Best 224 things to do in Schaumburg, IL

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

Taste four pizza styles on a 3-hour downtown Chicago walk

Taste Chicago pizza on a guided bus tour with 4 neighborhood stops

Trace Chicago’s Prohibition history across four neighborhood speakeasies

Choose solo, tandem, or stand-up paddling for a flexible lake outing

Paddle the winding DuPage River past Naperville's quiet corners

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

Walk the Loop to see Chicago’s hidden interior architecture

Walk Chicago’s dark history in 2 hours, from gangsters to ghost lore

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

Tropical river views, island tunes, and a full bar in Chicago

Take in Chicago’s skyline from a floating tiki bar with a full bar on board

See Chicago by water from a floating tiki bar with Sunday drink specials

Cruise Chicago’s waterways aboard a floating tiki bar with Sunday drink specials

See Chicago fireworks from a floating tiki bar on Lake Michigan

Tiki-themed private cruise with an open bar on Chicago waterways

Private 50-foot charter with two decks, a waterslide, and an open bar

Captain-serviced Chicago River cruising with music and beverage options

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

Float down the Chicago River aboard a private tiki bar charter

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