We have enjoyed the Caribbean every month of the year. There is a reason the Carribean Season is known as any time after Thanksgiving and anytime before May 1st. Weather Stability The smart money travels elsewhere for their vacation time between May and December 1. Sure you can have spectacular weeks during that window. But, any week between May 1 and Dec 1 can fall victim to a Wave that rains you out or much worse if a real storm makes it that way. Rolling the Dice works for many each year and not so well for others.

Maine is great during August.