Uncover the forgotten history of Chicago on a unique Segway tour. Explore the city’s dark secrets, political scandals, and hidden stories in just two hours!
Uncover the forgotten history of Chicago on a unique Segway tour. Explore the city’s dark secrets, political scandals, and hidden stories in just two hours!
- Millennium Park - Embark on a 2-hour Segway journey through the city streets, uncovering iconic landmarks and top attractions, while enjoying live narration from our engaging tour guides. Delight in gliding around Millennium Park, exploring Chicago’s newest neighborhood, Lakeshore East, visiting the mouth of the Chicago River, discovering yacht…
- Millennium Park - Embark on a 2-hour Segway journey through the city streets, uncovering iconic landmarks and top attractions, while enjoying live narration from our engaging tour guides. Delight in gliding around Millennium Park, exploring Chicago’s newest neighborhood, Lakeshore East, visiting the mouth of the Chicago River, discovering yacht clubs and harbors, riding on the city’s first airport, and viewing Al Capone’s old haunts, among other highlights! Your guide will help you imagine Chicago at the turn of the century while you fall in love with the vibrant city of today.
Segways are safe, easy to learn, and enjoyable to ride! A comprehensive training session is provided by our certified guides before the tour begins. Our Segway instructors will teach each guest individually, ensuring everyone feels comfortable and confident on their Segway. Please arrive 15 minutes prior to your scheduled tour departure.
- Chicago Lakefront - Glide along the Lakefront on your Segway. Pause to hear fascinating stories about Chicago.

- Professional local guide
- Live narration during the tour
- Comprehensive training and orientation session
- Helmet provided for safety
- Bag on Segway for personal item storage
- Professional local guide
- Live narration during the tour
- Comprehensive training and orientation session
- Helmet provided for safety
- Bag on Segway for personal item storage
- Gratuities
- Food and Drinks
- Gratuities
- Food and Drinks
Experience a tour like no other! Our latest Segway adventure is truly one-of-a-kind, exploring the fascinating, the notorious, the bizarre, and the untold tales of Chicago. Journey through time as you uncover the city through the perspective of the Chicago Syndicate, listen to the murmurs of the city’s elite (or politicians), and enjoy stories seldom…
Experience a tour like no other! Our latest Segway adventure is truly one-of-a-kind, exploring the fascinating, the notorious, the bizarre, and the untold tales of Chicago. Journey through time as you uncover the city through the perspective of the Chicago Syndicate, listen to the murmurs of the city’s elite (or politicians), and enjoy stories seldom shared. You’ll find yourself thinking, “Wow, I never would have guessed!” Glide through Millennium Park, the newly developed Lakeshore East neighborhood, and along the Lakefront as we reveal Chicago’s hidden history in just two hours! Let your imagination soar with stories of the Chicago Mob, the real events of the 1968 Democratic National Convention, groundbreaking innovations, and much more!
- Minimum age is 12 years old
- Children under the age of 18 must be accompanied by a guardian
- All riders must weigh a minimum of 100 pounds and not more then 260 pounds
- We operate rain or shine, ponchos will be provided if it rains
- Guests must complete our waiver before arrival. Please use this link- https://waiver.smartwaiver.com/w/jnbll3fksztkfzutdmzhn8/web/
- Operates in all weather conditions, please dress appropriately and wear comfortable closed toed shoes
- All riders must be able to climb and descend stairs without assistance
- This activity is not appropriate for pregnant women
- Those under the influence of drugs and alcohol will not be allowed to participate, and will not be given a refund
- All riders must be able to stand for the duration of their tour
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.