Jimmy Buffett

On Aug. 9, 2003, Jackson and Buffett hit No. 1 with "It's Five O'Clock Somewhere," from Jackson's 'Greatest Hits II' album.

There's nothing we look forward to more through the long winter months than the prospect of a nice, relaxing (and preferably tropical) vacation.

The Boot takes inventory of the best tracks to blare as you're headed to, sitting on or just dreaming of the beach.

Alan Jackson wasn't even second in line!

Danny Reagan gets a bit starry-eyed when he spots the singer, but then things take a turn for the worse.

He sure knows how to enjoy the good life.

It's hard to believe he has never played on the hallowed stage.

The Boot sat down with songwriter Don Rollins to hear the story behind this now-classic tune.