Water Activities in Wilmette, IL

Hire a captain for 3–4 hours, with flexible languages and a safety-first focus

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

Cruise on a 46 ft Sea Ray Express with up to 13 guests

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

Cruise Chicago by private boat on a 50 ft Sea Ray Sundancer, up to 13 guests

Hire a Lake Michigan captain familiar with Chicago’s boating hot spots

Host a private celebration aboard a Hamptons-inspired catamaran

Spend a relaxed day on Lake Michigan with a licensed captain at the helm

Celebrate, cruise, and swim aboard a 52-foot Sea Ray

Cruise Chicago with a safety-focused captain experienced in commercial fishing

Chicago Skyline Cruise With an Experienced Captain

Experienced licensed captain for your Chicago boat charter

Shape your Chicago boat day with an experienced local captain

A captain for your Chicago boat charter

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

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

See Chicago fireworks from a floating tiki bar on Lake Michigan

Sail Lake Michigan on a private day charter with skyline views