Yacht Charters in Wood Dale, IL

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

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

Hire a Polish-speaking captain for your rented Lake Michigan boat

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

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

Private river cruising with Bluetooth sound and beverage credits on longer charters

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

Sail Chicago’s skyline aboard an 80-foot tiki-chic yacht

Cruise Chicago with a flexible captain for your 3–4 hour charter

Celebrate on an 80-foot yacht with an included open bar

Private yacht charter with an included open bar and skyline charter option

Cruise Chicago by private boat with an experienced captain

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

Charter a 48 ft Sea Ray Flybridge for up to 13 guests on Lake Michigan

Private Chicago river and lake charter with an included open bar

Private cruising for relaxed gatherings and celebrations

Cruise Chicago’s river and lake skyline aboard a private two-deck party boat

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