As a native Floridian I can tell you that I have personally seen what often comes of that Boomer dream when actualized. In the worst cases the beaches consumed them; the self-indulgence and love of ease becomes an addiction in itself, demanding greater amounts of intoxicants to stave off boredom, until they are homeless and sleeping in the dunes. For most, in my experience, they simply drift around aimlessly in golf carts, playing bingo and such, doing nothing, talking about nothing, utterly idle and obsessed with trifles. They will tell you that life is about being happy, but their idea of happiness is perfect freedom to do what they want, untethered to any sort of responsibility, and what they want when achieving that freedom is childish amusement. Their problem isn't that they are old, it's that they never grew up.