Question: What's the Best Time of Year to Visit the Caribbean?
Answer: The weather is generally warm and pleasant year-round in the Caribbean, so there's really never a bad time to visit. However, for obvious reasons the winter is the most popular time of year to visit, since many travelers are seeking an escape from the chilly northern climes.
If you're looking for deals, come in the summer or between Thanksgiving and Christmas. Some traveler like to avoid the crowds associated with Spring Break; others avoid traveling during hurricane season. For more details on weather, events, and other information, see: Monthly Travel Guides for the Caribbean.