The Green Parrot is one of The 15 Best Places with Live Music in Key West.

1. The Green Parrot

8.5
601 Whitehead St (at Southard St), Key West, FL
Dive Bar · 117 tips and reviews

Michael L.Michael LaCroix: Funky dive bar. Free popcorn and live music!

Savannah B.Savannah Brown: Live music, small dance floor, great drinks, FREE popcorn! Great stop on your bar crawl. 🍻💃🏻🕺🏼🍿

Jessica E.Jessica E: Great place for live music. No cover. Kind of dark inside. Smoking allowed inside, but it is open to the outside, so it doesn't smell too smokey.

Irish Kevin's is one of The 15 Best Places with Live Music in Key West.

2. Irish Kevin's

8.4
211 Duval St (btwn Green & Caroline St), Key West, FL
Pub · 99 tips and reviews

Stephanie B.Stephanie Bolton: Great comedy and live music. One of my favorite spots for day drinking!

Danny V.Danny VanGronigen: Awesome time, lots of beer and live music!!

Corey E.Corey Everett: All of the live musicians were hilarious and really make it a great atmosphere. Good beer specials for Duval as well

Hog's Breath Saloon is one of The 15 Best Places with Live Music in Key West.

3. Hog's Breath Saloon

8.4
400 Front St, Key West, FL
Bar · 110 tips and reviews

Jesse H.Jesse Holland: Great spot for live music and good drinks! Hog's breath is better than no breath at all! Yyyip!

Tony F.Tony Finley: Great bar food and live music.

Thomas G.Thomas Guibas: Fun place with live music and great service. Must visit if in Key West.

Sloppy Joe's Bar is one of The 15 Best Places with Live Music in Key West.

4. Sloppy Joe's Bar

8.3
201 Duval Street (at Greene Street), Key West, FL
Bar · 213 tips and reviews

Allyson S.Allyson Schnieder: LOVE THE LIVE BAND!!!

Julie M.Julie Mann: Must visit if you are in key West, great live band and great for people watching!

Dave G.Dave G: The original. Great live music and a must do in Key West.

Willie T's is one of The 15 Best Places with Live Music in Key West.

5. Willie T's

8.2
525 Duval St (Southard Street), Key West, FL
Restaurant · 72 tips and reviews

Hello K.Hello Kitty: Great live bands!

Carl R.Carl Ramallo: Great Coconut Mojitos & live Music.

TravelagentTravelagent: Live music, nice ambiance and good food.

Schooner Wharf Bar is one of The 15 Best Places with Live Music in Key West.

6. Schooner Wharf Bar

8.4
202 William St, Key West, FL
Beer Garden · 135 tips and reviews

Donna P.Donna Perdue: Not classy, but "the last part of original Key West" is right there. Live music every night (visit them online). Their breakfast is solid! Raw oysters good while enjoying cigars and music.

Patricia B.Patricia Blake: Must see! Better than a museum! Very fun! Live music thru the day! Awesome service! By the docks

Justin H.Justin H: Great drinks and great spot for live music.

Conch Republic Seafood Company is one of The 15 Best Places with Live Music in Key West.

7. Conch Republic Seafood Company

8.2
631 Greene St (at Elizabeth St.), Key West, FL
Seafood Restaurant · 214 tips and reviews

loylumloylum: Great live music by Jeff!

Michelle D.Michelle Dabenigno: Live music and great view

Van L.Van Le: Very good food - live music - open air view of the dock and boats - excellent!

Smokin' Tuna Saloon is one of The 15 Best Places with Live Music in Key West.

8. Smokin' Tuna Saloon

8.4
4 Charles St, Key West, FL
Seafood Restaurant · 62 tips and reviews

Ryan A.Ryan Arrington: Good atmosphere with great live music. The fish sandwich and burger were both good. Worth the very short walk off Duval. Look for the guy in a lawn chair holding a sign if you're trying to find it.

Hugh R.Hugh Reynolds: Best place for live music! White bean chili is awesome as are the pulled pork sliders!

Nash P.Nash Pleasant: Great live music out back. Solid raw bar and good priced cocktails. Chill spot off of duval to hang

Captain Tony's Saloon is one of The 15 Best Places with Live Music in Key West.

9. Captain Tony's Saloon

8.4
428 Greene St, Key West, FL
Pub · 77 tips and reviews

Donna P.Donna Perdue: Oldest bar in Florida! Home of the original sloppy joe sandwich. Live music and lots of bras hanging around. In the heart of it all and rocks! Capt Tony captained the boat for Hemingway and friends.

Donna P.Donna Perdue: Wicked! Lots of dusty bras, a tree growing in the middle of the bar, nice live music and a prosthetic leg hangs from the ceiling! Come leave your mark!

KarolynKarolyn: Loved this bar. So much cool interesting history stored in here. Captain Tony is a legend. Great live music, great drinks = great memories. A must visit.

General Horseplay is one of The 15 Best Places with Live Music in Key West.

10. General Horseplay

8.9
423 Caroline St (Duval Street), Key West, FL
Cocktail Bar · 4 tips and reviews

Nash P.Nash Pleasant: Solid new establishment off of Duval. Great place to catch some live music

Certainly S.Certainly Strange: Live music. Great bartenders.

Certainly S.Certainly Strange: Best Cocktails in all of the keys! Friendly and knowledgeable bartenders with wide assortment of liquors and tools. If you want a proper drink, you’ll find it here. Smoked Old Fashioned or Final Word

El Meson de Pepe Restaurant & Bar is one of The 15 Best Places with Live Music in Key West.

11. El Meson de Pepe Restaurant & Bar

8.4
410 Wall St, Key West, FL
Cuban Restaurant · 103 tips and reviews

Lauren B.Lauren Bracken: Make sure you make it for the live music!! The duet is so good, you won't want to leave after dinner

JimmyGotUpsJimmyGotUps: The outdoor bar is a perfect place to park after the nightly sunset celebration. Live music is always pretty good too. One of my favorite spots on the island.

Melissa M.Melissa Michaud Nishan: Loved the food, live music was fabulous, and our waiter was friendly and accommodating!

Little Room Jazz Club is one of The 15 Best Places with Live Music in Key West.

12. Little Room Jazz Club

8.1
821 Duval St (btwn Petronia & Olivia St), Key West, FL
Jazz and Blues Venue · 25 tips and reviews

Josh R.Josh Ranger: Best mojito I've had in years and its half price during happy hour! Hoping to make it back for live music tonight.

Oktay D.Oktay Demir: Great Bar, great live music. Awesome!

Jamie M.Jamie McDaniel: Great music and they have Oberon in the bottle. Seasonal but solid.

Grunts is one of The 15 Best Places with Live Music in Key West.

13. Grunts

8.4
409 Caroline St (at Telegraph Ln), Key West, FL
New American Restaurant · 21 tips and reviews

Carrie N.Carrie Nenonen: This bar is a little piece of heaven. Gorgeous brick courtyard surrounded by palms. Live music and the best fish tacos you will ever eat.

Jamie P.Jamie Punzi: Awesome food , fish is incredible , chicken a la braza , anything on the menu is great , chef greets you at the front , this place is a new restaurant addition to the bar

Jace C.Jace Cole: If you don't order the Lobster Mac & Cheese here you might as well take yourself to the southern most point and drown a slow death on your swim to Cuba.

The Bull & Whistle Bar is one of The 15 Best Places with Live Music in Key West.

14. The Bull & Whistle Bar

7.9
224 Duval St (Caroline St), Key West, FL
Rock Club · 49 tips and reviews

MaureenMaureen: Live music is great

Paul M.Paul McRae: Good people watching position on Duval St. Three bar levels with varying entertainment. Live music on 1, games (pool/darts) on 2, clothing optional dance club on 3.

Helen K.Helen Kutt: Excellent margaritas & Yankee Jack is the best!

The Gardens Hotel Key West is one of The 15 Best Places with Live Music in Key West.

15. The Gardens Hotel Key West

8.5
526 Angela St, Key West, FL
Hotel · 12 tips and reviews

BobbyBobby: Wine Gallery is the perfect place 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.

Paula B.Paula Bendfeldt-Diaz: For breakfast you must try the yogurt martinis. YUM!

Paula B.Paula Bendfeldt-Diaz: If you stay at this enchanting hotel you will find it very hard to leave. You have been warned!