It's a song about living the life of being in a band/musician/rockstar. Possibly cheating with a groupie while your out on the road and making excuses to your girlfriend/wife. Lying to her in a sense, "It's so lonley without you, but I can't afford for you to come with me.." when obviously the person (be it Buffett or a fictional character) is making enough money that he can now fly from gig to gig and have some fun after each show. He visits home on breaks and repeats the cycle when the tour starts again. I would imagine he's chilling at the hotel pool/beach thinking about the night before eating Grapefruit to stay skinny, chewing juicy fruit to "wash away the night". Which may be symbolic for washing away his sins.
It's a song about living the life of being in a band/musician/rockstar. Possibly cheating with a groupie while your out on the road and making excuses to your girlfriend/wife. Lying to her in a sense, "It's so lonley without you, but I can't afford for you to come with me.." when obviously the person (be it Buffett or a fictional character) is making enough money that he can now fly from gig to gig and have some fun after each show. He visits home on breaks and repeats the cycle when the tour starts again. I would imagine he's chilling at the hotel pool/beach thinking about the night before eating Grapefruit to stay skinny, chewing juicy fruit to "wash away the night". Which may be symbolic for washing away his sins.