Best 88 things to do in Deerfield, IL

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

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

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

Taste donuts and DC history on a 2-hour walking tour

Walk Key West and sample donuts, Key lime pie, and cookies with a guide

Walk Wynwood’s art district and sample donuts and churros in 2 hours

Walk South Beach and sample donuts, pastelitos, and pastries in 2 hours

Taste your way through Savannah with donuts, pastries, and local history

Taste your way through downtown Chicago with 4 donut stops in 2 hours

Taste donuts and pastries as you walk Fulton Market in 2 hours

Taste donuts and learn Harvard Square history on a 2-hour walk