The best time to visit the Caribbean is in the dry season, from mid-December through April. The shoulder season, May, June, July is also a great time to visit, depending on which islands you choose.
Where is the sunniest place in the Caribbean?
Aruba is famously known to have the most sunny days in the Caribbean, so your long-awaited and well-deserved getaway is practically guaranteed to have perfect weather. Aruba gets very little rainfall and has consistent low to mid-80's temperatures, and warm waters all year round.
What Caribbean island is the warmest?
Jamaica. Jamaica is consistently one of the warmest Caribbean islands. Its diverse countryside includes rainforests, mountains and reef-lined beaches. The low humidity in January makes it a great month to explore the island's many sights, and the warm waters are perfect for snorkelling.