As a result, early May is often indistinguishable from the dry season. Here you can find information, weather discussions and local reports regarding tropical systems threatening the Caribbean islands. WeatherCarib was born in 1998, with an emphasis on tropical weather links for the Caribbean and tropical Atlantic all the way to Africa. Average Caribbean Weather Caribbean weather has average daytime temperatures ranging from the low 80s Fahrenheit and high 20s Celsius in the winter to the high 80s Fahrenheit and low 30s Celsius in the summer. A central part of this website is the volunteer network of special local hurricane correspondents, living on the islands , who will report, when need be, on how it looks and feels like around them. With tastefully decorated rooms, brilliant sea views and a range of amenities at hand, Sandals Inn is an obvious choice for anyone holidaying in Montego Bay. By Ian Packham. The dry season goes from December to May. The average maximum daytime temperature in Caribbean in May is a hot 30°C (86°F), while the average minimum night-time temperature is a warm 24°C (75°F). This welcoming-yet-luxurious hotel comprises a range of rooms and suites and all the facilities under the sun. Select a destination to see more weather parameters. On average 101 mm (4 inches) of rain normally falls in Caribbean during May with rain falling on 14 days of the month. Only by the end of May do the afternoon rains become more consistent. Sandals Inn. Costa Rica Weather in May. Caribbean weather links and tropical weather information on tropical depressions, tropical storms, and hurricanes, covered in depth, and updated frequently. But Costa Rica’s rainy season starts soft and gradually builds over time. May officially marks the end of the dry season in Costa Rica. For some islands, rainfall actually peaks in May. The dry season continues this month on the southern Netherlands Antilles islands of Aruba, Bonaire and Curacao. Montego Bay Hotels in May. The Caribbean consists of thousands of islands, reefs and cays, and though the temperature there remains relatively consistent year-round, the weather … Jamaica weather in May 2021. May brings moderate amounts of rain to most parts of the Caribbean, but the weather does vary a lot from island to island. Get the latest coronavirus (COVID-19) updates for Jamaica with current travel advice, statistics and online resources.. Below are average maximum temperatures at popular destinations in Jamaica in May. With low season prices and good weather, May is a great month to book a holiday in one of the Caribbean’s many destinations. The hurricane season with a higher risk of rain lasts from June through November. 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