Key West is a classic rock/Buffett/pop town. And while there is a ton of live music here, most of it is cover bands ready to inspire another round of beers and tequila.
But the Green Parrot is where I would tell folks to settle in for happy hour. It has the best Blues and Soul filled Jukebox on the island. Buddy Guy, Robert Randolph, Hobex, North Mississippi All Stars and more. And the best part is you get 5 songs for a buck!