The 10 Best City Tours in Chicago, Illinois (IL)

See Chicago's weekly summer fireworks display on this spectacular Chicago Segway Tour. You haven't seen Chicago until you have seen it at night. View Buckingham Fountain's romantic evening light show with the illuminated skyline as a backdrop. This evening fireworks tour glides along the lakefront to our secret spot for watching Navy Pier's Fireworks display. It's difficult to decide which is more spectacular — the fireworks or the Chicago skyline in its evening splendor! A perfect family activity, this is one of our most fabulous Chicago Segway tours.

Inclusions: Professional guide, Use of helmet

Exclusions: Gratuities, Food and drinks, Hotel pickup and drop-off

The Loop is the heartbeat of downtown Chicago! It is filled with great architecture, drop-dead gorgeous interiors and fantastic works of art from famous artists. Along the way, we'll discuss some of the people, and people groups, that have helped to make this one of the "must see" communities, in Chicago!

Inclusions: Local guide

Exclusions: Food and drinks, Gratuities, Hotel pickup and drop-off

There's no better way to tour the world-class city of Chicago than on a Segway! On your very own private tour, we will cruise around the parks and along Michigan avenue and show you the best that Chicago has to offer. If you are passionate about history, architecture, hauntings, Al Capone, and gangster or more, just let us know! We will customize the tour to fit your interests!

Inclusions: Use of Segway, Helmet

Exclusions: Gratuity , Enterence into museums, We do not enter into buidlings on our outdoor adventure

Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown them by a seasoned, in-the-know tour guide. Ranging from stained glass mosaics from the turn of the century to soaring Art Deco spaces from the Roaring 20s, these spaces are some of the most beautiful in the city -- and open to us to explore!

Inclusions: Local guide

Exclusions: Gratuities

Looking for fun things to do in Chicago? Look no further - Explore Chicago with one of our professional guides on this scenic 7 or 8 mile Chicago Segway tour. Begin these guided Chicago Segway tours traveling through the fragrant garden paths of Grant Park to view Buckingham Fountain. Enjoy the breeze as you glide effortlessly to the most popular Chicago tourist attractions along the Chicago lakefront: the Museum Campus, the Shedd Aquarium, the Field Museum, and of course Soldier Field, home of the Chicago Bears. You can't go wrong with this perfect sightseeing tour.

Inclusions: Professional guide, Use of helmet, Use of Segway, Training and Practice

Exclusions: Gratuities, Food and drinks, Hotel pickup and drop-off

2 hours of being a kid again!!! Take a Segway tour with us and discover how beautiful Chicago truly is. Ride through some of Chicago's most popular destinations with an experienced guide. We will glide through scenic and historic downtown Chicago and explore the beautiful Grant Park, around the Buckingham Fountain, near the Museum Campus and near the lakefront. Or take our Riverwalk tour to explore the Chicago River to view Navy Pier and famous Chicago bridges, traveling up historic Michigan Avenue and passing by Millennium Park. No matter which tour you choose, it will be a memory lasting a lifetime!

Inclusions: 2 hour guided Segway Tour of Chicago, IL

Exclusions: Gratuity for Tour Guide, Does not include meals

Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town), Millennium Park (The Bean), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational commentary about the area and its many attractions. The small-group atmosphere with maximum of 10 people ensures a more personal experience. 

Inclusions: Hotel pickup and drop-off to most downtown Chicago hotels, Vehicles sanitized after each tour. , Transport by 12-passenger, air-conditioned minibus, Three photo stops, Face masks must be worn at all times when inside the vehicle

Exclusions: Food and drinks, Gratuities

Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treats and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more! Marvel at the stunning Chicago skyline and discover why Chicago’s architecture is among the best in the world Get around The Loop like a local: at street level, underground, elevated rails or perhaps even on the water Enjoy a couple of classic made-in-Chicago snacks like Chicago-style popcorn and homemade chocolate Get a taste for Chicago’s most famous food in one of the city’s most historic neighborhoods Discover why locals have so much passion for their Chicago-style classics

Inclusions: Professional Local Guide, Popcorn Tasting, Chocolate Tasting, Water Taxi or Subway Ticket, Chicago-style hot dog, Deep dish pizza, Italian Beef

Exclusions: Gratuity

Taste all of Chicago’s classic eats on this four-hour guided bicycle tour! Join the expert tour guides of Bobby’s Bike Hike, America’s longest-running city bike tour company, on this exciting and informative adventure. The journey is 14 miles (traversed at a leisurely pace) and includes deep dish pizza, a gourmet brownie, a Chicago-style hot dog, and a few samples of local craft beer! On the daytime version of the tour, you’ll drink in the sights of Chicago’s beautiful north side neighborhoods, including historic Wrigleyville, home to our intrepid Chicago Cubs baseball team. On the nighttime version, you'll ride through the party districts of downtown and see the lights of Buckingham Fountain and the glorious skyline. Then you’ll get a chance to cruise the Lakefront Trail, one of the most popular waterfront bike paths in the country. Don’t miss out on this rip-roaring good time! You’ll leave with a profound understanding of our town, even if you only came for the beer.

Inclusions: Bicycle, Helmet, Water Bottle, Expert local guide, Food and beer samples

Exclusions: Gratuity for guide (15-20% suggested, PayPal & Venmo available)

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional guide which leads passengers down the Chicago River to discover the city’s most renowned landmarks. In addition to historical insight on well known structures such as the Civic Opera House, Trump Tower & the Merchandise Mart, passengers will also get a chance to learn about current and upcoming developments. The Chicago River Cruise navigates the three primary branches of the river including the main branch to Navy Pier, the north branch to Goose Island and the south branch to Chinatown.

Inclusions: Restroom on board, Outside seating available, Seating is first come first serve basis, Guided architecture cruise of the historic Chicago River, Fully enclosed interior with air conditioning, seats, & windows

Exclusions: Full bar & snacks (available for purchase), Gratuities, Discounted parking is for as low as $10, Approx. $10 discounted parking lot connected to marina