Water Activities in Chicago, IL

Explore Chicago’s waters with an experienced local captain

Put an expert captain at the helm of your boat

A local captain for your Chicago day on the water

Celebrate aboard a restored classic with three levels and open-air spaces

Ride a Yamaha VX WaveRunner across Lake Michigan with Chicago skyline views

Ride a Yamaha jet ski across Lake Michigan with views of Chicago's skyline

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

Cruise Lake Michigan on a historic fireboat for Navy Pier fireworks views

Night kayak tour to watch Navy Pier fireworks

Sail Lake Michigan on a private day charter with skyline views

See Chicago landmarks from the water on a private sightseeing outing

Paddle Lake Michigan from Ohio Street Beach for two hours

Cruise Chicago waters with up to 13 guests for a flexible three-to-four-hour outing

Sail Lake Michigan with Chicago skyline views

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

Sail Chicago’s lakefront on a private yacht with a captain, swimming and music on board

Paddle the Chicago River past the Wild Mile and downtown skyline

Paddle Lake Michigan with Chicago skyline views

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

Watch Navy Pier fireworks from a private yacht

Photograph Chicago's skyline from a US Navy-built boat

Paddle Lake Michigan for Chicago skyline views