Love the metaphor. Kind of hate the music video.
I first heard this song in Universal Studios Orlando, on my way to get hot pretzels with my family before seeing Alice in Wonderland at the iMax there. Spring Break 2010 was a wonderful vacation, though I was vaguely miserable off and on during it, because of feelings this song, reaching me on this vacation, described soooo poetically.
Also, Margaritaville is awesome, even if you’re not old enough to drink margaritas. Also, take a more active role in the planning of your own vacations, or you’ll end up in the park with two roller coasters and none of the especially cool rides you’ve been hearing about. 😛