Windy City Sailing provides many options for your yachting pleasure. The most popular excursions are the private sailboat charters for 1-10 passengers and the power yacht charters for 1-6 passengers. Our sailing and power yacht firework charters to Navy Pier provide spectacular overhead displays on Wednesday and Saturday nights. Major attractions include July 4th fireworks, Chicago Air & Water Show, Jazz Fest, Blues Fest and Taste of Chicago. The best way to see Chicago is on a Lake Michigan cruise so charter a yacht and arrive in style! Special occasions and holidays become fantastic when enjoyed on a yacht. Proposals, family reunions, marriages, birthdays, and other celebrations are memorable with Windy City Sailing!