f you're looking for the perfect time to visit Jamaica, think of it like catching a wave. You want to ride the wave at the right time, when it's at its peak, and that's exactly what you'll find in Jamaica during the winter months of December to April. The weather is warm and sunny, the beaches are pristine, and the sea is calm, making it the perfect time to surf the waves, soak up the sun, and indulge in all the island has to offer.