Yacht Charters in Chicago, IL

Host a private celebration aboard a Hamptons-inspired catamaran

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

Host a private Chicago event with open-air decks and a professional crew

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

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

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

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

Private 40' Sea Ray yacht rental in Chicago for up to 13

Private Chicago cruising with a kitchen, bathroom and Bluetooth sound

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