Key West’s Live Music Scene

When one hears Nashville, he or she automatically thinks of music. And, while Key West may not bring music to mind, our island city certainly appreciates music. I mean, Jimmy Buffett got his start here! And it has also drawn many other musical talents such as Kenny Chesney, Fats Navarro, Coffee Butler, Clarence Clemens, and many others throughout the years.

Today, the scene still has iconic musicians performing with the likes of Larry Baeder, Caffeine Carl Wagoner and The Buzz, Rob Benton, and Michael McCloud, just to name a few. So, where can you hear these fantastic performers, and many others, while you are in Key West? Glad you asked! There are many local venues playing everything from rock to choral music. Check out the list below!

Bars & Saloons

Aqua Plex – 711 Duval Street. Not your average entertainment for sure. Enjoy a mix of karaoke, drag shows, and more.

The Bull & Whistle Bar – 224 Duval Street. You can find live music here pretty much anytime.

Captain Tony’s Saloon – 428 Greene Street. This is a popular tourist destination due to the fabled history of this bar, opened in 1851. Enjoy live music by local musicians while soaking in the atmosphere.

Conch Republic Seafood Company – 631 Greene Street. You can enjoy dock to dish dining here while enjoying a drink and live music.

Durty Harry’s at Rick’s Complex – 202 – 208 Duval Street. Catch love music seven days a week here, featuring the house band, The Durtbags on Thursdays and Fridays.

General Horseplay – 423 Caroline Street. Enjoy a drink prepared by a mixologist while enjoying live music.

Green Parrot – 601 Whitehead Street. This is a historic, top rated bar with an extensive collection of drinks to enjoy while listening to live music from all different genres.

Halo Bar at the Saint Hotel – 417 Eaton Street. This balcony bar is an excellent place to grab and drink and watch the action down below. Or, enjoy live entertainment.

Hank’s Hair of the Dog Saloon – 409 Caroline Street. Featuring music daily with some of the best acts in town! 

Hard Rock Cafe – 313 Duval Street. Enjoy a bite while listening to live music every Thursday to Saturday nights.

Hero’s Bar & Liberty Lounge – 506 Southard Street. This bar caters to all, but most especially to veterans, active duty military and first responders. A place where they can relax with a drink and live entertainment.

Hog’s Breath Saloon – 400 Front Street. Enjoy live music, pool tables, and karaoke nights. It gets crowded here so be prepared!

Irish Kevin’s – 211 Duval Street. If I ever meet you, let me tell you a funny story about my college days and hanging out here!

Island Dogs – 505 Front Street. Enjoy food, eats, and live music with your canine friend.

Mangoes – 700 Duval Street. Enjoy great eats along with live music or a Drunken Drag SHow.

Margaritaville – 500 Duval Street. The original, where you can grab a bite, a drink, and listen to live music. And, on occasion even bump into Jimmy Buffett!

Rams Head Southernmost – 804 Whitehead Street. Food here is yummy, and you can enjoy live music as well from a variety of performers.

Schooner Wharf Bar – 202 William Street. This on the water dive bar always has live entertainment of all sorts to enjoy.

Sloppy Joe’s Bar – 201 Duval Street. The original Ernest Hemingway hangout always has music on the menu!

Smokin’ Tuna Saloon – 4 Charles Street. Along with local celebrity Caffeine Carl, there are many other notable acts that perform here!

Tiki House – 430 Greene Street. This bar with a tropical vibe offers cocktail classes and live music too!

Two Friends Patio Restaurant – 512 Front Street. Famous for their breakfast and their Bloody Mary, but also for daily live entertainment all day long and low key island vibe.

Virgilio’s – 524 Duval Street. This is Key West’s premier martini bar with live entertainment and dancing every night. 

Willie T’s – 525 Duval Street. Famous for their constant live music, check out this venue!

Other Venues

Coffee Butler Amphitheater – 21 Quay Road. Owned by the City of Key West and managed by Rams Head Presents, this venue is located in the Truman Waterfront, near Fort Zachary State Park. Enjoy gorgeous views of the Gulf of Mexico and live music featuring the likes of Jimmy Buffett, Willie Nelson, and more! Tickets can be purchased on Ticketmaster.

El Meson de Pepe’s – 410 Wall Street. One of my favorite Cuban Restaurants. Every evening, just before sunset, you can go to their patio bar and enjoy Caribe, the only local Salsa band, while dancing and/or enjoying a cocktail.

The Garden’s Hotel – 526 Angela Street. D’vine Wine Gallery is a beautiful venue to enjoy a glass of wine while listening to some great live music. The Gallery hosts live piano performances evenings, 5-7, and live jazz on Sundays 5-8 pm.

Key West Theater – 512 Eaton Street. This newly renovated theater provides top tier entertainment. Tickets are required.

Little Room Jazz Club – 821 Duval Street. This intimate club features small plates, a full var, and live jazz performances five nights a week.

Mallory Square – 400 Wall Street. You will find a variety of acts of all kinds performing here at the world famous nightly Sunset Celebration!

Red Barn Theatre – 319 Duval Street. Enjoy a musical theater production at this theater.

Saint Paul’s Episcopal Church – 401 Duval Street. January through May each year, you can enjoy a concert series.

Sunset Pier at the Ocean Key Resort – 0 Duval Street. Not only will you have amazing views of the Gulf of Mexico, but amazing drinks, snacks, and live music to enjoy as well.

Tennessee Williams – 5901 College Road. Many musical concerts are put on here.

Waterfront Playhouse – 407 Wall Street. Enjoy a musical theater production at this theater located just steps away from Mallory Square.

More About Key West

See what is happening on the island during your visit by checking out our Key West Events Calendar, and for other things to do and see in our island city, go to our Key West Web Site.

Before making your reservations for dinner or any other meal while in Key West check out our restaurant reviews! Feel free to Email Me if you have any questions about Key West!!

Island Genn
Key West Concierge

About the author: Island Genn

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