Best results for Yacht Charters in Chicago, IL

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

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

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

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

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

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

Private Chicago river and lake charter with an included open bar

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

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

Celebrate on the Gypsy Spirit along Chicago’s waterfront

Design your own Chicago lakefront day aboard Soulshine

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

Private yachting for celebrations, family gatherings, and corporate outings

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

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

Private cruising for relaxed gatherings and celebrations

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

Host a private celebration aboard a Hamptons-inspired catamaran

Celebrate, cruise, and swim aboard a 52-foot Sea Ray

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

Set your own pace on a private Chicago yacht cruise

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