Best 308 things to do in Wilmette, IL

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

Charter a private 38' yacht on Lake Michigan for up to 13 guests

Set your own pace on a private Chicago yacht cruise

Double-decker catamaran for private entertaining and water views

Private Sea Ray yacht charter on Lake Michigan with 3–8 hour options

Cruise Lake Michigan with a full kitchen, two bathrooms, and skyline views

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

Paddle Chicago's lakefront with skyline views and basic instruction

Charter a 47’ Carver yacht with kitchen, bathrooms, and Bluetooth audio

Set sail aboard a 50' Sea Ray with a kitchen, bathrooms, and Sonos audio

Cruise a 47-foot Carver with space to relax, dine, and play your music

See Chicago's northwest suburbs and the Fox River from the air