Chicago History and Architecture Walking Tour with Boat Cruise
Park with the iconic Cloud Gate sculpture. Wander through lush gardens and public art, then delve into the Chicago Pedway's hidden gems. Enjoy breathtaking views on the Chicago Riverwalk, admire the Wrigley Building and Tribune Tower on the Magnificent Mile, and cross the historic Michigan Avenue Bridge. Learn about the Chicago Fire and have the opportunity to enjoy a classic Chicago savory treat (additional cost). Visit Starbucks Reserve Roastery, savoring the flavors that are as rich as the city’s heritage.Pass by several landmarks like the Tribune and Wrigley buildings. Gain a deeper appreciation of Chicago's spirit.At the end, hop aboard the Shoreline Architecture Cruise to enjoy a narrated boat tour and marvel at the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments.
Overview
Park with the iconic Cloud Gate sculpture. Wander through lush gardens and public art, then delve into the Chicago Pedway's hidden gems.
Enjoy breathtaking views on the Chicago Riverwalk, admire the Wrigley Building and Tribune Tower on the Magnificent Mile, and cross the historic Michigan Avenue Bridge.
Learn about the Chicago Fire and have the opportunity to enjoy a classic Chicago savory treat (additional cost). Visit Starbucks Reserve Roastery, savoring the flavors that are as rich as the city’s heritage.
Pass by several landmarks like the Tribune and Wrigley buildings. Gain a deeper appreciation of Chicago's spirit.
At the end, hop aboard the Shoreline Architecture Cruise to enjoy a narrated boat tour and marvel at the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments.
Itinerary
Cloud Gate
Cloud Gate, also known as "The Bean," is a public sculpture by artist Anish Kapoor located in Millennium Park in Chicago. Made of polished stainless steel, it reflects the city's skyline and the surrounding park, creating a captivating and interactive visual experience. Since its unveiling in 2006, it has become an iconic symbol of Chicago.
15 minutesMillennium Park
Millennium Park, located in the heart of Chicago, is a vibrant urban space that features iconic attractions such as Cloud Gate, the Jay Pritzker Pavilion, and the Crown Fountain. Opened in 2004, the park hosts numerous cultural events, concerts, and art installations, making it a popular destination for both locals and tourists. Its innovative design and stunning landscapes have made it a symbol of the city's commitment to public art and green spaces.
Chicago Riverwalk
The Chicago Waterfront and Riverwalk offer scenic promenades along the Chicago River, featuring walking paths, outdoor seating, and numerous dining options. This vibrant area provides a unique way to explore the city's architecture and enjoy activities such as boat tours and kayaking. The Riverwalk's revitalization has transformed it into a bustling hub for both locals and visitors, enhancing the urban experience with stunning views and cultural attractions.
Chicago Pedway
The Chicago Pedway is an extensive network of underground tunnels, sky bridges, and concourses that connects numerous buildings in the downtown area. Spanning over 40 blocks, it provides a convenient and weather-protected route for pedestrians to navigate the city. The Pedway links major destinations such as office buildings, hotels, and public transit stations, making it an essential part of Chicago's urban infrastructure.
30 minutesChicago Architecture Center
The Chicago Architecture Center (CAC) is a premier cultural institution dedicated to celebrating and promoting the city's architectural legacy. Located on the banks of the Chicago River, it offers a range of exhibits, tours, and educational programs that highlight Chicago's iconic buildings and innovative design. The CAC serves as a hub for architecture enthusiasts and visitors seeking to learn about the city's rich architectural history.
30 minutesWrigley Building
The Wrigley Building, an iconic Chicago landmark, is a two-tower structure located on the city's Magnificent Mile. Completed in the 1920s, its distinctive white terra cotta facade and Spanish Colonial Revival architecture make it one of Chicago's most recognizable buildings. Originally built as the headquarters for the Wrigley Company, it remains a symbol of the city's architectural grandeur.
Tribune Tower
The Tribune Tower is a neo-Gothic skyscraper located on Michigan Avenue in Chicago. Completed in 1925, it was built to house the Chicago Tribune newspaper and is renowned for its ornate design and the incorporation of stones from famous landmarks around the world into its facade. The building stands as a testament to Chicago's rich journalistic history and architectural innovation.
Chicago
The InterContinental Chicago Hotel, located on the city's Magnificent Mile, is a luxurious and historic hotel known for its distinctive blend of classic and contemporary architecture. Originally built in 1929 as the Medinah Athletic Club, the hotel features elegant design elements, such as its opulent Grand Ballroom and a unique junior Olympic size swimming pool. Today, it offers upscale accommodations and amenities, making it a prominent destination for travelers seeking a lavish experience in downtown Chicago.
The Starbucks Reserve Roastery in Chicago is the largest Starbucks in the world, spanning five stories on the Magnificent Mile. Opened in 2019, it offers an immersive coffee experience with on-site roasting, exclusive Reserve coffee blends, and artisanal food offerings. The stunning design and interactive elements make it a must-visit destination for coffee enthusiasts and tourists alike.
15 minutesNavy Pier
Navy Pier is one of Chicago's most popular attractions, stretching along Lake Michigan with a variety of entertainment, dining, and cultural experiences. Originally opened in 1916, it features a Ferris wheel, theaters, museums, and seasonal events, making it a year-round destination for locals and tourists. The pier's vibrant atmosphere and scenic views of the city skyline and lakefront make it a quintessential part of the Chicago experience.
30 minutesEnjoy a narrated boat tour where you will see the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments.
1 hourAdmission Included
Location
Address
1 N Michigan Ave, Chicago, IL 60602, USA
Inclusions
- All fees and/or taxes
- Guide
Exclusions
- Gratuities (Optional)
Additional Information
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
Guide Languages
English
Cancellation Policy
A full refund will apply if you cancel more than 24 hours before the activity start time.
No refund is possible if you cancel less than 24 hours before the activity start time.
Traveler Ratings
See how travelers have rated this attraction. Check out the average rating and read what others have shared about their experiences
5.0 / 5
5 out of 5 stars
Based on 2 reviews
Review histogram
5
- 100%
4
- 0%
3
- 0%
2
- 0%
1
- 0%
Traveler Reviews
Discover what other travelers have to say about this attraction. Read their reviews and get insights into their experiences
Related Attractions
Explore similar attractions that other travelers have enjoyed. Discover more options to enhance your travel experience

Walkin' with Colin: Chicago Tour du JourWalkin' with Colin: Chicago Tour du Jour
Embark on a profound, downtown walk-around led by an "...entertaining, informative and enthusiastic!" guide on a mission to share the most sensational sights, stories and secrets of the Windy City! During our loop around "Da Loop" our group will pee...
$39
per adult
Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and BeerFun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer
Take an adventurous half-day journey through the most interesting Chicago neighborhoods with a friendly private guide and see the city from a new perspective riding a bike. Dive into the atmosphere of the city’s movement and combine it...
$179
per adult
Gold Coast Self-Guided Smartphone Audio Walking TourGold Coast Self-Guided Smartphone Audio Walking Tour
Delve into the rich history and notable architecture of one of Chicago’s most luxurious neighborhoods—and learn insider stories as you go—with this self-led smartphone audio walking tour. Upon booking, download the app and set off at a time a...
$6
per adult

Customizable Private Chicago Scenic Driving TourCustomizable Private Chicago Scenic Driving Tour
Chicago is a very big city with a lot of activities & sightseeing to do. To tour the city quickly, it requires the help of a knowledgeable local driving guide. That's where I step in to assist you. Your Private Chicago Scenic Driving Tour will start...
$281
per adult

The Art Institute of Chicago: Skip The Line Ticket + Exclusive Guided TourThe Art Institute of Chicago: Skip The Line Ticket + Exclusive Guided Tour
Prepare for an enriching experience at The Art Institute of Chicago. With an impressive collection of 300,000 art pieces, this institution is a treasure of creativity and talent. This small group tour is here to guide you through the highlights of ar...
$74
per adult
Chicago Scavenger Hunt and Highlights Self-Guided TourChicago Scavenger Hunt and Highlights Self-Guided Tour
Use clues at each attraction to find your next destination and challenge yourself to use logic, imagination, observation, and team spirit to complete the game. Uncover local information and facts about the city as you explore. Discover hidden...
$13
per adult
Interior Architecture Walking Tour Inside the LoopInterior Architecture Walking Tour Inside the Loop
Discover the hidden gems of Chicago’s Loop area on a walking tour that showcases the best of the neighborhood’s stunning interiors and architectural must-sees. Step behind the facades to explore beautifully designed interiors—from art deco sp...
$35
per adult
2-Hour Chicago Lakefront & Museum Campus Segway Tour2-Hour Chicago Lakefront & Museum Campus Segway Tour
Explore Chicago by Segway with the benefit of a scenic 7- or 8-mile tour led by your guide. Start with an orientation to operating the Segway and a few minutes to practice. Then roll through the paths of Grant Park to Buckingham Fountain and ...
$64
per adult
Lakefront, Museum Campus Small-Group Segway TourLakefront, Museum Campus Small-Group Segway Tour
Experience Chicago in a new way on this small-group Segway tour. Visit Chicago’s ‘front yard,’ the beautiful lakefront and 57-acre Museum Campus. Glide along the fragrant floral paths of Grant Park to the famous Buckingham Fountain. Then, tra...
$64
per adult
Art Institute of Chicago Guided Tour and Skip the Line TicketArt Institute of Chicago Guided Tour and Skip the Line Ticket
Make the most of your time at the Art Institute of Chicago by avoiding the crowds to get in. Whether you’re an art aficionado or beginner, this opportunity lets your learn about the museum and its pieces through the eyes of an art historian g...
$74
per adult
Chicago Murder Mystery and Sightseeing Walking TourChicago Murder Mystery and Sightseeing Walking Tour
Bored of traditional walking tours? Try an experience that mixes sightseeing with an engaging game in this murder mystery tour through Chicago. Play as a detective and a suspect as you wander through various neighborhoods and see the city. Le...
$35
per adult
Art Institute of Chicago Small-Group Highlights TourArt Institute of Chicago Small-Group Highlights Tour
Explore one of the country’s great art museums—and discover many of its collection highlights—on this small-group Art Institute of Chicago tour. Meet your guide right out front, and see works from artists the likes of Picasso, Chagall, Seurat...
$90
per adult
Downtown Chicago Architecture, Art, and History Walking TourDowntown Chicago Architecture, Art, and History Walking Tour
This walking tour is a feast for the eyes, combining art, architecture, and history as you navigate through bustling downtown Chicago. In a small group, you’ll marvel at skyscrapers and mosaic murals as you discover stories and secrets about ...
$33
per adult
West Side Neighborhoods Foodie Small-Group Bike TourWest Side Neighborhoods Foodie Small-Group Bike Tour
Make your way to Chicago's Streeterville neighborhood near Navy Pier to meet your guide and group. Get set up with your helmet and bike, then pedal off through the River North neighborhood, across the Chicago River, and over to Fulton ...
$99
per adult
Chicago Small-Group Digital and Polaroid Photo ShootChicago Small-Group Digital and Polaroid Photo Shoot
Don’t leave Chicago without taking home professional digital and polaroid shots of your visit. Starting from the iconic Millennium Park, your photographer guide takes you to some of the city’s most photogenic landmarks to take photos of you t...
$169
per adult
Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline CruisePrivate Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise
Enjoy a private two and a half hour sailing experience for up to four people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make...
$488
per adult
Chicago Lake Michigan Private Sunset Sailing CharterChicago Lake Michigan Private Sunset Sailing Charter
Soak up unbeatable views of Lake Michigan and the Chicago skyline—and stay on the water long enough to watch the lights come on in the city—on this private, sunset sailing tour. This charter is completely customizable, giving you the chance t...
$508
per adult
Historical and Architectural Chicago Fireboat River/Lake CruiseHistorical and Architectural Chicago Fireboat River/Lake Cruise
Travel on a piece of history, learning Chicago fire history as well as Architecture! We travel on Lake Michigan and through the Chicago River seeing the sights. Perfect for Fire enthusiasts, families and everyone in between! Our flagship vess...
$45
per adult
Lincoln Park Hauntings Ghost Investigation TourLincoln Park Hauntings Ghost Investigation Tour
Arrive at Lincoln Park after dark, leaving room in your day to complete other activities on your itinerary. Join forces with your personal paranormal investigator and begin to take a leisurely stroll through the neighborhood.Delve into...
$40
per adult
Chicago River Architecture Cruise History and Sightseeing TourChicago River Architecture Cruise History and Sightseeing Tour
Make your way to either Navy Pier or Michigan Avenue (depending on option chosen) for your cruise departure. Board your riverboat and find a comfortable seat; a restroom is available on the boat. Listen as your guide, an architecture e...
$49
per adult

45-Minute Private Helicopter Flight for 1-3 People45-Minute Private Helicopter Flight for 1-3 People
Enjoy spectacular views of Chicago from an MD500 helicopter. This helicopter flight over Chicago covers all the important highlights of the city from McCormick Place and Soldiers Field in the South to Wrigley Field in the North. Depart from Schaumbu...
$756
per adult
Architecture cruise in Spanish on the Chicago River from Michigan AveArchitecture cruise in Spanish on the Chicago River from Michigan Ave
This picturesque cruise is led by a professional Spanish speaking guide who shares exciting details and the historical significance of the buildings that line the Chicago River. Boarding at the dock on Michigan Avenue, you'll sail down all th...
$54
per adult
Chicago American Writers Museum Skip-the-Line Admission TicketChicago American Writers Museum Skip-the-Line Admission Ticket
Immerse yourself in American literary traditions, and enjoy a wide range of interactive exhibitions, during a visit to Chicago’s one-of-a-kind American Writers Museum. Conveniently located on Michigan Avenue, the museum was established in 201...
$16
per adult

The Art Institute of Chicago: Fast PassThe Art Institute of Chicago: Fast Pass
Home to some of the world's most recognizable artworks, the Art Institute of Chicago is America's second-largest art museum. Seeing famous art at the Art Institute of Chicago is a reliable way to ensure your day in the Windy City is nothing short of ...
$40
per adult
The Art Institute of Chicago: Fast PassThe Art Institute of Chicago: Fast Pass
Home to some of the world's most recognizable artworks, the Art Institute of Chicago is America's second-largest art museum. Seeing famous art at the Art Institute of Chicago is a reliable way to ensure your day in the Windy City is nothing s...
$40
per adult
Chicago History Museum: Entry TicketChicago History Museum: Entry Ticket
Explore the history of Chicago and United States through permanent and temporary exhibitions drawn from more than 20 million items in the Chicago History Museum. Showcasing photography, documents, artifacts, and interviews, the permanent and ...
$17
per adult

Chicago CityPASS®: Save up to 49% at 5 Top AttractionsChicago CityPASS®: Save up to 49% at 5 Top Attractions
Experience 5 must-see attractions and save up to 49% with Chicago CityPASS® tickets. One simple purchase removes the stress of planning, so you can relax and enjoy your memories in the making. With 9 days to use your tickets, you’ll have plenty of ti...
$126
per adult

American Writers Museum Flexible Date Entry TicketAmerican Writers Museum Flexible Date Entry Ticket
Learn about the history of writing and how it has shaped American culture with a ticket to the American Writers Museum in Chicago. Stroll through exhibits that appeal to all 5 senses, explore the intricacies of language through games, and write your ...
Go City | Chicago All-Inclusive PassGo City | Chicago All-Inclusive Pass
Welcome to the windy city! Home to world-famous art museums, iconic architecture and delicious food, Chicago is a perfect blend of midwestern hospitality and dynamic urban metropolis all set against the beautiful backdrop of Lake Michigan. Do...
$139
per adult

Color Factory Chicago General Admission TicketColor Factory Chicago General Admission Ticket
Voted the #1 Immersive Art Experience in America by USA Today readers in 2024, Color Factory Chicago celebrates the joy of color. Embark on a bright and colorful journey through 14+ immersive installations that inspire joy and human connection, expa...
$32
per adult
360 Chicago Observation Deck: Skip The Line Entry Ticket360 Chicago Observation Deck: Skip The Line Entry Ticket
It might be called the Windy City but from the 94th floor of downtown Chicago's John Hancock Center, you'll see a lot more than windswept trees. 360 Chicago offers incredible views of the city and Lake Michigan, plus four neighboring states. ...
$30
per adult

Willis Tower Skydeck and The Ledge TicketWillis Tower Skydeck and The Ledge Ticket
Enjoy an unrivaled view over the city of Chicago on a trip up the city's Willis Tower. This famous building, once known as the Sears Tower, is not only home to a Skydeck on the 103rd floor, but it also features The Ledge, a series of 4 glass-paneled ...
$29
per adult

Navy Pier Centennial Wheel TicketNavy Pier Centennial Wheel Ticket
Experience the views from the Centennial Wheel at the Historic Navy Pier in Chicago with this attraction ticket. Be suspended over Lake Michigan at the mouth of the Chicago River. Marvel at the Chicago skyline and gaze out over the sparkling waters o...
$20
per adult

360 Chicago Observation Deck Fast Pass Ticket360 Chicago Observation Deck Fast Pass Ticket
Travel to the 94th floor of the former John Hancock Center in just 40 seconds on one of North America’s fastest elevators. Step foot onto the observation deck to experience breathtaking views of the Chicago Skyline and Lake Michigan. Take in the cit...
$49
per adult

360 Chicago Observation Deck Sip and View Ticket360 Chicago Observation Deck Sip and View Ticket
Take in the beautiful views of Chicago as you enjoy a drink from our carefully curated Sip menu. 360 CHICAGO Observation Deck sits 1,000 feet over Chicago’s legendary Michigan Avenue. Located on the 94th floor of 875 N. Michigan (formerly the John Ha...
$39
per adult

Chicago Skyline PassChicago Skyline Pass
From stuffed pizza crusts to windswept walks, Chicago is one American city that wants to entertain you! This specially curated package has been designed to tick-off sky-high views and the city's best architecture from your to-do list. Get easy ac...
$120
per adult

360 Chicago Observation Deck General Admission360 Chicago Observation Deck General Admission
360 CHICAGO Observation Deck sits 1,000 feet over Chicago’s legendary Michigan Avenue. Located on the 94th floor of 875 N. Michigan (formerly the John Hancock Center), 360 CHICAGO gives you the opportunity to experience the best views of the Chicago ...
$27
per adult
360 Chicago Observation Deck Tickets360 Chicago Observation Deck Tickets
360 CHICAGO’s concourse level includes an interactive exhibit highlighting the history of Chicago and the vibrant cultures and businesses across Chicago neighbourhoods. Get inspired to explore Chicago beyond downtown after watching a short do...
$30
per adult