Best results for Water Activities in Deerfield, IL

Cruise the Chicago River on a private boat with local architecture stories

Cruise and swim aboard a spacious Sea Ray with room to lounge

Cruise the Chicago River for skyline views and Riverwalk sights

Sail Lake Michigan on a private day charter with skyline views

Sail Lake Michigan with Chicago skyline views

Share a peaceful Lake Michigan sail with Chicago skyline views

A quiet private weeknight sail with Chicago skyline views

Sail Lake Michigan on a private weeknight cruise with sunset and skyline views

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

Private Lake Michigan fishing with an expert crew

Cruise Chicago’s lakefront for skyline and Navy Pier views

Speed across Lake Michigan with your own music and skyline views

Cruise offshore from Navy Pier for fireworks and skyline views

Sail Lake Michigan for Navy Pier fireworks views on a private charter

Sail Chicago's Playpen with a licensed captain and time to swim

Private sailboat time with Chicago skyline views

Watch the Chicago skyline glow from a private sailboat on Lake Michigan

Build practical sailing skills aboard a 26-foot Chris-Craft on Lake Michigan

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

Ride a Yamaha Waverunner with Chicago skyline views

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

Paddle the Chicago River after dark with city lights and stories from your guide

Paddle Lake Michigan’s shoreline for city views and guided instruction

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