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All I can say is I've lived for years in each of these places, and of those, the weather is just ridiculously the best at the beach communities in San Diego. It only requires that you be a double zillionaire in order to afford retiring comfortably there. L.A. (incredibly mild weather at the beaches) San Diego (the most unbelievably mild weather in the continental US at the beaches) Seattle (Meh, it's OK weather-wise) Nashville (Love it to death, but the #1 worst on my weather list) Austin (close runner up to Nashville for volatile weather)