May in St. Helena is the windiest month of the year. In May, the weather in St. Helena is typically warm. Average daily high temperature in May is about 20 degrees above zero. On average, St. Helena has 23 sunny, 7 partly cloudy, and 1 rainy day in May. The rains are usually light. May as well as June, July, August, and September is considered the most comfortable time to visit St. Helena.