Yacht Charters in Oakbrook Terrace, IL

Private cruising for relaxed gatherings and celebrations

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

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

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

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

Sail Lake Michigan on a private day charter with skyline views

Explore Lake Michigan by boat, from Playpen outings to Chicago river cruises

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

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

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

Watch Navy Pier fireworks from a private yacht

Private 50-foot charter with two decks, a waterslide, and an open bar