Well not during July to October as this is the high season for hurricanes they can start as early as June and even run into November so from this December to May is a good time the weather is still warm and reasonable settled. We have done the Caribbean in March and will likely try it in April or May. It was a bit cooler on some days at sea for sunbathing, but most of the islands we visited had temps around 70/75 compared with 40 back home !!!