Swanky and Snazzy

Jazz up the night in the venue that brings you musical stylings from all of the best talent down here in Key West. This place is a true gem. The bar crafts elevated cocktails. There is even a page on the cocktail menu featuring the favorite drinks of Frank Sinatra and other legends. The regular crowd is friendly and interactive, and the music is just top notch. The room is setup like a cabaret with the stage front and center featuring nightly shows that  "razzle dazzle 'em"! Very enjoyable.

821 Duval Street

(305)741-7515

www.littleroomjazzclub.com

Just a few steps off of Duval Street this upscale neighborhood hangout offers a full range of craft cocktails and great wines and beers. (Go ahead to the back and grab your own beer or wine and let the barkeep open it for ya...) The Roost is super casual but also refined and offers an elevated atmosphere with a fun mix local characters and visitors lounging in velvet chairs or perched upon its stools.  Charcuterie plates and other nibbles are prepared. Please stop in, the staff are lovely and they have created something special here.

508 Flemming Street

(305)294-2600

www.theroostkw.com

One of the greatest cocktail programs in town lives here on Caroline Street between Duval and Whitehead. This is a break from the Pina Coladas. With a speakeasy ambience and a great crowd any given night of the week, the mixologists and bartenders at General Horseplay really are an amazing team who offer guests an amazing time. They know their stuff and they have all of the ingredients to prepare you something that is glorious and indulgent. Out back there is a live music venue and it gets funky sometimes. A good time for sure.

423 Caroline Street

(305)741-7599

www.theroostkw.com