Would you like to get away from it all for a few hours? What about a charter sailing adventure on the lake with a professional captain as your sailing master and host? At Chicago Sailing we provide you and your guests with the opportunity to enjoy a personal holiday. You choose the route of your adventure and your professional captain will make your sailing dreams come true. Sailing offers a creative alternative for everything from a family reunion to entertaining important clients, all in a casual, outdoor setting. Sailing is easy for everyone to enjoy, regardless of his or her sailing experience. It is a great way to involve all members of your group in an activity that requires no level of proficiency.
Sit back and relax while one of out USCG licensed captains shows you and your guests the ropes, and the skyline.
Sit Back and Enjoy The Ride
Choose Your Perfect Vessel
With over 20 vessels ranging from 22′-53′ including a selection of power boats and sailboats, we have the perfect boat for your outing.
Due to USCG regulations a standard charter can have no more than 6 passengers, if your group is larger than 6 we can still accomodate you through a bareboat charter. Click below to find out more.
Questions about our Charters? Fire away! We are here to get you and your guests out on the water.