Somewhere with a mild, warm climate similar to the US south. I'm just not built for extreme cold and I don't like long periods of rain/fog/overcast. Somewhere with good food, interesting culture, not too conservative or religious where women couldn't wear certain things, have certain jobs etc, where English is very common if it's not the official or primary language -- probably Barcelona, maybe somewhere in the Caribbean or Australia.
Probably New Zealand or Ireland
Somewhere where it rains a lot (i love the rain) and where the weather is always cool (never too hot or too cold) anytime of the year