Chicago Riverwalk Tours and Tickets

Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.

Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.

Don’t spend time figuring out what to see in Chicago and how to get there—this hop-on hop-off tour provides a mapped-out itinerary of the city's top sights. With several strategically located stops, the tour allows you to explore the Windy City at your own pace. See the world-class Art Institute and landmark skyscrapers, while audio commentary onboard gives you insight into the city's colorful history.

Experience a colorful side of Chicago history with this gangsters and ghosts tour. With a historian as your guide, you’ll step back to the Roaring Twenties, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.

First-time visitors to Chicago seeking a quick overview of the city will enjoy this 90-minute small-group walking tour. Your guide will take you to some of Chicago’s most beautiful and interesting buildings, including the Tribune Tower, the Art Institute, the Willis Tower, and more. Learn about Chicago’s architecture, history, and culture while getting your bearings.

The easiest and most affordable way to explore some of Chicago's top attractions, the Chicago Explorer Pass by Go City saves you up to 50 percent off compared to buying individual attraction tickets. Create your own sightseeing itinerary by choosing 2, 3, 4, 5, 6 or 7 attractions, tours, and activities from among more than 25 top sites, including the Skydeck Chicago, a sightseeing cruise, a hop-on hop-off Big Bus tour, Navy Pier, and more.

Chicago dogs, deep-dish pizza, brownies, and craft beer are all sampled on this half-day bike tour through the Windy City. Cover about 13 miles (21 km), following your guide at a moderate pace through Chicago neighborhoods. On the day tour, ride through Wrigleyville, Old Town, Lincoln Park, and Gold Coast. On the night tour, visit Chicago’s Riverwalk, Millennium Park, Buckingham Fountain and the Lakefront Trail. As you go, stop for generous food and beer tasters.

The Windy City is known for its spectacular architecture and eclectic food scene. Experience both on this tour through the downtown that combines sights with nibbles. Take in famous landmarks like the Chicago Pedway, City Hall, Picasso Sculpture, Chicago Riverwalk, Wrigley Building, Tribune Tower, Magnificent Mile, Millenium Park, and Cloud Gate on foot. Learn about the history of some of Chicago’s most well-known buildings while enjoying views of the Chicago River. Taste surprise local treats from two beloved city eateries during the tour.

See Chicago light up with a 4-hour bicycle tour of the Windy City’s most iconic sights and neighborhoods. Follow your guide along a leisurely route, watch the Buckingham Fountain light show and take in daytime or evening views of Millennium Park and the Museum Campus. Sample culinary classics of Chicago, like deep-dish pizza, a true Chicago hot dog, and a tasty dessert for good measure. As you pedal through downtown streets, capture unforgettable images of Chicago’s magnificent skyline then finish your tour in the heart of the city.

Cruise the river on a less crowed, small historic yacht! When in Chicago, cruising down the Chicago River is a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide detailed explanations of the construction and history of over 50 significant buildings, wrapping up at the end of the river.

Get to know the “must eats” in River North - the original Chicago foodie destination on this small-group or private walking tour. As you explore, listen to in-depth commentary from your guide on the culinary history of Chicago and get a taste of "Chicago`s style" most iconic food and the culture of the city`s most historic neighborhood River North. With a small group (or private) of just 12 fellow food-lovers, you'll enjoy personalized attention and the chance to chat about your favorite tastings.

Immerse yourself along the Chicago River and admire the astonishing architecture and landmarks that have shaped the Windy City and beyond. Our expert guides will show you Chicago through a new lens and explore this city’s history, architecture, and legacy with you.

The perfect tour for first timers to Chicago or those who want to explore Chicago's top attractions and highlights. Stroll through the beautiful streets of downtown Chicago and learn about the City’s rich history, colorful characters, and get insider tips. Enjoy a 2hr walking tour & receive a bonus FREE 2hr bike or kayak rental, adding value to your experience. Enjoy biking along the scenic Lakefront Trail or kayaking on Lake Michigan. Bobby's Bike Hike walking tours have been recognized nationally by National Geographic, USA Today, and Conde Nast Magazine. Explore the amazing sites that Chicago made famous; Millennium Park, Chicago Riverwalk, amazing Architecture of the Wrigley Building and Chicago Theater, & Michigan Avenue dubbed ‘the Magnificent Mile’ for it’s world-renowned shopping. Bobby’s local expert guides lead you through downtown Chicago’s most iconic landmarks and share their knowledge about the City along the way. The tour covers 1.5 miles(2.25km) on easy, flat terrain.

Discover the best of Downtown Chicago—and learn all about its architecture and history as you go—on this small-group walking tour. Choose from a range of convenient start times, meet your guide right outside the Chicago Theatre, and set off on foot. You can look forward to seeing highlights ranging from the Picasso Statue and Chicago Riverwalk to the Magnificent Mile and Millennium Park, all while learning insider stories about the city.

Discover the best of the Windy City’s architectural highlights—and then move on to a tasting tour of its culinary standouts—on this half-day, small-group tour. Pick between morning and afternoon start times, meet your guide at the Chicago Theatre, and set off to discover highlights like the Riverwalk, John Hancock Building, and more. Then, indulge in tastings of everything from deep-dish pizza to hot dogs.

Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic landmarks, this walking tour is for you! We’ll start our tour in the Chicago Loop, a lively neighborhood filled with incredible architecture and attractions. We’ll pass buildings that were seen in movies like Wayne’s World and The Negotiator, cross the Chicago River and salute the Marina Towers from The Hunter, then stop inside Union Station. You might recognize this historic hub from The Untouchables or Public Enemies. While touring the Loop, we may also see filming scenes from The Blues Brothers as well as Ferris Bueller’s Day Off. Your tour guide will point out iconic Chicago buildings including the Willis Tower and – if it’s on your wish list – the famous Bean sculpture in Millennium Park. With the help of the ‘L’, we can ride north to see filming locations for My Best Friend’s Wedding, The Dark Knight, and Planes, Trains and Automobiles. Truly a unique way to explore Chicago!

Fell the tug of history and dive into the breathtaking events of the past. On this intriguing and unusual tour, you will explore another side of famous locations and get acquainted with haunted places filled with a spirit of gangsters and speakeasies of the roaring 20s. Hear the captivating stories of Chicago’s past and feel the curiosity level rising as you immerse yourself into those times. Discover the dark and mysterious history of the Chicago downtown Be entertained by the expert local guide who knows the true history of the city Get to know what lies beyond the famous Chicago facades and what is hidden from the mainstream tours Visit the most impressive and exciting sites.

This is truly an experience like none other. It is combination of a historical walking tour of the Chicago Riverwalk and Yoga. It is a very non-traditional Yoga experience as we incorporate flows along the walking tour, in picturesque locations with beautiful views. No mats are necessary as we incorporate the surrounding elements of the Riverwalk, ie: benches, steps, and grassy lawns. A Fit Tour is the most unique way to "get your steps in" and actively engage with the surrounding city.

Get the best of Chicago with a local guide on this tour featuring the city’s best neighborhoods, top attractions, and the Chicago ‘L’! We’ll start by exploring the Chicago Loop, home to an array of mind-blowing architecture. See the Willis Tower, visit Union Station just across the river, and admire the Beaux-Arts beauty of the Art Institute of Chicago. No downtown Chicago experience is complete without a stop at Millennium Park’s Cloud Gate, AKA The Bean. We’ll then head north to stroll along the Chicago Riverwalk before exploring the River North neighborhood, home of the iconic Wrigley Building. Over in the Magnificent Mile district, grab post-tour tickets for the Museum of Contemporary Art or brave the 94 floors up to 360 CHICAGO observation deck. End your tour here or nearby in the attraction- and entertainment-filled Navy Pier. During your tour, your guide will treat you to a local snack as well as a train pass so we can really maximize our time sightseeing in Chicago!

Ready for the ultimate day out in Chicago? We’ll embark on an unforgettable Chicago journey, where iconic flavors like Chicago Pizza, Hot Dogs, Italian Beef, Chicago-mix Popcorn, and the original Brownie await. Opt for the VIP Craft Beer package for a heightened experience. Beyond bites, our expert-guided tour explores Millennium Park, the Chicago Riverwalk, Michigan Avenue, Cloud Gate, Chicago Theater, and more. Enjoy a 5-hour walking tour and receive a bonus 2-hour FREE bike or kayak rental, adding value to your experience. Maximize your day by biking along the scenic Lakefront Trail or kayaking on Lake Michigan. Leave the planning to the local experts. Bobby’s Bike Hike was awarded the following three awards just this year: “Top 10 Food Tours in America” by USA Today, “Top 20 Food Tours in the World” by TripAdvisor, and “Top 15 Vacation Ideas in USA” by Entrepreneur Magazine. Seize the opportunity for the ultimate Chicago fusion of flavors and sights in a single, unforgettable day!

Ideal for photography enthusiasts, this private, half-day walking tour covers Chicago’s most photogenic neighborhoods and landmarks. See iconic skyscrapers like the Wrigley Building and the historic Water Tower along the Magnificent Mile. Visit Millennium Park and get a chance to photograph the bean-shaped Cloud Gate sculpture. Complimentary bottled water is included.

Take a spin through the Windy City on a bike tour and discover the most remarkable and world-famous sights. Hit the streets like a local with your guide, dive into the bustling life of the business districts, be welcomed by the soothing green of the parks, and admire the lake scenery as you ride along the shore. The city boasts plenty of attractions and landmarks to discover, so the bike is a perfect way to save time to get there. Visit the most important landmarks of the city following your guide. Enjoy a safe bike trip around the city and get experience mainstream tours can’t offer. Be entertained with historical and cultural insights from your guide. The tour is great for families

A Chicago food tour gives you the chance to explore the city’s foodie scene to its fullest. Explore legendary bakeries in neighborhoods around the city and discover Chicago’s immigrant roots with incredible food from around the world, including Italian, Polish, and German cuisines. Let your local tour guide take you to their favorite candy shop in town, meet interesting shop owners, and hear the stories of restaurants that have been local favorites for generations. We can even include a tour stop to sample some of Chicago’s amazing craft beer from a local brewery! In between food tour stops, we’ll show you the iconic historic and architectural sights of the city as well as a wonderful variety of neighborhoods, and you’ll get your fill of the city’s