Cruise offshore from Navy Pier for fireworks and skyline views
A half-day fishing trip with plenty of time on the water
Relax on a captain-led pontoon outing with room for your crew
Taste four Chicago pizza styles on a guided West Loop walk
Self-drive pontoon on the Chicago River with Navy Pier fireworks
Choose your paddlecraft for a self-guided outing on the water
Drive through 2.5 miles of holiday lights, themed displays, and a laser show
Float above the landscape on a private flight with your group
Slow down with goats, mindful movement, and a guided walk on the farm
Taste Lincoln Square’s European roots and Silk Road flavors on foot
Bike and taste your way through Miami Beach’s Art Deco streets and local eats
A quiet private weeknight sail with Chicago skyline views
Look beyond Uptown's 1920s heyday through the stories behind its buildings
More time on Lake Michigan when summer fish are farther offshore
Jet ski across seven lakes with a guide, from shoreline sights to open water
Visit four Chicago pizzerias and compare four pizza styles by bus
Paddle past the Wild Mile and Chicago's skyline in a single or double kayak
Help open the barn with hands-on farm animal care
Paddle Lake Michigan from Ohio Street Beach for two hours
Sail Lake Michigan on a private weeknight cruise with sunset and skyline views
Make the most of a weekday fishing trip on Lake Michigan
Paddle Lake Michigan for Chicago skyline views
Explore Chicago River routes by kayak or stand-up paddleboard at your own pace