Chicago Architecture
Chicago Architecture River Cruise

Rated 4.8 Stars, based on 14518 Reviews.
Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of the river, up the north branch to the East Bank Club, and then south past the iconic Willis Tower (Sears Tower) to the historic Old Post Office Building.
Marvel at the magnificent city skyline as you pass by over 40 notable buildings, including:
John Hancock Center: An iconic skyscraper that defines the Chicago skyline.
Wrigley Building: Known for its distinctive white facade and clock tower.
As you sail, an expert architecture guide will provide fascinating insights into the distinctive designs and history of these architectural marvels. Whether you're a local or visiting for the first time, this tour offers a unique perspective on one of the world's most beautiful cities.
Sit back, relax, and let the architectural wonders of Chicago unfold before your eyes.
Chicago River 90-Minute Architecture Tour

Rated 4.7 Stars, based on 7897 Reviews.
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.
Chicago River 45-Minute Architecture Tour from Magnificent Mile

Rated 4.7 Stars, based on 2267 Reviews.
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.
Chicago Lake and River Architecture Tour

Rated 4.7 Stars, based on 2078 Reviews.
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!
Chicago Architecture Center River Cruise aboard First Lady

Rated 4.8 Stars, based on 3870 Reviews.
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.
Chicago Architectural River Cruise

Rated 4.7 Stars, based on 762 Reviews.
Take in the views on this award-winning 90-minute Architectural Tour, a jaw-dropping excursion through a city that defies all expectations!
Chicago River 90-Minute Architecture Boat Tour

Rated 4.8 Stars, based on 1417 Reviews.
Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome.
Each architecture river tour is narrated by a professional guide which leads passengers down the Chicago River to discover the city’s most renowned landmarks. In addition to historical insight on well known structures such as the Civic Opera House, Trump Tower & the Merchandise Mart, passengers will also get a chance to learn about current and upcoming developments. This Chicago River Cruise is the only cruise that navigates the three primary branches of the river including the main branch to Navy Pier, the north branch to Goose Island, and the south branch to Chinatown. It is also the cruise closest to Skydeck, has the least expensive parking, and is great for those coming from the suburbs due to its location off Interstate 290.
Original Chicago Architecture Interiors Tour: Dazzling Interiors

Rated 4.9 Stars, based on 1180 Reviews.
UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's exclusively offered interiors-themed tours in Chicago for more than a decade, and that's INSIDE CHICAGO WALKING TOURS. Our "World Within: Dazzling Interiors of the Loop" tour is Chicago's first and best architecture interiors tour. Accept no imitations!
Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown them by a seasoned, in-the-know tour guide. Ranging from stained glass mosaics from the turn of the century to soaring Art Deco spaces from the Roaring 20s, these spaces are some of the most beautiful in the city — and open to us to explore!
Chicago in a Day: Explore Food, History, and Iconic Architecture

Rated 4.9 Stars, based on 1009 Reviews.
Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-era charm while indulging in delectable local cuisine. From deep-dish pizza to hidden gems, savor the flavors of Chicago as a knowledgeable guide unveils the city's culinary secrets and fascinating history.
Chicago CityPASS®

Rated 4.4 Stars, based on 495 Reviews.
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 time to explore the top sights.
Chicago CityPASS® tickets include one-time 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
• Griffin Museum of Science and Industry
• Art Institute of Chicago
• Adler Planetarium
Historical and Architectural Chicago Fireboat River & Lake Cruise

Rated 5 Stars, based on 73 Reviews.
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 vessel is a retired Chicago fire boat, the Fred A Busse, Engine 41, which served Chicago from 1937 to 1981. Firefighter patches from around the world and memorabilia from Engine 41's time in service, adorn the walls inside the cabin.
Chicago Creepy Cruise

Rated 4.3 Stars, based on 27 Reviews.
From mysterious sightings creepy haunts, mobsters and more, you'll hear stories of Chicago's darker side on our newest nighttime tour. Cruise the Chicago River amidst twilight tales of the city you never knew existed… and might wish you could forget.
Not to mention the nighttime views of the lit-up architecture in the heart of Chicago!
Please arrive 30 minutes in advanced!
Chicago Seadog River & Lake Architectural Tour

Rated 4.5 Stars, based on 239 Reviews.
Soak in unobstructed views of Chicago’s world-famous architecture from the water with an exciting ride on our Seadog River and Lake Architectural Tour! Start the tour at Navy Pier and sail through the Chicago Harbor Locks to the River’s iconic skyscrapers. Enjoy amusing and informative narration for a fascinating tour through the city’s architectural history as you pass the Civic Opera House, the Merchandise Mart, and the Willis Tower. Buckle up for a thrilling finale on Lake Michigan to top off this family and dog-friendly experience and cruise along the skyline at top Seadog speed!
Chicago Architecture Tour: Underground Pedway and the Loop

Rated 4.8 Stars, based on 297 Reviews.
This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to the overall narrative of Chicago. On this tour, we will explore the famous and mysterious Chicago Pedway, a system of underground tunnels connecting 40 blocks downtown, popping in and out of buildings to see beautiful and fascinating interior spaces. You'll learn to use this system that most locals don't even fully know or use, and you'll be encouraged to continue exploring Chicago on your own after the tour!
Chicago City Tour with Architecture River Cruise Option

Rated 4.7 Stars, based on 655 Reviews.
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!
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.
The combo option will end at Shoreline Sightseeings Navy Pier location, after you finish the boat tour you will be walking distance from many other attractions in the city!
Chicago City Minibus Tour

Rated 4.9 Stars, based on 355 Reviews.
Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town) and The Buckingham Fountain. You'll also see The Magnificent Mile, Lincoln Park, The Chicago River, Millennium Park, The Gold Coast, Lake Shore Drive and more!
Along the way, your guide will provide historical and informational and at times humorous commentary about the area and its many attractions.
The small-group atmosphere with maximum of 13 people ensures a more personal experience.
Chicago Premier Plus Brunch Cruise on the Chicago River

Rated 4.2 Stars, based on 17 Reviews.
Sail along the magnificent skyline on our Premier Plus Chicago Brunch Cruise. A chef-curated menu of plated brunch specials will delight your palate while unparalleled panoramas of the city’s iconic architecture are marveled at from our glass-enclosed vessel. Enjoy the awe-inspiring views of landmarks such as the Willis Tower, Navy Pier, and the Old Chicago Post Office in the comfortable interior or from the open-air spaces. This upscale experience on the Chicago River is complete with bottomless mimosas and a fully stocked cash bar, light architectural narration, masterful DJ entertainment, and exceptional service. Elevate your weekend with an unforgettable afternoon brunch cruise against a backdrop of Chicago’s most spectacular scenery.
Chicago Architecture Center Exhibits Admission

Rated 4.2 Stars, based on 60 Reviews.
The Chicago Architecture Center (CAC) was founded in 1966 as the Chicago Architecture Foundation to save the historic Glessner House. Since then, the CAC has grown to become one of the largest cultural organizations in Chicago. Visit the CAC to view our 4,250-building scale model of Chicago, shop in our award-winning store or participate in a fun family event in our ArcelorMittal Design Studio.
On the Chicago Model, view more than 4,200 buildings in one spectacular room at the cinematic and interactive Chicago City Model Experience.
At the Chicago Gallery learn how Chicago became the "city of architecture," with a look at its fascinating neighborhoods, housing styles and famous architects.
As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.
Chicago River Architectural Lunch Cruise

Rated 4.2 Stars, based on 31 Reviews.
Fine dining and unrivaled skyline views await from the moment you step aboard our Premier Plus Chicago Lunch Cruise. A selection of delectable plated lunch specials and craft cocktails will delight your palate while captivating panoramas of Chicago’s iconic architecture are marveled at from our glass-enclosed vessel. Breathtaking views of landmarks such as the Willis Tower, Navy Pier, and the Old Chicago Post Office can be enjoyed from the comfortable interior or the open-air spaces. This upscale experience on the Chicago River is complete with light architectural narration, masterful DJ entertainment, and top-notch service. Set sail for an awe-inspiring lunch cruise experience!
Chicago Architecture and True Crime History Tour

Rated 5 Stars, based on 11 Reviews.
Get the best of both worlds: explore Chicago’s stunning architecture while uncovering its dark past. Inspired by Devil in the White City, this expert-led walking tour reveals the secrets of the city’s skyline and its shadowy history. Led by a passionate local guide, you’ll visit architectural gems and hidden landmarks that boat tours miss bringing Chicago’s rich and eerie past to life.