My Favorite Jimmy Buffett Songs and Creativity

When I joined the Walt Disney World College Program in 2012, I was assigned a custodial position at Saratoga Springs and Old Key West. I worked at a couple of the other resorts, but these were my home base where I spent most of my time. By far, my favorite place to work was Old Key West. No matter how few people there were, I always had a great soundtrack for my workday, and on the playlist were several Jimmy Buffett songs. These are three of my favorites from Jimmy Buffett after listening to more of his music. (This article contains affiliate links. If you order through these links, you support this work, and it doesn’t cost anything extra. Thank you.)

Cheeseburger in Paradise

Cheeseburger in Paradise” was one of the songs on the Old Key West Soundtrack, and it couldn’t be more perfect for anyone who’s not a vegetarian. If you’ve ever had a good cheeseburger, you can imagine what a cheeseburger in paradise would taste like. That’s a large part of the appeal of this song. It paints such a vivid picture that your imagination can run away with it. You mouth waters and you’re ready for a bite. The song even inspired a chain of restaurants. Jenya and I ate at one in Hawaii.


I don’t remember if “Fruitcakes” was on the playlist; regardless, it’s a good song that’s about bringing people together precisely because they are quirky. It also showcases Buffett’s ability to weave together story and song with the chorus providing a connecting thread along with the motif of religion and the absurdity of humanity. It’s all in good fun as Buffett recognizes his own fruitcakeness, just as he recognizes yours.

It’s Five O’ Clock Somewhere

An anthem for anyone who’s had a 9 to 5 job (or even one that’s lasted longer than that mythical timespan), “It’s Five O’ Clock Somewhere” is all about escaping from a bad job and doing it earlier than you’re supposed to. When Alan Jackson introduces Jimmy Buffett in the song, the crowd roars. It’s like magic. They discuss “Margaritaville” and heading out for drinks to relax and recharge, and that’s where the song ends.

Creativity and Jimmy Buffett Songs

Using your imagination and what makes you unique is part of harnessing your creativity. Just as much a part of it, is knowing when to get rid of things that are holding you back (like a job) and knowing when you need to take break. Refill your creative well through new experiences, using your imagination, and taking time for you, and you’ll find your creativity shines.

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