See Chicago landmarks from the water on a private sightseeing outing
Explore Chicago through social adventures with fellow solo travelers
Cruise Chicago waters with up to 13 guests for a flexible three-to-four-hour outing
Paddle the Chicago River past the Wild Mile and downtown skyline
Cruise Chicago by private 47 ft yacht with space for up to 12 guests
Take the wheel on a 22 ft pontoon cruise on the Chicago River
See Chicago fireworks from a floating tiki bar on Lake Michigan
Host a private kitten yoga party with playtime at The Arboretum of South Barrington
Explore Lake Michigan’s quieter shore, from lakeside towns to grand mansions
Taste Vietnam, the Middle East, and Sweden while exploring Argyle and Andersonville with a guide
Photograph Chicago's skyline from a US Navy-built boat
Paddle Lake Michigan from Ohio Street Beach for two hours
Explore Lake Michigan by boat, from Playpen outings to Chicago river cruises
Paddle the Chicago River and learn downtown architecture in 3 hours
Paddle Chicago River routes in a single or double kayak
Paddle Chicago's lakefront with skyline views and basic instruction
Watch Chicago fireworks on a 90-minute tiki bar cruise
Stretch, cuddle and take photos with rescue puppies in a private yoga session
Explore the history, neighborhood culture, and presidential ties of Chicago's South Side
See Chicago from the water aboard a former Navy tactical boat
Paddle Lake Michigan for Chicago skyline views
Bring your group aboard for a captain-led Chicago outing