Jimmy Buffett "Songs You Know By Heart" (1985): Track by Track!

This week, Jason and Dee are trading in their boots for boat shoes and setting sail into the laid-back, sun-soaked world of the late, great Jimmy Buffett. In this special episode, the guys take a deep dive into Songs You Know By Heart, the beloved greatest hits album that captured the spirit of escapism, humor, and heart that made Buffett a legend. From “Cheeseburger in Paradise” to “Come Monday” and, of course, “Margaritaville,” they break down each song, share the stories behind the music, and uncover the wild tales of Buffett’s pirate lifestyle—while searching for their long-lost shaker of salt.

And because the beach wouldn’t be complete without a little friendly competition, Jason and Dee compare Songs You Know By Heart to last week’s episode’s feature: The Eagles' Greatest Hits 1971–1975. Which album defined a generation? Which one makes you want to quit your job and move to Key West?

So grab your flip-flops, pour yourself something frozen, and join us as we celebrate the legend of Jimmy Buffett and the soundtrack to the permanent vacation we all wish we were on. 🦜🍹🌴