Best 153 things to do in Wilmette, IL

Eat Chicago favorites as you walk past top landmarks with a guide

Bike Miami Beach and sample local food with a guide

Walk Wynwood’s street art scene with Wynwood Walls entry included

Walk Little Havana and taste classic Cuban bites in 3 hours

Bike 13 miles through Chicago neighborhoods and sample pizza, hot dogs, and brownies

Walk South Beach and sample local favorites with a guide

Walk downtown Chicago and sample deep-dish pizza, Italian beef, a classic hot dog, and dessert

Walk Chicago Chinatown and taste dishes from five Chinese regions

Bike 10 miles as you sample Chicago staples and see top sights

Bike Chicago’s lakefront parks and skyline highlights with a guide

Bike Chicago’s North Side neighborhoods and lakefront in 3 hours

Paddle Lake Michigan from Ohio Street Beach for two hours

Rent a bike by Chicago’s Lakefront Trail with maps, helmet, lock, and easy access near Navy Pier

Rent a bike for 24 hours near the Lakefront Trail and Navy Pier

Rent a bike near the Lakefront Trail and Navy Pier—return it by shop closing

Rent a bike for 4 hours steps from Navy Pier and the Lakefront Trail

Paddle Lake Michigan off Ohio Street Beach for an hour

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

Sail Lake Michigan privately with skyline views and a captain

Private Lake Michigan sailing and swimming from Navy Pier Marina

Sail Chicago’s lakefront at sunset aboard a private 37-foot yacht

Celebrate your proposal or engagement with a private sail along the Chicago Lakefront

Private 3-hour sail to view Navy Pier fireworks with a USCG-certified captain included

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