Chicago Insider Segway Tour

We took the Insider Tour and Annie was our tour guide. She was very passionate and informative. We truly enjoyed ourselves and we learned a lot about Chicago. I highly recommend it to anyone who wants a memorable outdoor experience!

Annie was a delightful fountain of knowledge and a pleasure to spend two hours with! I learned so much about Chicago and she was able to answer every question even about things that weren't on the tour!

Went on the 9a Chicago Insider tour with a group of 5. Jeremy was our guide and was awesome! This is the third segway tour I've taken and it was my favorite!

We did the Chicago Insider Tour this past Sunday with Cedar and had an excellent time ! She was very informative and fun! She made sure the whole group was comfortable riding the Segway before we starred our tour. I would definitely recommend this tour to all our friends and fam who are visiting ( and even the ones living here like us ) !

Matt provided everything a first timer needed to enjoy a fun safe segway tour of the city. The entire experience from beginning to end was fabulous! Clark was exceptional in personally assisting me & my group in registering. I highly recommend!!

I have always enjoyed Segway tours but in Chicago particularly it is a great way to see the lakefront and the area around Grant park. I loved learning about some of the architecture and history of Chicago. Jeremy was a knowledgeable and fun tour guide. Segways are very easy to maneuver and is so much fun to ride on. I highly recommend going on this tour for a great time and an easy way to see and learn about the city.

Absolutely recommended! Fred, our guide was really funny and nice. We loved the experience. A must do in Chicago.

We went with one other couple who we didn’t know. First, they arrived late so we had to wait for them. Then the husband of the couple, who said he was a commercial airplane pilot for AA, was driving his Segway like a crazy person. He ended up sprawled on the ground with some really nasty lacerations on his leg. I hope I never fly on a flight he is piloting. The guide said she’s never seen anyone have an accident before on a Segway. I can’t imagine how anyone could get hurt on these Segways either. So simple to drive. So we had to wait even longer to get this guy’s leg all cleaned up and bandaged. It was all about this couple. They took up all of our time waiting for them and then all their questions to get answered. I felt we were somewhat ignored, even though I told the guide it was our 40 year anniversary. Moreover, we didn’t get to see much of millennium Park which was the main reason I booked this tour. We hardly even got a glimpse of Crowne Pavilion or Cloud gate.I asked the guide why we couldn’t get up close. She said maybe later, if we had time at the end, but we never did because the other couple made this trip all about them, and the guide allowed them to. Very disappointing.

Tammy did a great job showing us the sites and giving the history of Chicago in a fun and energetic way! She made sure we felt comfortable riding the Segways before we began and we rode at a good pace with stops to rest while we learned about the buildings, history and people.

This Segway tour, was a blast! Three of us on the tour as a family, none of us had ever used a Segway before. Cari was our tour guide, and she did an absolute fantastic job! She made sure we were safe, and ready to hit the road. The tour does a fantastic job of covering a lot of information and ground, in a short amount of time. It is an absolutely fantastic way to be able to see the city, almost as though you were walking. Cari has a great sense of humor, and knows a ton about Chicago. She did a great job of answering our questions, giving us background information, and little tidbits about the best local places to eat and what to see. The tour, and the company, has a nice family owned feel to it. They treat you as though you belong to them for those few hours, and it really made us feel welcomed into the city, and was the cherry on top of an already wonderful trip. My 16 year old, was ready to book another tour, the second that she stepped off the Segway. The next time we are in town, we will definitely be booking again!

Cari was a great tour guide with tons of knowledge about the city and its history. Since we were the only people signed up for our time slot, our family of three got a personalized tour with extra time. Cari, we can't thank you enough !!

Great experience, even for Chicago residents — everyone learned something new. The combination of Chicago stories and zipping around the city in a Segway is a perfect 2 hour activity. We had 2 teenage boys with us (who are hard to impress), and they had a blast. Our guide was very engaging.

Clark was a great tour guide! Our first time on Segways and he was a great teacher. He was funny and knowledgeable

I was very unsure about this tour as it was on a thing that moves!! A Segway!! Cari gave us all excellent instructions and we had time to practice. You absolutely must show up 15 MINUTES EARLY to get some instruction and so the tour can start on time! Once I got going on it I was much more comfortable.

Cari was great! She always kept us safe and had a great sense of humor, which added to the tour!

Go ahead-try it-you will like it!

Wendy and Ray

Sean was a great guide! We’ve been to Chicago several times, but saw and learned new things which is always fun. We had a pretty small group, so he was able to answer lots of our questions and I believe we ventured to areas he doesn’t typically cover. Great two hours spent!

Loads of fun and our guide, Cedar, was outstanding! Highly recommend! The “Inside” information was both informative and it’s true, we did say…I didn’t know that, often!!

Our tour was on the first sunny morning after a week of rain, and Millennium Park was vibrantly green and radianty alive. The tallest skyscrapers were still shredding wisps of white clouds coming in from the west, their tops intermittantly spotlighted in cloud gaps that obscured the lower floors. On the ground, the people and plantings in the Park provided colorful highlights in the sea of greenery, and over all, the luminous blue sky. Fantasyland!

We were three septagenarians who found the Segway a greatway to overcome the limitations of advancing years. The machines moved us effortlessly, but with engrossing scenery all around us, it was easy to become distracted and lose awareness of traffic. Thus, it was an advantage to be in a small tour group (6 total in ours). Tammy, our tour leader, was entertaining and knowledgeable, answering questions with ease and authority. In summary, a 2-hour visual feast with a squirt of adrenalin to keep it memorable.