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Your Home on the Water!™ Founded in 1875, Chicago Yacht Club is one of the oldest and most respected yacht clubs in the world. Its mission is to encourage, promote, and develop knowledge, participation, and enjoyment of all aspects of yachting. To that end, the Club hosts many world class competitions, including its signature Chicago Yacht Club Race to Mackinac and numerous North American and World Championships. The Club is also recognized as a leader in sailing education, with one of the largest junior sailing programs in the United States. The Club is home to more than 1,400 members including a winning America’s Cup skipper, Olympic medalists and hopefuls, and outstanding boaters of all types, from ages 4 to 104. The Club offers year-round activities for its diverse membership at two locations on the city’s shoreline, at Monroe and Belmont Harbors. Learn more at chicagoyachtclub.org.

Since 1986, Chicago Sailing has provided certified sailing lessons, sailboat rentals, professional sailing charters, and social sailing opportunities to sailors of all skill levels. Sailing is more than just sport, it's a way of life. Sailing opens up a whole new world for you, your friends, and family. Our mission is to make sailing universally fun, safe, and achievable. We firmly believe that sailing is more than just a sport or hobby; it is a way of life and an opening to a bigger world. We intend to share our passion for this lifestyle and support your lifetime of adventure. Whatever your sailing interest, we have a program for you.

Windy City Sailing Inc. was established in 2004 and since then has been offering world class private charters on Lake Michigan. Our motto is to offer an immaculate yacht, first class customer service and great value for your money!