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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.
“We visited a museum, went bowling, enjoyed the Navy Pier rides and took the Big Bus tour.”
Discover the Windy City your way with a Go Chicago Explorer Pass by Go City. Valid for 60 days, the pass is ideal for travelers who want to take their time exploring the city. You can visit top attractions such as...read more
“Excellent tour with such a fun and informative guide, Mary-jo Hoag, we learnt so much about the architecture and history of the city, Thankyou it really helped us get our bearings in your wonderful city.”
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
“It is a guided tour the takes you around Chicago’s Must See areas such as the Willi’s Tower, Art Institute of Chicago, and Millennium Park where the famous “bean” of Cloud Gate is located.”
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!”
“This tour really helped us acclimate on day one of our vacation, and we constantly referred back to points we had driven by as we navigated the city on our own throughout our trip.”
“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
“We loved this! Beautiful views of the skyline and just a nice relaxing spin around the harbor.”
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
“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.”
“This was my first ride on a helicopter, and it was such amazing experience and there are few reasons for that first one is Pilot Wayne was exceptional, professional and so much fun he made it look so easy to contr...”
“It was very enjoyable for the whole family, Heath ,our guide, was outstanding, - very knowledgeable, entertaining, articulate and patience with questions.”
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
Enjoy admission to more than 25 of Chicago's most popular attractions with Go City's All-Inclusive Pass. Go City lets you create your own itinerary and save far more than if you were to purchase individual...read more
“The crew was friendly and courteous, the boat was clean and comfortable (great viewing on top deck and nice air conditioned lounge/refreshment area below, also with fine views), and a poised, knowledgeable docent...”
See dozens of landmark buildings that line the Chicago River on the only architecture cruise lead by expert docents from the Chicago Architecture Center. The vessel—Chicago’s First Lady—is designed for prime...read more
“We had a good meal and enjoyed the fireworks at Navy Pier along with beautiful views of Chicago at sunset.”
“Fun friendly tour through utmost beautiful places.”
“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.”
“Relaxing and beautiful to see Chicago from the lake on a sailboat, and Captain Mike was very friendly and informative.”
“It was a beautiful day on the lake and the crew were wonderful and fun!! Highly recommend the Tall Ship Windy at the Navy Pier!”
“Staff was nice, ride was smooth, & the city’s view was just beautiful!”
The only tour provider near downtown! Unlike other tours, ours is flown in a spacious, turbine-engine helicopter. We will never 'up-sell' clients upon arrival, and our pilots are extremely professional and fun! We...read more
“We had a really fun time learning about the architecture of the city and we were especially impressed by our guide's passion for some of the amazing records set by women architects and his recommendations for book...”
“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
“After a little rocky start on buying tickets online and getting a minor refund for insurance from the personable wife of the Tour owner, we had a great, great night on this trip.”
“If you are looking for a fun intimate experience with friends or family, this is an amazing way to see Chicago from the water!! Highly recommended!! Captain Ken is great with communication and made us feel really...”
The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier,...read more
“Great afternoon for us and we brought our two small kids who loved all the pizza as well!!!! THANK YOU JON”