things to do in Chicago, IL

Meet Farm Animals and Native Wildlife Across Five Acres

Cruise the Chicago River for 2 hours on a private, self-drive pontoon

Private 1962 vintage motorboat cruise on the Chicago River for up to 6 guests

Taste international dough-based treats while exploring Wynwood’s art district

See Art Institute Masterpieces With an Art Historian

Taste five Chicago specialties while exploring River North’s history and architecture

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

Experience intimate magic with a playful sci-fi twist

Set your own Chicago agenda and leave the driving to a local guide

Sample Chicago favorites while cycling through vibrant Near West Side neighborhoods on a fun 4-hour guided ride

Hire a US Coast Guard licensed captain for your Chicago boat day

Cruise Chicago’s lake and river on a historic fireboat with docent-led stories

Discover Logan Square’s past through handcrafted greystones, historic churches, and ornate storefronts

Fly over Chicago landmarks with a private helicopter for up to 3

Explore art from van Gogh to American Gothic, with full-day re-entry

Taste Chicago’s donuts while uncovering the city stories behind each shop

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

Trace Chicago’s Prohibition history across four neighborhood speakeasies

Taste your way through Chicago’s West Loop with a local guide

Feel the crowd's energy in the home of the Bulls

Get your bearings on your first day in Chicago

Walk Chicago’s must-see sights, including Millennium Park, in 2 hours

Create your own take-home street art with guidance from working artists

Take in Chicago's parks, waterfront, and landmark sights in one ride