Winhill, duh
Where else are you supposed to get any peace and quiet after falling from a cliff into the water
Balamb garden of course! =]
Esthar City, hands down. You'd never run out of things to do. Optical Camouflage System to keep all of you weirdos out? Check in the win box.
Luminous blue buildings? Uh, yeah!
I'd probably choose fishermans horizon purely on the fact that its the kind of place that seems to be consitently expanding due to its structure. This way I could be assured it would continue grow and I wouldn't get bored of being there my whole life. That, and theres some good fishing!
The village of Balamb. It has a bar! If only there was a way to jump over to the garden as well.
Str8 Pimpin'