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Just A Few Friends— Celebrating The Life & Legacy of Jimmy Buffett

Just A Few Friends— Celebrating The Life & Legacy of Jimmy Buffett

by Pamela Childs | Aug 17, 2026 | Arts & Culture, Explore, Top Picks, What's Up

Key West has always been a magnet for some of the world’s most notable names — from Blackbeard the pirate and literary icons like Ernest Hemingway, to mega performers like Kenny Chesney. In November 1971, aspiring Mississippi-born country singer Jimmy Buffett...
A Pirate Looks Back— One of Key West’s Greatest Tales Ever Told!

A Pirate Looks Back— One of Key West’s Greatest Tales Ever Told!

by Pamela Childs | Aug 17, 2026 | Arts & Culture, Explore, Top Picks, What's Up

Hold on to that shaker of salt. Because when Caleb Hogan takes to the stage, you’ll be tripping down Memory Lane for an unforgettable, magical moment in “Margaritaville.” “A Pirate Looks Back,” Hogan’s original one-of-a-kind Jimmy Buffett Tribute Show, celebrates the...
Margarita Memories — Through the Lens of Chris Lauber

Margarita Memories — Through the Lens of Chris Lauber

by Pamela Childs | Aug 17, 2026 | Arts & Culture, Explore, Top Picks, What's Up

Shot during the 1970’s, Chris Lauber’s vintage concert photos of Jimmy Buffett capture the early years of “Key West’s Favorite Son.” His amazing curated collection goes beyond nostalgia — it provides a first-hand visual record of a formative era, offering an intimate...
Pushing Paint With Jimmy Buffett 
Cover Artist,  Ray Drea

Pushing Paint With Jimmy Buffett 

Cover Artist, Ray Drea

by Pamela Childs | Aug 3, 2026 | Arts & Culture, Explore, Top Picks, What's Up

 Prolific. That’s what you call a young entrepreneur who launches his own car and a motorcycle custom painting business at the tender age of fourteen. Meet Ray Drea, the award-winning artist behind the stunning cover of DESTINATION FLORIDA’S 2026 Jimmy Buffett Tribute...
Shrimp Boat Sound—  Where the Music Still Lives…

Shrimp Boat Sound—
Where the Music Still Lives…

by Pamela Childs | Aug 3, 2026 | Arts & Culture, Explore, Top Picks, What's Up

Along Key West’s Historic Seaport sits a small, white, weather-beaten building. Thousands of people stroll by it every day without a second glance.There are no flashing lights. No grand stage. And no admission gate. To most passers-by, it looks like just another...
Fins Up! The 42nd Annual Underwater Music Festival

Fins Up! The 42nd Annual Underwater Music Festival

by Pamela Childs | Jul 7, 2026 | Explore, Top Picks, What's Up

Have you ever traveled to an Underwater Concert before? If not, grab your flippers for the 42nd Annual Underwater Music Festival which splashes down on Saturday, July 11.The quirky underwater concert, which rocks the boat from 10 am – 2 pm, takes place at Looe Key...
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