Yacht Charters in Chicago, IL

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

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

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

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

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

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

Sail Lake Michigan on a private day charter with skyline views

Watch Navy Pier fireworks from a private yacht

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

Bring your group aboard for a captain-led Chicago outing

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

Chart a captain-led Lake Michigan or Chicago River outing tailored to your plans

Set sail on Chicago waters with a captain at the helm

U.S. Coast Guard-certified captain for your Lake Michigan charter

Experienced U.S. Coast Guard–licensed captain for your Sea Ray outing

Bring your group aboard a rented vessel with a 100GT Masters Captain

Explore Chicago’s shoreline with an experienced captain

Tailor a private Chicago boat outing with an experienced captain

Put an expert captain at the helm of your boat

Set out on Lake Michigan with an experienced captain