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Ditto to what raindog said. Traverse Bay and beyond is a very nice sailing area.
But it will be 5 or more hours drive from Chicago.
You could also look to Green Bay, Wisconsin. Similar lattitude, but other side of the lake.
Weather should be quite stable in Mid-August. Hot but comfortable on the lake. Afternoon thunderstorms are possible.
If you find something in Chicago, the harbors all along the Michigan shore to the northeast are quite nice. Good protected stops every 10 to 20 miles with nice old tourist towns
Last edited by xort; 11-09-2009 at 06:50 PM.
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