We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers: Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Filter to see tours in the language(s) you’re looking for.
Popular Attractions
More
Specials
Duration
Sort by:
Default
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.
Lowest Price
Tours, activities and experiences bookable on Tripadvisor, ranked according to the prices offered by our partners.
Name
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
“The views were breathtaking, music was great and Abby our guide made it super fun!”
Wm9vbSUyMGFsb25nJTIwdGhlJTIwc2hvcmVsaW5lJTIwb2YlMjBMYWtlJTIwTWljaGlnYW4lMkMlMjB6aXBwaW5nJTIwcGFzdCUyMGZhbW91cyUyMGxhbmRtYXJrcyUyMGFzJTIweW91JTIwZ28lMkMlMjBkdXJpbmclMjB0aGlzJTIwZXhoaWxhcmF0aW5nJTIwc3BlZWRib2F0JTIwcmlkZSUyMGluJTIwQ2hpY2Fnby4lMjBDbGltYiUyMGFib2FyZCUyMHlvdXIlMjAyJTJDMDAwLWhvcnNlcG93ZXIlMjBzcGVlZCUyMGJvYXQlMjBhdCUyME5hdnklMjBQaWVyJTJDJTIwdGhlbiUyMGhhbmclMjBvbiUyMGZvci4uLg==read more
“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 see the best of Chicago without breaking a sweat. Offered regularly throughout the day, it’s easy to fit this tour...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...read more
“We loved the sites that we saw from Grant Park, The Stock Exchange, the view of the skyline, Duncan's Toy Chest, the World's largest Starbucks, Lincoln Park, the Chicago River and the Playboy Mansion.”
R2V0JTIwdG8lMjBrbm93JTIwdGhlJTIwV2luZHklMjBDaXR5JTIwdGhlJTIwZWFzeSUyMGFuZCUyMGNvbWZvcnRhYmxlJTIwd2F5JTIwb24lMjBhJTIwc21hbGwtZ3JvdXAlMjBtaW5pYnVzJTIwdG91ci4lMjBJbnN0ZWFkJTIwb2YuLi4=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
“Jeremy was an amazing, fun and energetic guide!!! Took our friends from the big state of TX on an amazing tour of Chicago.”
RXhwZXJpZW5jZSUyMENoaWNhZ28lMjBsaWtlJTIwbmV2ZXIlMjBiZWZvcmUlMjBvbiUyMHRoaXMlMjBndWlkZWQlMkMlMjAyLWhvdXIlMkMlMjBzbWFsbC1ncm91cCUyMFNlZ3dheSUyMHRvdXIuJTIwVmlzaXQlMjBwb3B1bGFyJTIwR3JhbnQlMjBQYXJrJTIwYW5kJTIwc2VlJTIwQnVja2luZ2hhbSUyMEZvdW50YWluJUUyJTgwJTk5cyUyMGJyZWF0aHRha2luZyUyQyUyMGV2ZW5pbmclMjBsaWdodCUyMHNob3clMkMlMjB3aXRoJTIwYW4lMjBpbGx1bWluYXRlZCUyMFdpbmR5JTIwQ2l0eSUyMHNreWxpbmUuLi4=read more
U3BlbmQlMjBhbiUyMGV2ZW5pbmclMjBpbiUyMENoaWNhZ28lMjBvbiUyMGElMjBTZWd3YXklMjB0b3VyJTIwYWxvbmclMjB0aGUlMjBsYWtlZnJvbnQlMjBhbmQlMjB0aHJvdWdoJTIwdGhlJTIwY2l0eSdzJTIwcG9wdWxhciUyMHBhcmtzLiUyMFlvdSdsbCUyMGVuam95JTIwdmlld3MlMjBvZiUyMHRoZSUyMENoaWNhZ28lMjBza3lsaW5lJTIwYXMlMjB5b3UlMjBnbGlkZSUyMGZyb20lMjBNaWxsZW5uaXVtJTIwUGFyayUyMHBhc3QlMjBsYW5kbWFya3MlMjBzdWNoJTIwYXMlMjBTaGVkZC4uLg==read more
“Fun friendly tour through utmost beautiful places.”
RGlzY292ZXIlMjBtYW55JTIwb2YlMjBDaGljYWdvJ3MlMjBiZXN0LWtub3duJTIwbGFuZG1hcmtzJUUyJTgwJTk0YW5kJTIwZXhwbG9yZSUyMHdpdGhvdXQlMjBicmVha2luZyUyMGElMjBzd2VhdCVFMiU4MCU5NG9uJTIwdGhpcyUyMHByaXZhdGUlMjBlbGVjdHJpYyUyMGJpa2UlMjB0b3VyLiUyME1lZXQlMjB5b3VyJTIwZ3VpZGUlMjByaWdodCUyMGF0JTIwdGhlJTIwQnVja2luZ2hhbSUyMEZvdW50YWluJTJDJTIwZ3JhYiUyMHlvdXIlMjBlLWJpa2UlMjBhbmQlMjBoZWxtZXQlMkMlMjBhbmQlMjBnZXQlMjByZWFkeS4uLg==read more
“Finishing the tour right by Navy Pier around 2:00 pm fueled and ready to play, the boys cooled off in a nearby water park, before ending our first day enjoying the Navy Pier and a Riverwalk stroll back to the hotel.”
U2VlJTIwQ2hpY2FnbyUyMGxpZ2h0JTIwdXAlMjB3aXRoJTIwYSUyMDQtaG91ciUyMGJpY3ljbGUlMjB0b3VyJTIwb2YlMjB0aGUlMjBXaW5keSUyMENpdHklRTIlODAlOTlzJTIwbW9zdCUyMGljb25pYyUyMHNpZ2h0cyUyMGFuZCUyMG5laWdoYm9yaG9vZHMuJTIwRm9sbG93JTIweW91ciUyMGd1aWRlJTIwYWxvbmclMjBhJTIwbGVpc3VyZWx5JTIwcm91dGUlMkMlMjB3YXRjaCUyMHRoZSUyMEJ1Y2tpbmdoYW0lMjBGb3VudGFpbiUyMGxpZ2h0JTIwc2hvdyUyMGFuZCUyMHRha2UlMjBpbiUyMGRheXRpbWUlMjBvci4uLg==read more
“The trip was easy to book on the company's website, Captain Mike was extremely professional and a great host, and the boat was comfortable and relaxing.”
U29hayUyMHVwJTIwdGhlJTIwdmlld3MlMjBvZiUyMExha2UlMjBNaWNoaWdhbiUyMGFuZCUyMHRoZSUyMENoaWNhZ28lMjBza3lsaW5lJTIwd2l0aCUyMGElMjAyLWhvdXIlMjBzYWlsaW5nJTIwdG91ci4lMjBUaGlzJTIwcHJpdmF0ZSUyMGNoYXJ0ZXIlMjBpcyUyMGNvbXBsZXRlbHklMjBjdXN0b21pemFibGUlMkMlMjBnaXZpbmclMjB5b3UlMjB0aGUlMjBjaGFuY2UlMjB0byUyMGNob29zZSUyMHlvdXIlMjBtdXNpYyUyQyUyMHJvdXRlJTJDJTIwYW5kJTIwdXAlMjB0byUyMDUlMjBhZGRpdGlvbmFsLi4uread more
“Relaxing and beautiful to see Chicago from the lake on a sailboat, and Captain Mike was very friendly and informative.”
SWYlMjB5b3UlRTIlODAlOTl2ZSUyMGV2ZXIlMjBkcmVhbWVkJTIwb2YlMjBzYWlsaW5nJTIwYXdheSUyMG9uJTIweW91ciUyMG93biUyMHByaXZhdGUlMjBzYWlsYm9hdCUyQyUyMHRoaXMlMjBpcyUyMHRoZSUyMHBlcmZlY3QlMjBleGN1cnNpb24uLi4=read more
“Easy for beginners, saw lots of iconic Chicago sites, and learned some interesting historical tidbits.”
U29hayUyMHVwJTIwdGhlJTIwV2luZHklMjBDaXR5JUUyJTgwJTk5cyUyMGZlc3RpdmUlMjBob2xpZGF5JTIwZmVlbCUyMGFuZCUyMGV4cGxvcmUlMjBsb2NhbCUyMGxhbmRtYXJrcyUyMHdpdGglMjBlYXNlJTIwb24lMjB0aGlzJTIwU2Vnd2F5JTIwdG91ciUyMGluJTIwQ2hpY2Fnby4lMjBIb3AlMjBvbnRvJTIweW91ciUyMFNlZ3dheSUyMGFuZCUyMHNwaW4lMjB0aHJvdWdoJTIwQ2hpY2FnbyVFMiU4MCU5OXMlMjBNaWxsZW5uaXVtJTIwUGFyayUyMHRvJTIwdGhlJTIwTG9vcC4lMjBXaXRoJTIweW91ciUyMGd1aWRlJTJDLi4uread 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...”
RXhwbG9yZSUyMENoaWNhZ28lMjBieSUyMFNlZ3dheSUyMHdpdGglMjB0aGUlMjBiZW5lZml0JTIwb2YlMjBhJTIwc2NlbmljJTIwNy0lMjBvciUyMDgtbWlsZSUyMHRvdXIlMjBsZWQlMjBieSUyMHlvdXIlMjBndWlkZS4lMjBTdGFydCUyMHdpdGglMjBhbiUyMG9yaWVudGF0aW9uJTIwdG8lMjBvcGVyYXRpbmclMjB0aGUlMjBTZWd3YXklMjBhbmQlMjBhJTIwZmV3JTIwbWludXRlcyUyMHRvJTIwcHJhY3RpY2UuJTIwVGhlbiUyMHJvbGwlMjB0aHJvdWdoJTIwdGhlJTIwcGF0aHMlMjBvZiUyMEdyYW50JTIwUGFyay4uLg==read more
“Muhammad who was our tour guide demonstrated a lot of knowledge to share which makes it more interesting.”
SGF2ZSUyMG9ubHklMjBhJTIwc2hvcnQlMjBzdGF5JTIwcGxhbm5lZCUyMGluJTIwdGhlJTIwV2luZHklMjBDaXR5JTNGJTIwU2VlJTIwdGhlJTIwYmVzdCUyMG9mJTIwQ2hpY2FnbyUyMGluJTIwanVzdCUyMGhhbGYlMjBhJTIwZGF5JTIwb24lMjB0aGlzJTIwc21hbGwtZ3JvdXAlMjB0b3VyLiUyMEZvbGxvd2luZyUyMGhvdGVsJTIwcGlja3VwJTJDJTIwdHJhdmVsJTIwaW4lMjBhbiUyMGFpci1jb25kaXRpb25lZCUyMHZlaGljbGUlMjB0byUyMFNreWRlY2slMjBDaGljYWdvJTIwYXQlMjB0aGUlMjBXaWxsaXMuLi4=read more
“The view was spectacular & sealed the beautiful night for me and my husband sat back & enjoyed something very special in the atmosphere.”
This Chicago dinner cruise allows you to see the sights, have fun, and grab a bite to eat all in one evening. An all-you-can-eat buffet, onboard DJ playing dance favorites, and sunset views of Chicago from Lake...read more
“Amazing views, very informative, the host Sarah was great!”
RW5qb3klMjBDaGljYWdvJUUyJTgwJTk5cyUyMGZpcmV3b3JrcyUyMGluJTIwM0QlMjBkdXJpbmclMjBhJTIwMi1ob3VyJTIwYm9hdCUyMGNydWlzZSUyMG9uJTIwdGhlJTIwQ2hpY2FnbyUyMFJpdmVyJTIwb3IlMjBMYWtlJTIwTWljaGlnYW4uLi4uread more
“This tour far exceeded our expectations!! Julia was so awesome, she made the trip so interesting and fun! Highly recommend this tour for a great afternoon learning about and experiencing the city!!”
Chicago offers amazing historical and culinary adventures, and this bike and food tour allows you to experience both while leaving the navigation to a guide. Hop on a provided bike and pedal around 13 miles (21...read more
“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
“You still get the great architectural info on the buildings on the river but also get a great view of the lit up skyline from the lake.”
RGlzY292ZXIlMjB0aGUlMjBiZWF1dHklMjBvZiUyMENoaWNhZ28lMjBhdCUyMG5pZ2h0JTIwZHVyaW5nJTIwYSUyMDEuNS1ob3VyJTIwY3J1aXNlJTIwb24lMjB0aGUlMjBDaGljYWdvJTIwUml2ZXIlMjBhbmQlMjBMYWtlJTIwTWljaGlnYW4uJTIwV2F0Y2glMjB0aGUlMjBjaXR5JTIwc3BhcmtsZSUyMGFzJTIweW91JTIwcGFzcyUyMGxhbmRtYXJrcyUyMHN1Y2glMjBhcyUyME11c2V1bSUyMENhbXB1cyUyQyUyMFdpbGxpcyUyMFRvd2VyJTJDJTIwQW9uJTIwQ2VudGVyJTIwYW5kJTIwdGhlJTIwSm9obi4uLg==read more
This small-group Best of Chicago tour highlights the best ways to experience the Windy City's most prominent sites and attractions including the breathtaking Chicago architecture illuminated at night. You'll visit...read more
Book a fully guided and narrated private tour of Chicago - The Windy City with See Sight Tours, Chicago ’s best small-group tours (maximum 7 guests). Enjoy the efficiency and exclusive benefit of having your very...read more
WW91JTIwd2lsbCUyMGJlJTIwdHJlYXRlZCUyMHRvJTIwYSUyMG1vcm5pbmclMjBvZiUyMHJlbGF4YXRpb24lMjBhbmQlMjBmdW4lMjBvbiUyMExha2UlMjBNaWNoaWdhbiUyMG9uJTIwdGhpcyUyMHNhaWxib2F0JTIwY2hhcnRlci4uLi4=read more
“You can tell he loves his city and strives to make the adventure tour something where you can learn about Chicago but also have a fun time.”
This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way!Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour...read more
“Our guide was friendly and informative and we were able to eat some amazing food along the way.”
SXQlMjBpc24lRTIlODAlOTl0JTIwYSUyMHRyaXAlMjB0byUyMENoaWNhZ28lMjB3aXRob3V0JTIwdGFzdGluZyUyMGRlZXAtZGlzaCUyMHBpenphJUUyJTgwJTk0YW5kJTIwdGhpcyUyMHByaXZhdGUlMjB0b3VyJTIwZm9yJTIwZm9vZCUyMGxvdmVycyUyMHdpbGwlMjBpbnRyb2R1Y2UlMjB5b3UlMjB0byUyMHRydWUlMjBDaGljYWdvLXN0eWxlJTIwcGl6emElMkMlMjBwbHVzJTIwb3RoZXIlMjBXaW5keSUyMENpdHklMjBzcGVjaWFsdGllcy4lMjBNZWV0JTIweW91ciUyMGd1aWRlJTIwZG93bnRvd24lMkMlMjBhbmQlMjBiZS4uLg==read more
VHJlYXQlMjB5b3Vyc2VsZiUyMHRvJTIwYW4lMjB1bmZvcmdldHRhYmxlJTIwQ2hpY2FnbyUyMGV4cGVyaWVuY2UlMjB3aXRoJTIwdGhpcyUyMHByaXZhdGUlMjBzYWlsYm9hdCUyMGNydWlzZSUyMHVuZGVyJTIwdGhlJTIwTmF2eSUyMFBpZXIlMjBmaXJld29ya3MuJTIwT3ZlciUyMHRoZSUyMGNvdXJzZSUyMG9mJTIwdHdvJTIwaG91cnMlMkMlMjB5b3UlRTIlODAlOTlsbCUyMHNhaWwlMjBhbG9uZyUyMENoaWNhZ28lRTIlODAlOTlzJTIwYmVhdXRpZnVsJTIwbGFrZWZyb250JTIwd2l0aCUyMGElMjB2aWV3JTIwb2YlMjB0aGUuLi4=read more
Short and highly selective information in the audio commentary for tourist attractions in around ChicagoHighlights of this Self-Guided Audio Tour• It allows you to go as per your own convenience of time, pace and...read more
This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way!Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour...read more