Grand Cayman Island at $325 RT

Summer and winter holiday prices are almost always hiked, but no one told Grand Cayman!

You've got eleven months of coverage to choose from, with nary a surge to be seen. You could be relaxing on a beach like this on any holiday you choose!

That includes peak summer vacation days. That includes Christmas and New Year's. That includes Easter. It even includes International Talk Like A Pirate Day, in case you haven't made plans for that yet.

You'll be celebrating accordingly — pirates had such a hold on these beautiful islands that they now hold an annual Pirate Festival, usually in November.

...which is also included in these dates :-)