Chicago, United States

Chicago for architecture enthusiasts

Discover Chicago's unique architecture and heritage. Explore centuries of design evolution - from historic to modern - with our curated experiences and guided tours.

Visitor admiring ornate architecture in a historic building with statues and decorative columns.

Top things to do

Chicago River Architecture Cruises

from $45

Willis Tower Skydeck Tickets

from $42.33

First Lady Cruises Chicago

from $28

Wendella Cruises Chicago

from $28

Shoreline Cruises Chicago

from $32.50

Top experiences in Chicago

Free cancellation

Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.

Sightseeing Cruises

90-min Chicago River Architecture Cruise

4.8(159)

$45

Free cancellation

Chicago River cruise boat passing under a bridge with city skyline.

Sightseeing Cruises

45-min Chicago River Architecture Cruise

4.8(217)

from

$28

Free cancellation

Cruise boat on Lake Michigan with Chicago skyline in the background.

Sightseeing Cruises

45-Min Lake Michigan Tour

NEW

$32.50

Free cancellation

Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.

Sightseeing Cruises

90-min Chicago River and Lake Michigan Architecture Cruise

4.7(45)

$45

Cruise boat on Chicago River passing under Clark Street Bridge.

Sightseeing Cruises

First Lady's Chicago Architecture Boat Tour

4.9(19)

$56

Free cancellation

Odyssey Chicago River boat cruising on the Chicago River with city skyline.

Sightseeing Cruises

Odyssey Chicago River Architecture Dinner Cruise

NEW

from

$203.65

Free cancellation

Dinner Cruises

Sea Dog Cruise on Lake Michigan

NEW

from

$30.94

Selling out fast

Guest viewing Chicago skyline from lakefront during Skydeck and Architecture Cruise tour.

Guided Tours

Chicago Skydeck & Architecture Cruise with Small Group Guided Tour

NEW

$129

Selling out fast

View from Willis Tower Skydeck in Chicago at sunset.

Observation Decks

Chicago Night Tour with Skydeck & Architecture Cruise

NEW

$169

Millions love heading out with us

Courtlyn

United States

Aug 2025

5/5

‌

We loved the moderator John, he was very informative and creative in his guided speech. His personality shined through in his jokes and our seats on the boat was perfect.

90-min Chicago River Architecture Cruise

Joy

United States

Oct 2025

5/5

Enjoyed the tour guide and it was very interesting in learning about the history of the buildings in Chicago. We would reccomend it.

45-min Chicago River Architecture Cruise

Elia

United States

Sep 2025

5/5

We have taken this cruise many times, we take family and friends when they visit. We always learn something new. Our tour guide Kenny was amazing. Funny, amiable and very informative. Kudos!!

90-min Chicago River and Lake Michigan Architecture Cruise

Ronald

United States

Aug 2025

5/5

We were treated very well. The attendants did a nice job of boarding the crowd. There was tons of information about the buildings we love so much. Thank you for making this a great experience.

First Lady's Chicago Architecture Boat Tour