Activities & Tours: Illinois

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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

Chicago River Boat Architecture Tour

Welcome to Chicago River Boat Architecture Tours! We’re proud to present you with an in-depth, expert architectural-based river boat tour that delves into one of the most remarkable American cities today. Known for unique, daring, and historical architectural pursuits, it’s hard to cover all of the design and building treasures that make up the Windy City today. If you’re ready to learning more about the designs, people, and innovations behind these creations, throw on your captains hat and get ready to cruise along the Chicago River and see what architects from around the world travel to see in Chicago. Tour departures from 465 N. McClurg Ct.

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based on 667 reviews

See Details → Duration :1 hours 30 minutes
From $49

Chicago Crime and Mob Bus Tour

Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Walking tour paths explore historic crime scenes with great photo opportunities. True crime stories about Chicago Gangster Al Capone, The Untouchables, The Chicago Mob, Prohibition, John Dillinger, Frank “The Enforcer” Nitti, Cap George Streeter, Leopold & Loeb, H.H. Holmes and more. Visit historic landmark buildings like: The Biograph Theater, Holy Name Cathedral, Cook County Criminal Court House, Harry Caray’s Italian Steakhouse, etc. Tour famous Chicago neighborhoods: Streeterville, River North, Gold Coast, Lincoln Park, Old Town, Loop and Magnificent Mile. Locals and tourists agree that this educational and entertaining thing to do in Chicago is a unique cultural experience.

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based on 2317 reviews

See Details → Duration :130 to 2 hours
From $49

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 CityPASS®

Visiting Chicago? Experience 5 must-see attractions, handpicked and packaged together at a 48% savings, with Chicago CityPASS® tickets. Spend less time planning and more time exploring. Visit the attractions at your own pace, in any order. Valid for 9 consecutive days including the first day of use. Get admission to 5 attractions. Includes: • Shedd Aquarium • Skydeck Chicago Plus choose 3 of the following: • Shoreline Sightseeing Architecture River Tour • Field Museum • 360 CHICAGO Observation Deck • Museum of Science and Industry • Art Institute of Chicago • Adler Planetarium Download and visit the My CityPASS® App to access tickets, make reservations (if required), and view attraction details.

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based on 457 reviews

See Details → Duration :9 days
From $139

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 Gourmet Dinner Cruise on Lake Michigan

Experience the best of Chicago with a Premier Dinner Cruise and spend your evening on Lake Michigan with dining, picturesque views, DJ entertainment, and dancing. While onboard, you’ll enjoy our chef-prepared plated menus, creative cocktails, distinctive service, and breathtaking views of Chicago’s skyline and attractions from our climate-controlled interior and open-air rooftop decks. Whether for a romantic dinner for two or for a special evening with friends and family, our dinner cruises are the perfect way to elevate any occasion and see Chicago from the water! Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly. Includes - 3-course, chef-plated menu - Spectacular views of the Chicago skyline including the Willis Tower - and Adler Planetarium - DJ-curated music - Guaranteed table for your party size - Complimentary coffee, hot tea, and iced tea

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based on 279 reviews

See Details → Duration :2 hours 30 minutes
From $131.94

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 Buffet Lunch Cruise on Lake Michigan

Our Chicago Signature Lunch Cruise is an unforgettable way to experience the city from the water. Spend your afternoon on Lake Michigan with dining, picturesque views, DJ entertainment, and an assortment of games. While onboard, you’ll enjoy our chef-prepared lunch buffet, a fully stocked bar, and incredible views of Chicago’s skyline and attractions from our climate-controlled interior and open-air rooftop decks. Whether for a scenic lunch for two or for an unforgettable afternoon with friends and family, our Lunch Cruises are perfect for any occasion and serve as the best way to see Chicago from the water!  Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

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based on 260 reviews

See Details → Duration :2 hours
From $85.97

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

Chicago River Boat Architecture Tour

Chicago Crime and Mob Bus Tour

Lake Michigan Skyline Cruise in Chicago

Chicago CityPASS®

Chicago Favorites Ultimate Food and Walking Tour

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

Chicago Gourmet Dinner Cruise on Lake Michigan

Chicago Craft Brewery Barrel Bus Tour

2-Hour Guided Segway Tour of Chicago

Chicago Buffet Lunch Cruise on Lake Michigan

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