La Altagracia Province in November

December through April delivers the perfect weather everyone promises - 82°F days, low humidity, and trade winds that keep you comfortable even at noon. But you'll pay peak season prices and fight crowds for beach chairs. May offers a sweet spot. Temperatures climb to the mid-80s, but hotel rates drop by 30% and the beaches empty out after spring break. The occasional afternoon shower cools things down without ruining your day. June through November brings hurricane season, but don't let that scare you off entirely. Most storms pass north of the island, and when the weather cooperates, you'll have some beaches almost to yourself. Just book refundable rates and keep an eye on weather forecasts. Avoid September and October if possible - these months see the most rainfall and highest hurricane risk. But if you do visit during shoulder season, pack a light rain jacket and plan indoor activities for rainy afternoons.