Key West Live Music Events

Duval Street Party with the Landshark Band

200 Duval St, Key West, FL 33040, United States 4 Sep 2026

Gov't Mule & Ziggy Marley

Coffee Butler Amphitheater 30 Sep 2026

Second Line Memorial Walking Parade

100 Duval St, Key West, FL 33040-6506, United States 6 Sep 2026

Will Kimbrough - Live in the Chart Room

Pier House Resort & Spa 7 Sep 2026

Cheese Burger Beach Battle and Tribute Concert

Southernmost Beach Resort 3 Sep 2026

Lobster Boil at Historic Port Mansion

Porter Mansion Key West 6 Aug 2026

Just a Few Friends Celebration, Key West

Key West 3 Sep 2026

Bruce Cockburn and Livingston Taylor

Key West Theater 9 Nov 2026

Candlelight: Coldplay vs. Imagine Dragons

Key West Theater 13 Nov 2026

Candlelight: Tribute to Fleetwood Mac

Key West Theater 11 Dec 2026

Last Call - After Party at Smokin' Tuna

313 Duval St, Key West, FL 33040-6565, United States 7 Sep 2026

Keep it Going: Margaritaville Cafe After Party with Nadirah

Margaritaville Restaurant, Key West 3 Sep 2026

Candlelight: Vivaldi's Four Seasons

Key West Theater 11 Dec 2026

Candlelight: The Best of Hans Zimmer

Key West Theater 13 Nov 2026

Commotion on the Ocean Sunset Sail

Fury Water Adventures Key West 3 Sep 2026

Best Friend VIP Show ft. Nadirah Shakoor

Margaritaville Restaurant, Key West 6 Sep 2026

Summertime Stories: Original song session with Meghan Barter

Key West Theater 18 Jul 2026

Mac McAnally, Will Kimbrough, Howard Livingston & the Mile Marker 24 Band in Key West

201 Duval St 6 Sep 2026

Bubbles Brunch Sail with Will & Jessica

S/V Argo Navis 6 Sep 2026

🎶 Mama Fuma + ⚽ Championship Watch Party + Pool Party at The Marker

200 William St, Key West, FL, United States, Florida 33040 19 Jul 2026

Keep It Going… Hog’s Breath Saloon After Party

Hog's Breath Saloon 4 Sep 2026

Sunset to Stage: Wheeland Brothers Dockside Party

S/V Argo Navis 5 Sep 2026

Roger Bartlett Show

The Key West Empourium 6 Sep 2026

Fabulous Spectrelles

Kaya Island Eats 10 Jul 2026

Marty Stuart And His Fabulous Superlatives

Key West Theater 20 Nov 2026

Wheeland Brothers in Key West

Sunset Pier 5 Sep 2026

Mike Stack & DLew

0 Duval Street, Key West, FL, United States, Florida 33040 19 Jul 2026

Cartel Autotronics & Petersons Harley South Beachside Bike & Slingshot Show

Casa Marina Key West, Curio Collection by Hilton 19 Sep 2026

Reggae Lou & The Kind Budz

Key West Theater 29 Aug 2026

2026 - Saturday, Oct. 31 - Jerry Diaz's Key West Sunset "Booze Cruise"!

Sebago Watersports 31 Oct 2026

Hemingway 5K Sunset Run Cool Down & Recover Pool Party

Blue Flamingo Resort Key West 26 Jul 2026

Keep It Going After Party at the EmPOURium with Claire Finley

618 Duval St, Key West, FL 33040-6555, United States 5 Sep 2026

Gypsies In The Palace Buffett Tribute Band at Hogs Breath

Hog's Breath Saloon 5 Sep 2026

Damon Fowler - The Green Parrot, Key West, FL

The Green Parrot 28 Aug 2026

Jazz Brunch

816 Duval Street, Key West, FL 30 May 2026

"Of Course Dave" live DJing

126 Simonton Street, Key West, FL, United States, Florida 33040 18 Jul 2026

RockHouse LIVE at Sloppy Joe’s, Key West, FL! 7 straight nights!

Sloppy Joe's 5 Aug 2026

The Restless Natives: Macon, Georgia's tribute to The Allman Brothers Band

Key West Theater 1 Jan 2027

A Pirate Looks Back, the Key West Jimmy Buffett Tribute Show

218 Whitehead St, Key West, FL 33040-6595, United States 2 Sep 2026

Margaritaville Beach House Brunch

2001 S Roosevelt Blvd, Key West, FL 33040-5243, United States 6 Sep 2026

Lunch Like a Local

Hogfish Bar & Grill 5 Sep 2026

2026 - Friday, Oct. 30 - Jerry Diaz's Key West Sunset "Booze Cruise"

Sebago Watersports 30 Oct 2026

Fish Out of Water - Live in Key West, FL!

The Backyard Bar key west 18 Jul 2026

Keller Williams Trio at Key West Theater

Key West Theater 2 Jan 2027

Stories with Friends: Author Showcase & Book Signing

Books & Books at The Studios 5 Sep 2026

Landsharks Band, Key West Concert, JUST A FEW FRIENDS CONCERT WEEKEND!

Key West 4 Sep 2026

Fish Out of Water - Brunch in Key West!

Blue Heaven 18 Jul 2026

Fish Out of Water - Brunch in Key West, FL!

Blue Heaven 20 Jul 2026

Clouds Over the Sunshine Inn Musical

The Armory 14 Jul 2026

September's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 19 Sep 2026

August's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 8 Aug 2026

Songs on the Water: Best Friends VIP Harbor Sail ft. Cliff Cody

241 Front St, Key West, FL 33040-8371, United States 5 Sep 2026

Monday Night Jazz Jam

803 Emma St, Key West, FL, United States, Florida 33040 15 Jun 2026

Oceanfront Weekend Brunch at Four Marlins

1435 Simonton St, Key West, FL, US 33040 11 Jul 2026