September in Road Town is the hottest month of the year. In September, the weather in Road Town is typically hot. Average daily high temperature in September is about 28 degrees above zero. On average, Road Town has 21 rainy, 5 sunny, 3 partly cloudy, and 1 cloudy day in September. The rains are usually heavy. September as well as May, June, July, and August is considered the most uncomfortable time to visit Road Town.