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For more details on the current temperature, wind, and stuff like that you can check any search engine weather feature.
The rainy months, also called the rainy season, are generally from the end of April, or early May, until the end of September or early October. During the rainy season it can rain during any part of the day but is most common in the late afternoon and early evening. The other months, also called the dry season, have much less rain and humidity. Of course you all know there is the chance of a storm during the hurricane season, which starts in June and peaks from August to early October.
Its always warm/hot in Jamaica but is cooler from December to April. This is the better time of the year for outdoor activities.
April is Easter time and the culmination of Carnival season, so if you are planning to go to Ocho Rios Easter weekend be sure to book early as many locals flock there for the long weekend, some to relax and others to attend one or more of the Carnival events. Beach Jouvert on Saturday at James Bond beach in Oracabessa which has live bands (soca music), water paints (so dont wear your nice beach wear) and open bar. Chukka Cove on Sunday; live bands also but no paint.
You also have to book early if you are travelling during these periods: Heroes weekend in Ocho Rios in mid October; the Jazz Festival in Montego Bay near the end of February and Emancipation and Independence weekend end of July/first week of August in Negril.