high rises in downtown in the distance and casts really pretty colors and light over everything. It's definitely a great place to just walk around, especially in the evenings (before it gets too dark). You can easily come here on the public buses too (it's the end of the line). Would recommend a visit when in Chicago!

Photos
07.03.25 events, culture, dining, shopping
07.03.25 events, culture, dining, shopping
07.03.25 shopping and dining
07.03.25 shopping and dining
View from Navy Pier!

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View from Navy Pier!

Strayboots - scavengerhunts - Updated July 2026

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