Yacht Charters in Oakbrook Terrace, IL

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

Cruise the Chicago River for skyline views and Riverwalk sights

Private yachting for celebrations, family gatherings, and corporate outings

Cruise Chicago’s waterfront with a professional crew and private gathering spaces

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

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

Spread out with a spacious cockpit and two private staterooms

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

Celebrate on a tiki-themed yacht with an open bar and Chicago skyline views

Enjoy a Chicago charter with a USCG-licensed captain and 15+ years of experience

Celebrate on the Gypsy Spirit along Chicago’s waterfront

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

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

Private Chicago river and lake charter with an included open bar

Hire a Chicago captain and cruise to the Playpen, Monroe Harbor, or the river

Relax together with a flybridge lounge, wide walkways, and onboard music

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

Hire a US Coast Guard licensed captain for your Chicago boat day

Make your Chicago celebration a private day or night on the water

Set your own pace on a private Chicago yacht cruise

Cruise the water with a captain for relaxed outings, playpen visits or evening fireworks

Captain for hire on Lake Michigan, with payment options and holiday rates

Double-decker catamaran for private entertaining and water views

Cruise Chicago by private boat with an experienced captain