Sail Lake Michigan at sunset for Chicago skyline views from the water
Build practical sailing skills aboard a 26-foot Chris-Craft on Lake Michigan
Ride a Yamaha VX WaveRunner across Lake Michigan with Chicago skyline views
Cruise the Chicago River for 2 hours on a private, self-drive pontoon
Night kayak tour to watch Navy Pier fireworks
Watch Chicago fireworks on a 90-minute tiki bar cruise
Host a private kitten yoga party with playtime at The Arboretum of South Barrington
Eat your way through Uptown’s immigrant neighborhoods in 2.5 hours
Taste Chicago classics while exploring the city's landmark-filled streets
Private Lake Michigan fishing with an expert crew
Make the most of a quick day fishing on the water
Follow Chicago’s movie trail with a local actor guide
Take the wheel on a 22 ft pontoon cruise on the Chicago River
Paddle Lake Michigan’s shoreline for city views and guided instruction
Discover the sweeter side of wine this Halloween
Float above northern Illinois at sunset, with possible views of the distant Chicago skyline
Stretch, cuddle and take photos with rescue puppies in a private yoga session
Taste Vietnam, the Middle East, and Sweden while exploring Argyle and Andersonville with a guide
Explore Chicago through social adventures with fellow solo travelers
Share a peaceful Lake Michigan sail with Chicago skyline views