Rent a bike for 4 hours steps from Navy Pier and the Lakefront Trail
Paddle Lake Michigan off Ohio Street Beach for an hour
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
Eat your way through Chicago’s Chinatown with 5 seated tastings
Taste six authentic dishes while exploring Uptown’s immigrant stories and landmark architecture
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
Discover Chicago architecture and fireboat history on a guided river cruise.
Sail past the Chicago skyline on a 2-hour 21+ cruise with drinks for purchase and Thursday brewery or Friday live music
Cruise Lake Michigan on a historic fireboat for Navy Pier fireworks views
Explore Chicago with other solo travelers on a guided social adventure
Charter a 47 ft yacht to cruise the Chicago River or Lake Michigan with BYOB and skyline views
Captain your own pontoon on the Chicago River for two hours with training and life vests provided
Drive your own pontoon on the Chicago River with BYOB and a quick lesson
Taste Chicago's West Loop with guided stops at acclaimed eateries and artisan spots
Walk Pilsen for tacos, cocktails, and mural-filled streets
Cruise Chicago waters with up to 13 guests for a flexible three-to-four-hour outing
Taste Vietnam, the Middle East, and Sweden while exploring Argyle and Andersonville with a guide