The best weather in popular vacation destinations is tourist season, when crowds are at their peak. Hotel and venue availabilities, and usually higher rates are the norm. If you’re planning a destination wedding during this peak season (May, June, July, August, September, October) book your venue and reserve your room blocks early. If you go for slightly off season (March, April, May, November, Early December) you may be able to save yourself and your guests some money and still enjoy great weather. While the off-season (Late December, January, February, March, April) will mean fewer crowds, the weather can be a big factor. You may find that many stores, venues and vendors close up shop.