Best 252 things to do in Oakbrook Terrace, IL

Private river cruising with Bluetooth sound and beverage credits on longer charters

Sail Chicago’s skyline aboard an 80-foot tiki-chic yacht

Celebrate on an 80-foot yacht with an included open bar

Private yacht charter with an included open bar and skyline charter option

Cruise the Chicago River aboard a private floating tiki bar

Private Chicago river and lake charter with an included open bar

Cruise Chicago’s river and lake skyline aboard a private two-deck party boat

Ride Chicago’s 1920s–30s gangster trail with actor guides

Walk Chicago’s Pedway and spot hidden details in the Loop

Walk the Loop to see Chicago’s hidden interior architecture

Trace Chicago's haunted lore, gangster history, and true-crime disasters on foot

Step inside Chicago’s Art Deco buildings on a 2-hour Loop walk

Learn About Winemaking in the Heart of Chicago

Private 40' Sea Ray yacht rental in Chicago for up to 13

Private Chicago cruising with a kitchen, bathroom and Bluetooth sound

Charter a private 38' yacht on Lake Michigan for up to 13 guests

Eat your way through Uptown’s immigrant neighborhoods in 2.5 hours

See Art Institute Masterpieces With an Art Historian

See Chicago’s public art and landmark architecture with an expert guide

Explore Art Institute masterpieces with a private art historian

See major works with an art historian guide in a small group

Discover Lincoln Park’s nature and history with a local guide

Explore Chicago's past with a private guide and museum admission included

Trace Chicago's skyline story through Loop landmarks