Yacht Charters in Naperville, IL

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

Hire a seasoned Lake Michigan captain with 40+ years of experience