Best 62 things to do in Deer Park, IL

Cruise the Chicago River for skyline views and Riverwalk sights

Eat a donut, then head up to the Willis Tower Skydeck

Walk the Chicago Loop to see hidden interiors and Millennium Park

Cruise the Chicago River on a private boat with local architecture stories

See Chicago landmarks by helicopter with a 5-passenger twin-engine aircraft

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

Take the controls in a 30-minute helicopter intro flight

Flow through gentle poses and play with rescue puppies during a 1-hour indoor session.

Stretch, cuddle, and play with rescue kittens in a 1-hour indoor class

Host a private kitten yoga party with playtime at The Arboretum of South Barrington

Cruise about two miles offshore for wide-open Chicago sunset views

Speed across Lake Michigan with your own music and skyline views

Private 6–8 hour fishing charter for up to 6 on Lake Michigan

Eat Chicago’s five classic dishes with VIP access in River North and Streeterville

Ride a foodie bus to restaurants seen in The Bear, with tastings along the way

Walk Pilsen for tacos, cocktails, and mural-filled streets

Pilot a 2-person Craig Cat and cruise the Chicago River skyline

Cruise Chicago by private 47 ft yacht with space for up to 12 guests

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

Take the wheel on a 22 ft pontoon cruise on the Chicago River

Learn About Winemaking in the Heart of Chicago

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

Sample donuts and beignets while you stroll Magazine Street

Taste your way through West LA donut shops in 2 hours