Jimmy Buffett | Grumman HU-16C Albatross | $62,180

Despite playing the trombone during his grade school years, Jimmy Buffett only knew his way around the guitar during his years in university. After graduating with a bachelor’s degree in history, Jimmy began his career in the entertainment industry, first as a correspondent for Billboard magazine. Not long after, he finally found his place in the music industry.

Often regarded for creating hit tunes such as Come Monday and Margaritaville, Jimmy also has a love for traveling, which he talks about in a couple of his songs. To satisfy his need to see more of the world, the country singer-songwriter bought himself a Grumman HU-16C Albatross, which he lovingly named the Hemisphere Dancer. A seaplane he purchased and restored during the ‘90s, the Hemisphere Dancer also became the subject in a couple of Jimmy’s works, one of which being his best-selling memoir, A Pirate Looks at 50.