You’ll glide through Chicago’s best-known sights by Segway with a small group and an easygoing local guide. Expect hands-on training first (don’t worry if you’re new), stops at Grant Park’s Buckingham Fountain, Soldier Field, Museum Campus and Shedd Aquarium — plus plenty of stories and laughs along the way. There’s something about seeing the skyline from a Segway that stays with you.
"You ever ridden one of these before?" our guide, Marcus, grinned as he handed me a helmet outside the shop near Grant Park. I just shook my head — honestly, I was more nervous about embarrassing myself than falling off. But after ten minutes of wobbly practice (and Marcus’s patient coaching), it felt like my feet finally understood what to do. The air smelled faintly of grass and hot dog stands drifting over from somewhere in the park. There were only six of us in the group — two cousins from Texas, a local couple who seemed to know every shortcut already, and me.
We rolled out toward Buckingham Fountain, which was bigger than I expected — all that water crashing down made it feel cooler even though the sun was already heating up the pavement. Marcus told us how they light it up at night for summer shows; I made a mental note to come back after dark. He pointed out little details I’d never have noticed walking — like the carved faces on the fountain’s base or the way you can see straight down Michigan Avenue from there if you squint past the taxis. The main keyword for this tour is Chicago Segway tour but honestly, it just felt like we were gliding through someone’s favorite shortcuts.
I nearly lost my balance laughing when Marcus tried to imitate a Bears fan at Soldier Field (“Da Bears!” in his best accent). The stadium looked massive up close — even more so when you’re on a Segway trying not to run into someone taking selfies. We looped around Museum Campus and suddenly there was that view: skyline on one side, lake stretching blue forever on the other. For a second everything went quiet except for seagulls and some distant traffic hum. Not sure why but that moment stuck with me more than any museum fact or photo op.
We stopped for photos by Shedd Aquarium (the glass reflecting clouds) and Marcus shared a story about sneaking in as a kid — probably not true, but he sold it well enough that we all laughed anyway. By then my legs were buzzing from standing so long, but nobody really wanted to head back yet. It’s funny how quickly you start feeling like part of some little team after just an hour or two rolling around together.
The tour covers 6-7 miles and usually lasts around 2 hours including training.
Yes, every guest gets one-on-one training and practice before starting the tour.
You’ll visit Grant Park, Buckingham Fountain, Soldier Field, Museum Campus (with Field Museum), and Shedd Aquarium.
The groups are kept small — usually 8-10 guests per guide for a more personal experience.
Yes: minimum age is 12 years old; weight must be between 100 lbs (45.5 kg) and 260 lbs (118 kg).
Wear close-toed shoes and dress in layers suitable for outdoor activity; ponchos are provided if it rains.
The tour runs rain or shine; guests should dress appropriately for conditions.
Yes, helmets are included for all participants and must be worn during the ride.
Your day includes hands-on Segway training with your friendly guide before setting out in a small group (max 10), use of helmet throughout the ride, all safety gear needed, plus stops at Grant Park landmarks like Buckingham Fountain, Soldier Field stadium views, Museum Campus highlights including Field Museum and Shedd Aquarium — all with stories along the way before returning to your starting point.
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