Chesapeake in the summer
The best times for sailing here is in the spring, early summer, until the fall. I''d include all of June, with it gettnig progressively hotter as you go to the end. Some of the hottest days I''ve spent have been July 4 weekend for some reason. For Fall, we sail from September to November.
That said, we do out all summer long, and there are great places to visit anytime.