Historically, the peak of Hurricane Season is about Sept 10th, so as you approach that date, the chances of a storm go up. Reallistically, anytime in Aug/Sept is your highest chance of having to deal with a storm. We go annually Aug 19-29 and have had to be concerned with weather at times, landing the same day as TS Fay a couple of years ago. Even without storms, that time of year typically sees a mid-afternoon TStorm roll through, making that a good time for a hotel break. Crowds aren't too bad, but remember that that is a time when free dining is offered, so restaurants do fill fairly quickly.