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The 14 Best Chicago Tours

Foodies, architecture buffs and historians alike will appreciate these tours of the Windy City.

St. Charles Air Line Bridge, Chicago, Illinois, Am

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There are a variety of ways to see Chicago's best sights.

Note: Some tour providers on this list may have limited or ceased operations due to COVID-19. Check with your tour operator about availability before you book.

One of the best ways to sightsee your way through a new city is with the help of a local. With this in mind, U.S. News rounded up 14 of Chicago 's best guided tours. Whether you're sailing past Willis Tower on a river cruise or sampling some of Chicago's best deep-dish pizza on a foodie excursion, you'll gain a cultural and historical understanding of the Windy City during these tours.

Chicago Food Planet – Gateway to the West Loop Food Tour

Chicago Food Planet's Gateway to the West Loop spotlights some of the tastiest dishes in the city – specifically pizza, doughnuts and burgers. The three-hour tour centers on the West Loop neighborhood's incredible food scene and provides insider insights to the history and culture of the area. Guides regularly win praise from travelers for their knowledge and enthusiasm. Ticket prices start at $65 for adults and $50 for children ages 12 and younger. Reviewers find the tour worth the price for the generous amounts of food provided. What's more, group sizes are restricted to 14 people and tours do not involve extensive walking. Tours are offered Thursday through Sunday at 1 p.m. Chicago Food Planet also offers tours of Chicago's Chinatown neighborhood.

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Absolutely Chicago Segway Tours – Chicago Lakefront/Museum Campus

The Chicago Lakefront/Museum Campus tour offered by Absolutely Chicago Segway Tours showcases many of the city's most popular attractions , including Millennium Park (the starting point), Grant Park, Monroe Harbor, the Field Museum, Shedd Aquarium , Soldier Field and the Adler Planetarium. The 8-mile journey on easy-to-ride, two-wheeled, battery-powered vehicles lasts approximately 2 1/2 hours. Participants praise tour guides for their insight and professionalism. Tickets cost approximately $65, depending on date and time. Note that riders must be at least 12 years old. Tours are available daily. The company offers several other tours, some centered around other parts of the city or with specific themes like architecture, crime and ghosts.

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Inside Chicago Walking Tours – Dazzling Interiors of the Loop

Inside Chicago Walking Tours' The World Within: Dazzling Interiors of the Loop tour reveals interior architectural details that visitors might otherwise miss. Highlights of the two-hour tour include a gilded 80-foot-high ceiling, art deco lobbies, early Frank Lloyd Wright designs and rooms with stained-glass mosaics. Reviewers describe this tour, which involves about 1 1/2 miles of walking, as an informative and entertaining way to learn about the history of Chicago and its diverse, distinctive buildings. Tickets start at $30 for participants 11 and older and $25 for children ages 5 to 10 and patrons 65 and older. Children ages 4 and younger tour for free. Outings run Saturdays at 11 a.m. Inside Chicago also offers other architecture-oriented tours as well as private tours.

Best Chicago Tours

Courtesy of Bobby's Bike Hike Chicago

Bobby's Bike Hike offers several different tours, including a 13-mile Bikes, Bites & Brews tour.

Bobby's Bike Hike Chicago – Bikes, Bites & Brews Tour – Signature Dishes

This triple threat tour combines bicycling, food and beer. The four-hour, 13-mile ride traverses the Gold Coast, Lakeview, Wrigleyville and Lincoln Park neighborhoods with stops for pizza, beer, cupcakes and hot dogs. Reviewers find the tour provides a great introduction to the city and rate the guides highly. Tickets for adults, which include the bike rental as well as food and drinks, start at $76.99 for weekday rides (weekend rides are slightly more expensive). Participants must be at least 21 years old. If you're traveling with kids, try Bobby's Bike Hike Chicago's Family Food & Bike Tour.

Chicago Pizza Tours – Original Chicago Pizza Tour

Experience one of Chicago's unique culinary phenomena with the Original Chicago Pizza Tour. On this 3 1/2-hour tour, you'll visit four independently run neighborhood pizzerias and sample six or more slices. Many reviewers praise the informative and entertaining tour guides. Others insist that the tour is about more than just pizza and encompasses Chicago history, architecture and culture. Tickets start at $60 for adults and $36 for children. If you're interested in exploring the city's pizza from other angles, you can take one of the company's other food tours, which combine pizza and cocktails or focus on the city's biggest slices.

Best Chicago Tours

Courtesy of Big Bus Chicago

Big Bus Chicago's tours give tourists the opportunity to see Chicago's sites at their leisure.

Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago's Hop-On Hop-Off Tours permit guests to tailor excursions to their preferences by allowing them to spend as much time as they want at any of the 12 stops within the eight hours of the standard package. Tour-takers can "hop off" a bus and spend time at popular destinations like Skydeck Chicago , Navy Pier, Soldier Field or Millennium Park and then "hop on" a later bus. Buses run every 30 to 45 minutes and include guides that provide commentary. Travelers frequently describe guides as entertaining and informative. One pain point for riders is the signage: some found it difficult to locate the bus stops at certain attractions. Ticket prices start at $49 for adults and $30 for children (though you may be able to score a discount by purchasing online in advance). In addition to its classic ticket, Big Bus Chicago offers a premium ticket valid for two days.

Tastebud Tours – Taste of Chicago

Tastebud Tours' Taste of Chicago explores the city's downtown Loop area. The three-hour tour includes stops at multiple restaurants and shops for distinctive Chicago deep-dish pizza, popcorn, sandwiches and sweets. The tour also highlights non-food-related landmarks like the Chicago Cultural Center, the Art Institute of Chicago and the Marshall Field and Company Building, which visitors tend to appreciate. Guides consistently win praise for their knowledge of and enthusiasm for Chicago history. Tickets, which start at $59.50, include all food. (Adult beverages can be purchased separately where available.) Groups are limited to 18 people. Tastebud Tours also offers other food-centric excursions as well as private tours.

Chicago Architecture Foundation River Cruise

The Chicago Architecture Foundation's River Cruise ferries guests along the Chicago River as docents from the Chicago Architecture Center regale them with the stories behind more than 50 notable buildings. The volunteer docents repeatedly win high praise from reviewers for their in-depth knowledge of the city's history and its structures. The cruising vessels, part of the Chicago's First Lady Cruises fleet, can carry up to 250 people and boast full-service bars and open-air upper decks. Tickets for the 90-minute excursions cost around $45 for daytime cruises. Twilight outings are a few dollars more. For an additional $5, you can also gain admittance to the Chicago Architecture Center (which usually costs $12 on its own).

Best chicago tours

Courtesy of Chicago Prohibition Tours

Guides on Chicago Prohibition Tours can offer travelers suggestions on Prohibition-inspired drinks to order

Chicago Prohibition Tour – Original

Chicago Prohibition Tours explore a notoriously eventful moment in the city's history. Its flagship offering visits the sites of four former speakeasies via bus over the course of 3 1/2 hours. Guides provide historical information and share what kinds of drinks would be representative of those consumed illicitly during the Prohibition era. Additionally, you will be driven from location to location by the company. Reviewers rave about the fast-talking guide and say this is an experience both locals and visitors will enjoy. Others appreciate that each bar on the tour is unique. Tickets, which start at $55, do not include food or drinks, which can be ordered separately at tour-takers' discretion. There is also a walking version of this tour that lasts 2 1/2 hours.

Urban Kayak Chicago Riverwalk – Historic Chicago Tour

For a "duck's-eye," up-close view of the city, take Urban Kayak's Historic Chicago Tour. Starting at the Riverwalk , tour-takers paddle their kayaks on the main branch of the Chicago River with periodic stops at points of historical interest, where guides provide information regarding the city's famed architecture. Reviewers say this is a great experience, even for beginners. Meanwhile, others note that the experienced guides are skillful at navigating boat traffic. Tickets cost approximately $65 for a single kayak or $130 for a tandem (two-person) kayak for the approximately two-hour tour. Urban Kayak also offers kayak rentals and paddleboarding classes.

Shoreline Sightseeing – Skyline Lake Tours

Shoreline Sightseeing Skyline Lake Tours offer unrivaled views of Chicago's skyline, and many photo opportunities, via cruises along the Lake Michigan shoreline. The 6-mile trip provides views of notable landmarks, such as the John Hancock Center, the Willis Tower (aka the Sears Tower), Adler Planetarium and the Field Museum . According to reviewers, these iconic buildings are much more visible from the water than they are on the street. Many say this tour was the highlight of their Chicago trip. Tickets for the 40-minute, narrated boat rides start at $23 for adults and $8 for children ages 3 to 12. Kids 2 and younger ride free. Travelers can purchase drinks at the onboard cash bar. Shoreline Sightseeing also offers architecture-focused tours along the Chicago River.

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Best Chicago Tours

Ken Flisek | Courtesy of Tall Ship Windy

The Tall Ship Windy provides tourists an enjoyable sailing and sightseeing experience.

Tall Ship Windy – Chicago Skyline Sail

Tall Ship Windy's Chicago Skyline Sail features views of the city from the deck of a 148-foot, four-masted schooner. Reviewers tout the remarkable views of the city's impressive structures and, weather-permitting, the special experience of being able to actually sail and not rely on the boat's motor. What's more, tour participants commend the crew members for their professionalism. Tickets for the summer and fall excursions start at $37 for adults and $17 for children ages 12 and younger; infants 12 months and younger ride for $1. Tall Ship Windy has a full bar on board (drinks are not included in the ticket price.) In addition to the daily 75-minute excursions, Tall Ship Windy offers fireworks cruises on select dates as well as pirate-themed outings.

Chicago Crime Tours

Chicago Crime Tours explore famous crime scenes in a variety of Chicago neighborhoods, including the Gold Coast, Lincoln Park, the Loop, the Magnificent Mile , Old Town and River North. The bus tour, which lasts about two hours, includes stops at the spots where gangsters like Hymie Weiss were killed as well as the site of the St. Valentine's Day Massacre. It also visits locales associated with Al Capone, Frank "the Enforcer" Nitti and Leopold and Loeb, among others. Reviewers laud the tours for providing a unique angle on Chicago's colorful history. Tickets cost approximately $40 and can be purchased in advance (advised) or on the bus. A nighttime crime tour and a pizza and crime walking tour are also available.

City Cruises by Hornblower – Seadog Lakefront Speedboat Tour

Zip across Lake Michigan during this high-speed, musically enhanced 30-minute tour. During the ride, you'll see striking views of the Chicago skyline and hear some descriptions of the sights. Visitors praise the crew's knowledge and charisma. They also enjoy whipping along the waves. Tickets cost about $30 for adults and $20 for kids ages 3 to 12. Children ages 2 and younger ride free, but do require a ticket. The boat is open-air, which means travelers might get wet. City Cruises runs a myriad of other boating adventures, including an extreme thrill ride.

You may also be interested in:

  • The Best Chicago Walking Tours
  • The Best Chicago Segway Tours
  • The Best Chicago Boat Tours
  • The Best Things to Do in Chicago
  • The Best Hotels in Chicago
  • The Top Romantic Getaways in Illinois

Tags: Chicago , Travel , food and drink , Vacations , Tours , Illinois Vacations , Midwest Vacations , US Vacations

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Top Tours in Chicago, IL

Chicago tours.

  • Sightseeing Tours
  • Historical & Heritage Tours
  • Cultural Tours
  • Up to 1 hour
  • 1 to 4 hours
  • 4 hours to 1 day
  • 5.0 of 5 bubbles
  • 4.0 of 5 bubbles & up
  • 3.0 of 5 bubbles & up
  • 2.0 of 5 bubbles & up
  • Chinese (Traditional)
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  • The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

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1. Chicago Architecture River Cruise

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2. 90-Minute Chicago River Architecture Tour

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3. 45-Minute Chicago River Architecture Tour from Magnificent Mile

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4. Gangsters and Ghosts Tour in Chicago

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5. Chicago Favorites Food & Walking Tour plus FREE Bike/Kayak Rental

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6. Skydeck Chicago Admission Ticket

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7. Chicago Crime and Mob Bus Tour

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

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9. Chicago Gangster and Food Walking Tour

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10. 360 CHICAGO Observation Deck Admission (Hancock Center)

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11. Private Fluid Art Class in Chicago

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12. Big Bus Chicago Hop-On Hop-Off Sightseeing Tour

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13. Chicago Architecture Walking Tour: Dazzling Interiors™ of the Loop

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14. Field Museum of Natural History Admission Tickets

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15. Chicago City Minibus Tour

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16. Custom Grand Canyon Day Trip

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17. Chicago Architecture Center River Cruise aboard Chicago's First Lady

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18. Chicago Lake and River Architecture Tour

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19. Chicago CityPASS®

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20. Private Shopping Tour from Chicago to Fashion Outlets of Chicago

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21. Grand Canyon, Bryce, Zion, Antelope Canyon, Monument Valley 3 Day Tour

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22. Chicago Walking Food Tour With Secret Food Tours

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23. 2-Hour Guided Segway Tour of Chicago

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24. Chicago Architecture Walking Tour: The Underground Pedway & Secrets of the Loop

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25. BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

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26. Best of Chicago Small-Group Tour with Skydeck and River Cruise

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27. Chicago Pizza Tour

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28. Chicago's Chinatown Food and Walking Tour

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29. Chicago Delicious Donut Adventure by Underground Donut Tour

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30. Chicago Guided Cocktail Cruise

What travellers are saying.

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  • 45-Minute Chicago River Architecture Tour from Magnificent Mile
  • 90-Minute Chicago River Architecture Tour
  • Chicago Architecture River Cruise
  • Gangsters and Ghosts Tour in Chicago
  • Chicago Crime and Mob Bus Tour
  • Inside Chicago Walking Tours
  • Chicago Greeter
  • Bobby's Bike Hike Chicago
  • Tours With Mike
  • Babylon Tours Chicago
  • Pizza City USA
  • Chicago Private Tours
  • Free Chicago Walking Tours
  • Chicago Foodways Tours
  • Free Tours by Foot
  • Absolutely Chicago Segway Tours
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Chicago: Tours Information

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CHICAGO'S ORIGINAL ARCHITECTURE TOUR®

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Choose your adventure, chicago river architecture tour (90 minutes).

Take in the world-renowned architecture as our expert guides tell the story of 130 years of architectural innovation.

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We like our drinks stiff, not our tour guides.

Chicago River Architecture Tour (45 minutes)

This family-friendly introduction to the Windy City's rich history and architectural heritage features highlights from Wendella's full-length architecture tours.

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The Ultimate Chicago experience.

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This was one tour that I can honestly say was worth doing & probably should be a must do/ see on your visit to Chicago.

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We were recommended the architecture boat tour by a few locals and it was absolutely amazing!! Beautiful views from anywhere you sat and an extremely knowledgeable and funny tour guide led the trip. Great value for money and so so worth it. Thank you!!

Jessica W, 2024

The skyline was beautiful and the buildings all shined differently. Pictures come out amazing!

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Your guide to Chicago lake and river cruises

One of the best ways to see Chicago is from the water. The city is home to two stunning waterfronts — the Chicago River and Lake Michigan — and each offers plenty of cruise options. Admire the skyline on a lakefront cruise, learn about the city’s iconic architecture on a Chicago River cruise, enjoy dinner and dancing aboard an all-glass vessel, sip cocktails on a tiki-themed boat, paddle your own kayak — the options are truly endless. Here’s your guide to Chicago lake and river cruises, boat tours, dinner cruises, and beyond.

See it all with Shoreline Sightseeing

Shoreline Sightseeing boat cruise on the Chicago River

One of Chicago’s classic cruise options, Shoreline Sightseeing covers all the bases. Their ultra-popular Architecture River Tour takes you on all three branches of the historic Chicago River takes you past dozens of landmark buildings.

They also offer skyline lake tours, plus specialty cruises and holiday events. Hop on a boat at Navy Pier or on Michigan Avenue.

Dine on the water with City Experiences

Odyssey River Cruise

City Experiences dining cruises are the perfect way to create a memorable moment in Chicago. Choose from a river or lake dining cruise, complete with delicious cuisine, cocktails, and entertainment.

Their glass-enclosed river vessel is particularly stunning. It offers passengers panoramic views of the city’s most iconic buildings as you glide along the Chicago River. They also offer lakefront brunch and dinner cruise options that depart from Navy Pier.

Entertain the family with Wendella Boats

chicago sightseeing tours

For three generations, Wendella Tours and Cruises has been cruising the Chicago waterways. With its variety of tour options, cruise times and lengths, and a heated, enclosed cabin, Wendella is a great choice for families looking for flexibility. Choose from lake & river architecture, sunset cruises, and more.

Admire architecture with Chicago’s First Lady

An architecture boat cruise on the Chicago River

Around the world, Chicago is known for its outstanding architecture, and it’s easiest to admire the city’s legacy from the water. By partnering with the Chicago Architecture Center , Chicago’s First Lady offers the most comprehensive tour of the skyline — docents must train 100 hours before they can lead tours.

Speed across Lake Michigan on Seadog Boat Tours

Seadog Boat Tour

Are you up for a thrill? Race across Lake Michigan on SeaDog Cruises, featuring 30 minutes of high speeds and exhilarating twists and turns. Come prepared to get splashed.

SeaDog also offers lakefront speedboat tours and a river/lake architecture tour, featuring views of Chicago’s iconic Buckingham Fountain, Grant Park, Museum Campus, and more.

Live it up on an Island Party Boat

Looking for a party? These tiki-themed boats are always a good time, offering drink packages, stellar views, and fun vibes. You can hop on an Island Party Boat at Monroe Harbor or the Chicago Riverwalk, which is also where you’ll find their beach-inspired bar Island Party Hut. Choose from a river cruise, lake cruise, tacky tour guide cruise, or even a dueling pianos cruise.

Go back in time with Chicago Fireboat Tours

Step onto a real, historic fireboat and get ready for a unique experience with Chicago Fireboat Tours . The river tours are given aboard a real piece of Chicago history — a retired fireboat that patrolled the Chicago from 1937 to 1981. Tours are led by expert docents and include historic and sunset options.

Splurge on a Free Spirit Yacht Cruises

Looking to splurge a little? These private yacht charters are the way to go. The spacious yachts comfortably fit up to 49 or 120 people, making them the perfect option for a large celebration or an intimate gathering. Premium bar and catering packages round out the experience.

Explore the Chicago River with Urban Kayaks

Kayaking in Chicago

If you’re ready to ditch the captain and explore the water on your own, then it’s time to grab a paddle at Urban Kayaks . You’ll go through a brief training session before you hit the water, but you’re free to paddle the river or lake at your own pace. Or join in a guided tour to catch the sunset, fireworks, or historic highlights. Rentals are available at the Chicago Riverwalk or Monroe Harbor.

Rent an electric boat

Boat Bike from Chicago Electric Boat Company

Chicago Electric Boat Company offers fun and unique ways to get out on the water, including donut boats, retro boats, and even a bike boat that your group can pedal down the Chicago River. Rental locations include Marina City, the Chicago Riverwalk, and Rockwell on the River in Avondale.

See the skyline aboard Mercury Cruises

While Chicago’s summer fireworks are already fun to watch, it’s an entirely new experience when you’re on a 3D tour. Before the show, you’ll cruise around the lake and see some of Chicago’s famous landmarks.

Mercury Cruises also offer Urban Adventure, Canine Cruises, and Chicago by Night tours.

Check out Chinatown via Chicago Water Taxi

Chicago Water Taxi Boat Tour

Hop on! The Chicago Water Taxi is a fun and cheap way to get around Chicago. The Water Taxi stops at Ogilvie Transportation Center, Chinatown, Goose Island, the Chicago Riverwalk, Michigan Avenue, and River North. Get a one-way ticket for $6 or an all-day pass for $10. Check their daily routes and schedules for more details. Cruises.

From this article

Chicago Architecture Center

Tours & Attractions

Chicago architecture center.

Mercury, Chicago’s Skyline Cruiseline

Mercury, Chicago’s Skyline Cruiseline

Shoreline Sightseeing Company

Shoreline Sightseeing Company

Streeterville

Free Spirit Yacht Cruises

Special Event Venues

Free spirit yacht cruises.

Urban Kayaks

Urban Kayaks

River North

Wendella Tours & Cruises

Wendella Tours & Cruises

The Magnificent Mile

Chicago’s First Lady Cruises

Chicago’s First Lady Cruises

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  • Architecture River Tour

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World-famous landmarks.

There’s nothing quite like seeing Chicago’s world-famous architecture from all three branches of the Chicago River. From hidden treasures to the city’s most well-known sights, you’ll view over 40 Chicago landmarks on our 60-minute Architecture River Boat Tours. 

Enjoy the spectacular views as you listen to our tour guides tell you how Chicago’s buildings, architecture, and engineering made the city famous.

Casting off

Our Architecture River Tours depart from two docks, one at Michigan Avenue and the other at Navy Pier. No matter which dock you depart from, you’ll see all of the spectacular sights as you tour the Chicago River.

Photo of Shoreline Sightseeing boat at Michigan Avenue dock

Michigan Avenue

401 N. Michigan Ave

Steps off of Chicago’s Magnificent Mile, our Michigan Avenue dock starts your tour in the heart of the Chicago River.

Photo of Shoreline Sightseeing boat at Streeter Drive doc at Navy Pier

124 N. Streeter Drive

Start your tour down the Chicago River at our Navy Pier dock, which sits at the entrance to the iconic Navy Pier boardwalk. This dock is more accessible to wheelchairs.

Our Architecture River Tour takes you up and down the three branches of the Chicago River, providing breathtaking views of Chicago’s famous skyscrapers and landmarks at every turn.

Map of Architecture River Tour route

Adults: $47

Children (3-12): $26

Children 2 and under: Free

Tour highlights:

  • 60-minute, guided boat tour
  • Unique views from the water create an entirely new perspective of the city
  • 40+ landmarks including the Tribune Tower, the Wrigley Building, and Marina City
  • Hear the stories of Chicago’s architects and engineers while viewing their magnificent buildings

Sightseeing in Chicago?

Chicago CityPASS® tickets save 48% on premier admission  to Chicago’s top 5 attractions, including the Architecture River Tour. Visit the attractions at your own pace, in any order, over a 9-day period. One easy purchase and mobile ticket delivery saves you time and money.

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Now in its 83rd season, Shoreline Sightseeing operates Chicago's largest and most diverse fleet of cruise boats and water taxis with 11 major tour vessels and 7 water taxis.

(312) 222-9328 ext. 1 [email protected]

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Free cancellation, no hidden fees, local customer service, covid-19 update: gray line chicago has temporarily suspended our tours. as soon as it's safe to resume, we will do so., we look forward to showing you the best of the windy city again soon, chicago tours & sightseeing attractions, tour all of chicago's top sightseeing attractions and visit the must-see things to do in chicago with your local expert guide..

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Discover Chicago  and its historic Architecture, Vibrant Neighborhoods, Parks, Museums, Lakefront and more!  There are many who can take you sightseeing, but only with Gray Line will you feel like a local.  Whether you prefer a  guided tour of Chicago , a Chicago bus tour, or a  Chicago Architecture River Boat Tour , we've got you covered.  From iconic landmarks to hidden gems and everything in between, Gray Line offers a variety of Chicago tours to choose from.

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  1. Chicago Sightseeing Tours: 9 Ways to Experience the Best of the Windy City

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  2. 14 Best Boat Tours in Chicago

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  3. Shoreline Sightseeing

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  4. 27 Chicago Attractions That You Have to See in 2022

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  5. 15 Best Boat Tours in Chicago for 2023

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  6. Chicago Tourist Attractions

    chicago sightseeing tours

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  1. Chicago Attractions & Tours

    Take a boat cruise through the heart of the city, see your reflection in "The Bean," step outside one of the world's tallest buildings. We've rounded up some of the city's must-see sights, iconic attractions, and top tours to add to your itinerary. And don't miss attraction passes for reduced admission to museums, activities, and ...

  2. THE 10 BEST Chicago Sightseeing Tours

    16,345. Top Chicago Sightseeing Tours: See reviews and photos of Sightseeing Tours in Chicago, Illinois on Tripadvisor.

  3. THE TOP 10 Chicago Tours & Excursions (UPDATED 2024)

    Check out Viator's reviews and photos of Chicago tours. a Tripadvisor company. Top Chicago activities. Explore by category. Art & Culture; Audio Guides; Classes & Workshops ... 6 or 7 attractions, tours, and activities from among more than 40 top sites, including SkyDeck, 360 Chicago, the Field Museum, a shoreline sightseeing cruise, a hop-on ...

  4. The 14 Best Chicago Tours

    Bobby's Bike Hike Chicago - Bikes, Bites & Brews Tour - Signature Dishes. This triple threat tour combines bicycling, food and beer. The four-hour, 13-mile ride traverses the Gold Coast ...

  5. THE 10 BEST Chicago Tours & Excursions (from $5)

    These experiences are best for tours in Chicago: 45-Minute Chicago River Architecture Tour from Magnificent Mile; 90-Minute Chicago River Architecture Tour; Chicago Architecture River Cruise; Gangsters and Ghosts Tour in Chicago; Chicago Crime and Mob Bus Tour; See more tours in Chicago on Tripadvisor

  6. THE TOP 10 Chicago Tours, Sightseeing & Cruises (w/Prices)

    Art Institute of Chicago Tours and Tickets. Aquarium of the Pacific Tours and Tickets. Blue Lagoon Tours and Tickets. Burj Khalifa Tours and Tickets. Metropolitan Museum of Art (The Met) Tours and Tickets. Check out Viator's top rated Chicago Tours, Sightseeing & Cruises with reviews, photos & free cancellation.

  7. The BEST Chicago Tours and Things to Do in 2024

    These are the best deals and discounts on activities and attractions in Chicago: Chicago: Ghosts & Hauntings of the Windy City Walking Tour; Chicago: Architecture, History & Highlights Small Group Tour; Chicago: Ultimate Food Walking Tour with Tastings; USA: eSIM data plans from 1GB to 20GB; Chicago TV & Movie Locations Walking Tour

  8. THE 10 BEST Chicago City Tours (Updated 2024)

    Small-Group Sightseeing Boat Tour in Chicago. 33. City Tours. 2 hours. The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world… Recommended by 100% of travelers. 100% of reviewers gave this product a bubble rating of 4 or higher. from. $75 ...

  9. Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus

    15 Nashville. 16 San Diego. 17 St. Augustine, Florida. 18 Everglades City. 19 Niagara Falls, USA. 20 Phoenix. Explore Chicago at your own pace with a Big Bus hop-on hop-off tour or sunset tour. See Chicago's landmarks including Willis Tower, Navy Pier, and Magnificent Mile from an open-top double-decker bus.

  10. Shoreline Sightseeing Chicago Boat Tours, Architecture Tours

    Take a tour of Chicago from the water! Our architecture river tours, skyline lake tours, and fireworks tours are some of the most popular boat tours in Chicago. ... Now in its 83rd season, Shoreline Sightseeing operates Chicago's largest and most diverse fleet of cruise boats and water taxis with 11 major tour vessels and 7 water taxis. (312 ...

  11. THE TOP 10 Chicago Sightseeing Tours (UPDATED 2023)

    Chicago Architecture River Cruise. 12,069. Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building.

  12. Big Bus Tours Chicago

    Big Bus Chicago offers sightseeing tours of the Chicago on open-top, double-decker buses. An entertaining commentary on the city's history and culture is provided in English by a virtual guides, who'll share fascinating facts and stories about Chicago's history and culture as you pass all its must-see landmarks and attractions.You can hop on and hop off the bus at any of our bus stops to ...

  13. THE 10 BEST Chicago Tours & Excursions for 2024 (with Prices)

    20. Chicago Architecture Walking Tour: The Underground Pedway & Secrets of the Loop. 110. Architecture Tours. 2 hours. This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits…. Free cancellation. Recommended by 98% of travellers. from.

  14. Chicago's Original Architecture Tour®

    Family-owned and operated since 1935, Wendella is Chicago's Original Architecture Tour. Offering the greatest variety of tours and cruises on the Chicago River and Lake Michigan, Wendella is the ultimate Chicago experience.

  15. The BEST Chicago Tours 2024

    10. Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus. Experience the best of Chicago at your own pace from the unique vantage point of a Big Bus tour. Board our open-top, double-decker bus as you take a relaxing ride through the city's most iconic landmarks, from the Magnificent Mile to Millennium Park.

  16. Chicago Boat Tours: Find the Best Lake and River Cruises

    The Chicago Water Taxi is a fun and cheap way to get around Chicago. The Water Taxi stops at Ogilvie Transportation Center, Chinatown, Goose Island, the Chicago Riverwalk, Michigan Avenue, and River North. Get a one-way ticket for $6 or an all-day pass for $10. Check their daily routes and schedules for more details. Cruises.

  17. The 30 things everyone in Chicago should do at least once ...

    Stacker compiled a list of the highest rated things to do in Chicago on Tripadvisor. Tripadvisor rankings factor in the average rating and number of reviews. - Rating: 5.0 / 5 (24,407) - Type of ...

  18. THE TOP 10 Chicago Tours & Excursions (UPDATED 2024)

    Discover the 'dark side' of the Windy City thanks to this 2.5-hour, bus-based, nighttime crime history tour of Chicago. Explore the lives of notorious mobsters like Al Capone, Frank Nitti, Bugs Moran, and more as you explore infamous crime scenes like the St. Valentine's Day Massacre, learn about 'The Enforcer's Safe,' and stop by local watering holes.

  19. Architecture River Tour

    On a Chicago Architecture River Tour you'll see over 40 of the city's famous buildings and hear the city's history from our expert boat tour guides. Skip to content ... Shoreline Sightseeing operates Chicago's largest and most diverse fleet of cruise boats and water taxis with 11 major tour vessels and 7 water taxis. (312) 222-9328 ext. 1 ...

  20. Chicago Sightseeing Tours

    These top things to do in Chicago are rated among the best sightseeing tours available through Chicago's tour experts - Grayline Chicago - 312-251-3100. CHICAGO +1 312 251 3100 € EUR $ USD € EUR £ GBP; د.إ AED $ AUD; R$ BRL $ CAD; Fr. CHF $ CLP ¥ CNY $ HKD ₹ INR; kr ISK ¥ JPY $ MXN; kr NOK $ NZD ฿ THB; R ZAR; 0 Show me tours nearby ...

  21. Chicago Small-Group Tour With Optional Architecture Cruise ...

    Chicago, Illinois. Private Professional Holiday Photoshoot in Chicago. 4. from $164.50. Price varies by group size. Chicago, Illinois. Chicago Hauntings Original Ghost Bus Tour. 130. from $65.00.

  22. Chicago Tour

    Tour all of Chicago's top sightseeing attractions and visit the must-see things to do in Chicago with your local expert guide. Who We Are. Since 1910, Gray Line has been a trusted provider of traveler experiences and sightseeing tours in the world's most sought after locations. Helping you discover a new destination - that's our passion!

  23. Chicago River Boat Tours & Rides

    Chicago's First Lady offers various riverboat tours & rides with beautiful sightseeing of Chicago city. To explore our tours, contact us & book your tickets today! CRUISING SEASON 2024. March 17 - November 24. ... TripAdvisor users rank the Chicago Architecture Center River Cruise aboard Chicago's First Lady as the city's #1 boat tour. Learn More.

  24. THE 10 BEST Chicago Bus Tours (w/Prices)

    Art Institute of Chicago Tours and Tickets. Aquarium of the Pacific Tours and Tickets. Blue Lagoon Tours and Tickets. Burj Khalifa Tours and Tickets. Metropolitan Museum of Art (The Met) Tours and Tickets. Check out reviews & photos of Chicago Bus Tours with increased safety measures & flexible booking.