Eat & Drink Around Town

Your Guide to Island Nightlife

Experience first hand why Key West has a world-famous reputation as an island destination. Whether you’re looking to sample drinks and local fare by the seaside, sip craft cocktails at a stylish bar, or listen to live music at Ernest Hemingway’s favorite neighborhood hangout, our guide to Key West Bars and Nightlife will take you to the heart of the action:

Key West Comedy Club

218 Whitehead Street, Unit 5
Key West, FL 33040
(305) 985-7370

Comedy Key West, currently the only comedy club in the Florida Keys, hosts different national headliners every week and serves as a spring board for local comedic talent to express themselves and practice their craft. Enjoy 20% off tickets with special code PARROTKEYCOMEDY at

Sloppy Joe’s

201 Duval St.
Key West, FL 33040
(305) 294-5717

A historic Key West landmark, Sloppy Joe’s is the perfect destination for an evening drink. From 1933, this Key West Bar has entertained locals and tourists alike with a collection of mixed drinks and calendars of live entertainment. As a homage to its most famous regular, Joe’s holds a Hemingway Look-Alike contest every summer.

Green Parrot Bar

601 Whitehead Street
Key West, FL 33040
(305) 294-6133

An icon for Key West-style live music, Green Parrot Bar is loved by locals and welcomes visitors every night with its exciting line-up of live music which makes the venue fun and bursting with energy.

The Schooner Wharf Bar

202 William St.
Key West, FL 33040
(305) 292-3302

Hungry for local seafood? This waterside watering hole has a menu of fresh oysters, shrimp, stone crab and more. Watch the sun go down while you wash your meal down with a rum runner, daiquiri, or the famous Schooner Breeze, a potent formula made from four kinds of rum with cranberry and pineapple juice.

Point 5 Lounge

One of the hippest spots on the island, this sophisticated city bar offers an eclectic, cosmopolitan menu with a selection of international beers and wines. Sip away at their gin and tonic, made with their very own tonic. Swing by on the weekends for laid back vibes with DJs setting the evening soundtrack.

Smokin’ Tuna Saloon

4 Charles Street
Key West, FL 33040
(305) 517-6350

This venue houses the Songwriter Festival, a showcase of some of the best musical talent on the island. Enjoy the tunes with Smokin’ Tuna’s vast menu of fresh seafood.

Little Room Jazz Club

821 Duval Street
Key West, FL 33040
(435) 640-2619

A living legend in blues and jazz, the Little Room is a gem among Key West Bars with live music. Enjoy a beer with the locals in this quiet hideaway off Duval Street.