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.
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.
Tours, activities and experiences bookable on Tripadvisor, ranked according to the prices offered by our partners.
Tours, activities and experiences bookable on Tripadvisor, ranked in alphabetical order.
“We especially enjoyed the river tour and double-decker bus - because those tours shared a lot of the city's history.”
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
“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
“Included are the Shedd Aquarium, Field Museum and Willis (former Sears) Tower and then the choice of the Art Institute of Chicago or the Adler Planetarium and a choice of 360 Chicago in the Hancock Building or the...”
Save time and money at five major Chicago attractions with CityPASS, which provides admission to top-tier destinations. The pass grants access to the Shedd Aquarium, Skydeck Chicago, and the Field Museum, and you...read more
“Very informative and entertaining - the tour guide Andy was excellent, views were outstanding, bar on board for refreshments and could sit downstairs in the shade when the July sun got too much!”
Explore all three branches of the Chicago River on a journey through the heart of the city. This riverboat excursion introduces passengers to Chicago’s legendary architecture, narrated by a professionally trained...read more
“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
“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 tour offered a local perspective of Chicago so it totally didn’t feel like a scripted tour at all. Kelly gave us interesting and unique facts about Chicago’s architecture and transportation and history, even...”
“My girlfriend and me where very content with the food, atmosphere and obviously the View! we highly recommend!”
“Once in Chicago we took a river boat tour that showed us insights of the city that ended up at spectacular Lake Michigan, which allowed us to admire the impressive city skyline as sailors arriving at a mystical land.”
To truly appreciate Chicago's famous skyline, admire it from the water on this top-rated Lake Michigan architecture cruise. While most sightseeing boats remain on the Chicago River, this one gives you a panoramic...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
“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
“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 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...”
“We enjoyed a peaceful scenic tour down the river with the sun light touching the shimmering glass of the skyscrapers at just the right moment.”
“It was an excellent introduction to Chicago’s unique architecture – great views of the skyscrapers and other buildings from the river level and very interesting guidance by the knowledgeable CAC docent on board –...”
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
“Muhammad who was our tour guide demonstrated a lot of knowledge to share which makes it more interesting.”
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...”
“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.”
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