Dmitry Shteyn — Wisconsin Sailing

Wisconsin is one of the most underrated sailing regions in the United States. Lake Michigan delivers big-water conditions on the eastern shore — long fetches, real waves, and active racing programs in Milwaukee, Sheboygan, and Racine. Inland, hundreds of lakes host one-design fleets, junior programs, and weeknight beer-can racing from May through October.

This section of the site collects guides written from a Wisconsin perspective: when the season opens, what the prevailing wind looks like on the lakes most people race on, and what to expect from a Midwestern regatta weekend.