Key West has always been a hot spot for live music. When tourists finally get to the end of the road following making the long trek down the Keys, it does something to their psyche. Normally respectable citizens of the mainland tend to breathe in the free air of the tropics and start doing some pretty uncharacteristic things – things like drinking rum runners and stripping down to barely perceptible clothes. And they naturally congregate on Duvall Street, where the Local/Regional clubs are happy to contribute to the anything-goes atmosphere. Live music pours out of nearly every bar.

The music leans heavily towards a Jimmy Buffett, island-flavored sound, and you’re sure to hear “Brown-Eyed Girl” at least ten times a night from ten divergent club s. And that is as it ought to be, because everybody is usually in an island kinda mood. But there is much more to be found. You can hear jazz, reggae, hard rock and blues, from places like Rick’s, Sloppy Joe’s, The Bull, La Concha, The Hog’s Breath, and, if you don’t mind walking an extra ten blocks or so, Jimmy Buffett’s own Margaritaville Cafe. What makes the whole scene so appealing is that most of the clubs are open to the outside, and all this music makes a potent gumbo of sound in the humid air as you walk down the street.

Long ago, before there has been ever a road to Key West, most of the town has been populated by pirates, who endorse ed to ‘salvage’ wonderfuls from ships that were wrecked on the reefs because someone had switched the signal lights around. Everybody knew who switched those lights in the first place, of course. But salvaging has been a tempting, lucrative profession in those days. That outlaw spirit still lives in Key West, and it may be heard in the music of performers in the venues and from street performers on nearly every block.

I personal ly got to experience Healthy doses of Key West music every April for 15 years, when I played at Sloppy Joe’s with the duo Faust and Lewis.

We developed our music and comedy act on that famous stage, and wrote gobs of funny tunes about life in the islands. all of us always did the 5-9 PM shift, so after our show there was plenty of time to do the Duvall Crawl and check out the other acts in town. I became a wonderful fan of Hugo Duarte, who was performing at the Hog’s Breath Saloon late one night in early April. It was uncharacteristically cool that night, with the temperature all the way down in the low 60’s, but my wife and I braved the chill to listen to Hugo for over an hour. His original tunes are nearly perfect, and tell wonderful stories about life in the islands, and about ship captains heading somewhere down south.

I likewise got to know Terry Cassidy, who still does after noons at Sloppy Joe’s. He adds a smooth, bluegrass feel to his island music, and his song “Hooked On the easy Life” just about sums up the attitude of the Local s.

Pete and Wayne currently handle the 5-9 shift at Sloppy’s, and you can be sure they’re continuing the “What Me Worry?” attitude down there, with their adult humor and tunes.

There are so a lot of more artists that have made a real splash on the Key West scene. Pat Dailey, the legend of Lake Erie, has been performing in February and March at Sloppy Joe’s for over twenty years. Bill Wharton, The Sauce Boss, one of the finest blues players I’ve ever seen, also makes hot sauce during his shows and serves it up in gumbo to individuals who stay around until the end. He makes regular appearances at Margaritaville. Ben Harrison, who with his wife Helen own Harrison Gallery, is also a renowned singer-songwriter who puts on mini operas about some of the colorful characters in Key West history, including a guy who kept his wife’s body in his parlor for years following she died.

All of us who have performed and written songs about Key West owe a tremendous debt to Shel Silverstein, who lived in Key West until his death a few years ago. Shel wrote a lot of famous songs, including “The Unicorn Song,” and “Cover of the Rolling Stone,” as well as countless award-winning kids’s books, including “Where the Sidewalk Ends.” He generously gave of his time and talents to mentor songwriters that made their way to Key West. I personal ly spent an after noon at his house, and I knew I was truly in the presence of greatness.

I recently did a weekend back at Sloppy Joe’s for the 1st time in four years. You can rest assured that the music and fun continue on, as vibrant as ever. can be it’s the gulf breeze. can be it’s the rum runners. Whatever it is, I hope it goes on forever.