Private 40' Sea Ray yacht rental in Chicago for up to 13
Explore Old Joliet Prison after dark at your own pace
Eat your way through Chicago’s Chinatown with 5 seated tastings
Walk Chicago Chinatown and taste dishes from five Chinese regions
Start first, save more, and skip room waits
Cruise the water with a captain for relaxed outings, playpen visits or evening fireworks
Pilot a 2-person Craig Cat and cruise the Chicago River skyline
Discover the journey from fresh grapes to wine during Chicago's harvest season
Explore Chicago Chinatown on a 2026 USA Today 10Best History Tour winner
Create a small custom rug with guided tufting instruction
Paddle the winding DuPage River past Naperville's quiet corners
See Chicago landmarks from the water on a private sightseeing outing
Private Chicago cruising with a kitchen, bathroom and Bluetooth sound
Enjoy unlimited rides and more than 50 attractions at a fall farm festival
Taste Mexican cuisine and discover Pilsen’s mural-covered streets
Pedal Chicago’s top sights while tasting pizza, hot dogs, and Italian beef
Work together to conquer fast-paced physical, logic, and skill challenges
Captain for hire on Lake Michigan, with payment options and holiday rates
Build foundational kayaking skills on calm Chicago River waters
Take in Chicago's parks, waterfront, and landmark sights in one ride
Discover Logan Square’s past through handcrafted greystones, historic churches, and ornate storefronts
Discover Chicago beyond its familiar sights
Photograph Chicago's skyline from a US Navy-built boat