Activities & Tours: Illinois

Chicago Architecture River Cruise

Experience one of the world’s most beautiful cities on a cruise down the historic Chicago River. On this architecture cruise, head down the main branch of the Chicago River, up the north branch to the East Bank Club, and then south past Willis Tower (Sears Tower) to the old Post Office Building. Take in magnificent city skyline views as you see more than 40 notable buildings, including the John Hancock Center and the Wrigley Building, and learn about their distinctive architecture from your onboard guide, an expert in architecture.

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based on 12365 reviews

See Details → Duration :1 hours 15 minutes
From $53.7

Chicago River 90-Minute History and Architecture Tour

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to enjoy and admire. This comprehensive 90 minute tour will navigate through the heart of the city on all three branches of the Chicago River while your professionally-trained architectural guide tells the story of more than 130 years of innovation in design, style and technique and why it is important today. The Chicago River Architecture Tour is the most authentic and encompassing Chicago experience the city has to offer.

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based on 5161 reviews

See Details → Duration :1 hours 30 minutes
From $44

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich history and architectural heritage features highlights from Wendella's full-length architecture tours. Hop aboard our world class vessels as our local authentic tour guides showcase our amazing city.

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based on 991 reviews

See Details → Duration :45 minutes
From $28

Chicago Lake and River Architecture Tour

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years of fascinating social, cultural and political history, and explores more than a century of groundbreaking architecture. The journey begins with an up-close perspective of Chicago's internationally-known architecture as seen from the Chicago River. Then venture through the Chicago Lock on to the calm, cool waters of Lake Michigan for expansive views of Chicago's extraordinary 26-mile skyline. Take the selfie of a lifetime on this inspirational experience!

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based on 1660 reviews

See Details → Duration :1 hours 30 minutes
From $44

Chicago: Gangsters and Ghosts Walking Tour

Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right from the locations that started it all? This tour visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in Chicago! You can get the best of both worlds with this 2 in 1, history-based guided walking tour of Chicago’s gangsters and ghost stories, right from the famous Chicago Loop Vice District! Tour departs from 71 E Wacker Drive.

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based on 5595 reviews

See Details → Duration :2 hours
From $35

Big Bus Chicago: Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

Discover Chicago's best on our Big Bus tour. Board our open-top, double-decker bus and see the city's iconic landmarks, from the Magnificent Mile to Millennium Park. Utilize our convenient stops to explore vibrant neighborhoods and attractions, including Willis Tower, the Chicago Riverwalk, and more. Spend your day shopping on Magnificent Mile, enjoying Navy Pier's Ferris Wheel, or tasting authentic Chicago Deep Dish Pizza. Our flexible tour lets you create your own itinerary, with a free app to track bus arrivals. Listen to digital commentary in multiple languages, offering expert insight into Chicago's history and culture, while recommending the best places to eat, drink, and shop. Offering comfortable seating and panoramic views, our Hop-On Hop-Off Sightseeing Tour is an ideal way to explore the city. Hop off as often as you like within your ticket's validity period, and simply hop on again when ready to continue.

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based on 1688 reviews

See Details → Duration :
From $49.5

Chicago Architecture Center River Cruise aboard Chicago's First Lady

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only Chicago architecture boat tour led by highly trained expert docents. On this 90-minute cruise, you will enjoy an overview of historic and modern architectural styles including stories about the people who designed and built Chicago. As a certified nonprofit, all ticket purchases directly support education efforts and community engagement projects. No visit to Chicago is complete without experiencing this award winning tour, so accept no substitutes.

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based on 1853 reviews

See Details → Duration :1 hours 30 minutes
From $54

Lake Michigan Skyline Cruise in Chicago

Admire all of Chicago's fabulous lakefront sights and attractions on this Lake Michigan boat tour. Cruise along Lake Michigan and take in amazing views of the city’s famous skyscrapers from a great vantage point. Feel free to bring a lunch and enjoy drinks from the onboard bar as you relax on this sightseeing cruise.

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based on 669 reviews

See Details → Duration :40 minutes
From $37.58

Chicago Favorites Ultimate Food and Walking Tour

The perfect tour for first timers to Chicago or those who want to explore Chicago's famous foods along with the city's top attractions, all on one tour. Stroll through the beautiful streets of downtown Chicago & taste the Windy City’s favorite eats! Bobby’s Bike Hike, whose food tours are ranked Top 10 in America by USA Today and Top 20 in the world by Tripadvisor, offers this ultimate food & walking tour to explore the foods Chicago made famous; a slice of deep-dish pizza, a Chicago-style hotdog, Italian beef, & brownies. Bobby’s expert guides will lead you through downtown Chicago’s most iconic landmarks; Millennium Park, State Street, Chicago Theatre, Chicago Riverwalk, Michigan Avenue, & the Wrigley Building, all the while explaining the tales from Chicago’s rich food-centric history. Enjoy your food tour & receive a bonus 2-hour FREE bike or kayak rental for each ticket bought, adding value to your experience. Bike along the Lakefront Trail or kayak on calm, clear Lake Michigan.

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based on 1068 reviews

See Details → Duration :3 hours
From $79.99

Chicago in a Day: Food, History and Architecture Walking Tour

Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treats and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more!

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based on 735 reviews

See Details → Duration :5 hours
From $131.54

Chicago Craft Brewery Barrel Bus Tour

There’s never been a better time to be a beer drinker — and Chicago, with its thriving brewery scene and many destination-worthy beer bars, is the perfect city for suds lovers. Visit three of its craft breweries on this all-inclusive, 3.5-4hour tour, where you’ll get to tour one brewery production facility and enjoy copious samples of local brews. To keep things interesting, you’ll travel in a barrel-shaped bus. Morning and evening departure times are both available.

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based on 220 reviews

See Details → Duration :3 hours 45 minutes
From $99.6

2-Hour Guided Segway Tour of Chicago

2 hours of being a kid again!!! Take a Segway tour with us and discover how beautiful Chicago truly is. Ride through some of Chicago's most popular destinations with an experienced guide. We will glide through scenic and historic downtown Chicago and explore the beautiful Grant Park, around the Buckingham Fountain, near the Museum Campus and near the lakefront. Or take our Riverwalk tour to explore the Chicago River to view Navy Pier and famous Chicago bridges, traveling up historic Michigan Avenue and passing by Millennium Park. No matter which tour you choose, it will be a memory lasting a lifetime!

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based on 335 reviews

See Details → Duration :2 hours
From $65

Chicago's Chinatown Food and Walking Tour

Few neighborhoods in America combine such delicious cuisine with such fascinating history as Chicago’s Chinatown. Join Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor, for an afternoon of interesting beats and scrumptious eats through Chinatown. On this 3-hour walking and food culture tour, you’ll see the bustling Chinatown Square, then get to sampling some of the richest cuisine around, including Cantonese dim sum, Portuguese-Chinese bakery treats, Szechuan style, and even Xi'an cuisine, all the while learning about the history of how these foods and cultures arrived in Chicago. This is a totally unique culinary tour experience, and not to be missed! Upon arrival to the tour, you can add a VIP Drink option for alcoholic and ethnic drink pairings! Chinatown can be challengin to navigate on your own, so let our expert guides show you the way and discover five of our all-time favorites.

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based on 255 reviews

See Details → Duration :3 hours
From $79.99

Chicago Walking Food Tour With Secret Food Tours

On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city's biggest food hits, many dishes with roots dating back over 150 years. This moving feast incorporates a walk through some of the city's world renowned architecture and public art in the famed Chicago Loop District. Experience our famous deep dish pizza, taste the amazing Italian beef sandwich, enjoy gourmet popcorn, and lots of other treats. Plus, there is our mouth-watering secret dish that you can only find out about on the day of the tour!

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based on 458 reviews

See Details → Duration :3 hours
From $89

Chicago City Tour with Architecture River Cruise Option

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with an expert guide in a comfortable minibus, enjoy world renowned architecture including the world's first skyscrapers, Museum Campus (for the BEST skyline view in town), Millennium Park (Home of "The Bean"), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical, informational and at times humorous commentary about the area. Four photo stops are a part of each tour. The small-group atmosphere with a maximum of 10 people ensures a more personal experience. You also have the option to upgrade to include THE most popular Architecture River Cruise in Chicago! For good reason, our partner Shoreline Sightseeing, has been the most booked tour on TripAdvisor for the last 5 years! And yes, there is a bar on the boat.

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based on 612 reviews

See Details → Duration :2 to 4 hours
From $47.95

Activities & Tours: Illinois

Chicago Architecture River Cruise

Chicago River 90-Minute History and Architecture Tour

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Chicago Lake and River Architecture Tour

Chicago: Gangsters and Ghosts Walking Tour

Big Bus Chicago: Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

Chicago Architecture Center River Cruise aboard Chicago's First Lady

Lake Michigan Skyline Cruise in Chicago

Chicago Favorites Ultimate Food and Walking Tour

Chicago in a Day: Food, History and Architecture Walking Tour

Chicago Craft Brewery Barrel Bus Tour

2-Hour Guided Segway Tour of Chicago

Chicago's Chinatown Food and Walking Tour

Chicago Walking Food Tour With Secret Food Tours

Chicago City Tour with Architecture River Cruise Option

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