Best 330 things to do in Schaumburg, IL

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

Pilot a 2-person Craig Cat and cruise the Chicago River skyline

Paddle past the Wild Mile and Chicago's skyline in a single or double kayak

Cruise Chicago’s river in a vintage 1950s Milo Craft

Paddle the Chicago River and learn downtown architecture in 3 hours

Paddle the Chicago River past the Wild Mile and downtown skyline

Paddle Chicago River routes in a single or double kayak

Build foundational kayaking skills on calm Chicago River waters

Paddle Goose Island and downtown as Chicago lights reflect on the river

Private 6–8 hour fishing charter for up to 6 on Lake Michigan

Choose your paddlecraft for a self-guided outing on the water

Explore Chicago River routes by kayak or stand-up paddleboard at your own pace

Learn paddleboard skills for calm-water adventures

Sail Chicago's lakefront from Museum Row to Navy Pier at sunset

Cruise Chicago by private 47 ft yacht with space for up to 12 guests

Cruise the Chicago River for 2 hours on a private, self-drive pontoon

Take the wheel on a 22 ft pontoon cruise on the Chicago River

Anchor at Chicago’s Playpen for swimming, skyline views, and a laid-back day on the water

Cruise about two miles offshore for wide-open Chicago sunset views

Speed across Lake Michigan with your own music and skyline views

Discover Lincoln Park’s nature and history with a local guide

Cruise the Chicago River for skyline views and Riverwalk sights

Sail Lake Michigan on a private day charter with skyline views