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Tours, activities and experiences bookable on Tripadvisor, ranked using exclusive Tripadvisor data including reviews, ratings, photos, popularity, user preferences, price, and bookings made through Tripadvisor.
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Tours, activities and experiences bookable on Tripadvisor, ranked in alphabetical order.
“The night tour was great and James was an amazing tour guide who did all these extras to make the ride fun, like light strings and a bubble gun! Perfect views during the day and at night!”
Known as a world-famous hub for architecture, art, and politics, the lakeside city of Chicago has a wealth of must-see sights. Know exactly where to go in the Windy City on this hop-on, hop-off bus tour, complete...read more
“Our "docent" was Nick, and he is a first-class raconteur: very glib, entertaining, personable, knowledgeable, and passionate about Chicago and the marvels of structural engineering that define the skyline.”
Get views of Chicago’s most famous buildings, as well as insider info from an expert guide, on this architecture-focused cruise. See all the most important buildings on one tour, a hard-to-accomplish task on foot....read more
“The kids had fun the our guide Lexie was very good the ride is fun the Bouat is nice Good view of Chicago skyline”
“very informative cruising up and down the Chicago river...and then the highlight....passing through the lock out on to Lake Michigan.Very fun! Followed by a wonderful time out and back viewing the city skyline!”
If your feet need a break from the city streets, a short sightseeing cruise is the perfect way to...read more
“The tour was very informative and the stops for photos was great Our driver Rick was very friendly and funny The boat tour was also very informative and the crew was great I would definitely recommend this tour to...”
Check many Chicago landmarks off your must-see list on this small-group sightseeing tour aboard a minibus. Cover more ground than on foot, and hit lots of highlights over the tour. See Museum Campus, the Rookery,...read more
“Our tour guide Rick was super knowledgeable and his sense of humor made the tour extra fun.”
Named for the cable car turnarounds and the prominent elevated railway that encircled the area at the end of the 19th century, the Loop is Chicago's commercial and cultural core. On today's epic scavenger hunt of...read more
“Segways are a Blast to ride and a Great way to experience the Second City Lakefront with a knowledgeable guide to make it informative, interesting, and fun! Shout out to our guide Pat who was fantastic!”
Explore Chicago's Museum Campus in record time on a Segway, enabling you to cover more ground in less time when compared to walking. All Segway training and equipment are included, making this tour accessible to...read more
“Paul, our fearless and fun loving guide, led us on our amazing 3 hour tour by showing us the highlights of Chicago and sharing the historical events telling the incomparable story of a one of a kind place.”
Get close to Chicago's most important monuments and parks on a top-rated bike tour that travels entirely on the city’s abundant bike paths, so there's no need to worry about traffic. Pedal through Grant Park, along...read more
“Lenny our tour guide was patient and helpful in getting us familiar with the segway and was very energetic, nice and informative throughout the 2+ hours of the tour!”
Expand your horizons in Chicago by gliding along the city’s scenic Lakefront Trail on a fun and smooth-moving Segway. Instead of a long, tiring walk or being confined to a tour bus, enjoy fresh air and flexibility...read more
“It was such an enjoyable experience!!! Our tour guide Carrie was the best, She made it fun and informational .”
This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful nature that surrounds the city skyscrapers. You will get a chance to ride Electric Bikes and see the city from a...read more
“This was my second tour and It was amazing and really fun.”
Learn about Chicago’s haunted past and see its mysterious sights as you glide through the city on a Segway at night! Venture through the dark with your local guide, and see alleys, hotels and sites of some of the...read more
“He was engaging and personable with fun facts and stories, knowledgable about the City and attractions, and most of all always watching over the safety and comfort of the guests (always pointing those bumps on the...”
“Our guide, Blanca covered all the essentials, architecture, history, culture and nature and did so from the point of view of a Chicago native, who loves her city.”
See the beauty of Chicago from a new vantage point by going on this scenic cruise along the Chicago River and Lake Michigan shoreline. It’s a great way to spot multiple top Chicago landmarks in a short space of...read more
This Tour is the quickest, best way to explore a place that you are visiting for the first time, we take you to all the hot spots in the city in less than a day. We take care of everything for you, from picking you...read more
Play a city game where you will follow clues to discover amazing places and local stories in Chicago.You’ll tour Chicago’s famous Millenium Park and learn about the iconic works of art that populate the area on your...read more
Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then...read more
One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour guide take you around the most important sites and locations of Chicago. Being a...read more