I remember a girlfriend when I was young. She seemed restless and unhappy. She wanted to go to California. But even at that young age I realized CA was not going to make her happy. To her the grass was always greener on the other side of the fence. She thought that moving to CA or some other Utopia, all her problems would go away. The reality if she couldn't be happy in he own skin she wasn't going to be happy anywhere.
Me I was content where I was. That was home. Just something to think about.
The mind is its own place, and in itself Can make a Heaven of Hell, a Hell of Heaven. What matter where, if I be still the same, And what I should be, all but less then he Whom Thunder hath made greater? Here at least We shall be free; the Almighty hath not built Here for his envy, will not drive us hence: Here we may reign secure, and in my choice To reign is worth ambition though in Hell: Better to reign in Hell, than serve in Heaven.
@Mark Vandzura Love where we are at now...Charlotte, North Carolina. Weather is great. 2 hours from the mountain, 3 hours to the beach. Economy is super!! Been an entrepreneur since the early 90s -- very supportive atmosphere for that. Real Estate is pretty reasonable as well.
Many are voting for places they currently live, so I will change my answer a bit.
In short, it depends. I have friends that live in nearly all of the places listed in this thread (SF to Dallas, the Carolinas to Florida, Denver, etc) and some LOVE it there, and some are interviewing for new jobs to move asap. Many people born and raised in the Northeast love what Florida can offer, because for five months a year they deal with winter.
You talk to some native Floridians, and they end up wanting something more, and head somewhere else. The best advice I have read on here comes from @Ned Carey - the grass isn't always greener. You will find happiness within yourself first, and your surroundings second.