Key West Music Events

28th Annual Key West Lobsterfest

100-500 Blocks Duval Street, Key West, FL, United States, Florida 33040 5 Aug 2026

Duval Street Party with the Landshark Band

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

Steve Earle

Key West Theater 9 Jun 2026

Steve Earle Solo and Acoustic at Key West Theater

Key West Theater 9 Jun 2026

Cheese Burger Beach Battle and Tribute Concert

Southernmost Beach Resort 3 Sep 2026

FLO-RAW at Sloppy Joes Key West

Sloppy Joe's Bar 4 Jul 2026

Will Kimbrough - Live in the Chart Room

Pier House Resort & Spa 7 Sep 2026

Second Line Memorial Walking Parade

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

Bruce Cockburn at Key West Theater

Key West Theater 8 Nov 2026

A Tribute to the Songs of Pete & Wayne with Pete Jarvis, Larry Strickland, Ray Fogg & Special Guests

Key West Theatre 14 Nov 2026

Key West's Favorite Son City Proclamation

Shrimp Boat Sounds (Jimmy Buffetts Recording Studio) 4 Sep 2026

Back to the Island Beach Party

801 Bourbon bar 5 Sep 2026

Bubba Look Alike Contest

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

Dante's 4th of July Pool Party!

Dante's Pool Bar & Restaurant 4 Jul 2026

Just a Few Friends Celebration, Key West

Key West 3 Sep 2026

Bruce Cockburn & Livingston Taylor

Key West Theater 7 Nov 2026

Mango Fest Key West

Bayview Park 27 Jun 2026

Bertha: Grateful Drag

Key West Theater 5 Jun 2026

The Marshall Morlock Band: Summer Send-Off

Key West Theater 19 Jun 2026

Bruce Cockburn and Livingston Taylor

Key West Theater 9 Nov 2026

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

201 Duval St 6 Sep 2026

Come Monday: Cayman & the Mango Men

Sunset Pier, Key West, FL 33040, United States 7 Sep 2026

Marty Stuart And His Fabulous Superlatives

Key West Theater 20 Nov 2026

The Wheeland Brothers + Mike Stack & Friends at Sunset Pier

Sunset Pier, Key West, FL 33040, United States 5 Sep 2026

Keep It Going… Hog’s Breath Saloon After Party

Hog's Breath Saloon 4 Sep 2026

Fabulous Spectrelles

Kaya Island Eats 5 Jun 2026

Roger Bartlett Show

The Key West Empourium 6 Sep 2026

Sunset to Stage: Wheeland Brothers Dockside Party

S/V Argo Navis 5 Sep 2026

The Key Lime Festival Kick Off Party & SPIRIT Pageant!

1317 Duval St, Key West, FL 33040-3131, United States 1 Jul 2026

America's 250th Anniversary Celebration

Truman Waterfront 27 Jun 2026

✨ Lucky Star Pool Club ✨ ALL SATURDAYS in June

3420 N. Roosevelt Blvd. , Key West, FL, United States, Florida 33040 6 Jun 2026

Screaming Broccolli Returns to Key West!

Sloppy Joe's Bar 17 Jun 2026

DJ Sanaris Rocks Tiki House!

Tiki House Key West 12 Jun 2026

Mango Madness Summer Members' Exhibit Opening

533 Eaton St, Key West, FL, United States, Florida 33040 4 Jun 2026

Steve Earle

Key West Theater 9 Jun 2026

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

Sebago Watersports 31 Oct 2026

Sister Season's Aqua Idol

AquaPlex Key West 28 Apr 2026

Jazz Brunch

816 Duval Street, Key West, FL 30 May 2026

Rum Fest: Cliff Cody & Sharese

Key West Theater 14 Aug 2026

Gypsies In The Palace Buffett Tribute Band at Hogs Breath

Hog's Breath Saloon 5 Sep 2026

Through the Lens – Early Buffett Concert Photography Exhibit Meet & Greet

Pier House Resort & Spa 4 Sep 2026

Wheeland Brothers in Key West

Sunset Pier 5 Sep 2026

Keep It Going After Party at the Back Yard EmPOURium

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

Pool Party at The Marker Resort

The Marker Key West Resort 6 Sep 2026

Outdoor Movie: Parrot Heads – The Essential Jimmy Buffett Documentary

Southernmost Pint Brewpub 4 Sep 2026

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

Sloppy Joe's 5 Aug 2026

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

The Backyard Bar key west 17 Jul 2026

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

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

2026 - Thursday, June 4 - Jerry Diaz & The Reef at Castaway to the Keys! (Key West, FL.)

Doubletree by Hilton Grand Key Resort 4 Jun 2026

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

Sebago Watersports 30 Oct 2026

Live at Margaritaville Key West

Margaritaville Restaurant, Key West 17 Jul 2026

BINGO & BEATZ with DJ Sanaris at Key West Theater

Key West Theater 17 Jun 2026

Key Lime-Tastic Pool Party!

Blue Flamingo Resort Key West 3 Jul 2026

The Buena Vista Orchestra at Key West Theater

Key West Theater 22 Nov 2026

June's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 13 Jun 2026

Chart Room Daily Hangout Headquarters

Pier House Resort & Spa 3 Sep 2026

Jukebox Wizard with Landon!

420 Appelrouth Lane, Key West, FL, United States, Florida 33040 3 Jun 2026

Mamey & Mojitos Ice Cream Social!

1024 Grinnell St, Key West, FL, United States, Florida 33040 27 Jun 2026

In Key West at the Tiki House w/ Chris Switzer Solo Acoustic music

Tiki House Key West 6 Jun 2026

Bria Live at Bel Mare

700 Front Street, Key West, FL, United States, Florida 33040 3 Jun 2026

Summer with the Symphony Chamber Music Featuring Piano Trios by Farrenc & Pejačević

5901 College Rd, Key West, FL, United States, Florida 33040 28 Jun 2026

“Open Mic / No Mic Night” at Andy's Cabana

Andy's Cabana 3 Sep 2026

Justin Angelo at Sunset Tiki

Sunset Tiki 7 Jun 2026

Friends of Bubba Outdoor Video Lounge

Southernmost Pint Brewpub 5 Sep 2026

Fish Out of Water - Brunch in Key West!

Blue Heaven 18 Jul 2026

Hanks - Key West, FL

Hank's Hair Of The Dog Saloon 29 May 2026

In Key West at Hog's Breath Saloon w/ Chris Switzer Solo Acoustic Music

Hog's Breath Saloon 5 Jun 2026

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

Blue Heaven 20 Jul 2026

Kids Music Tour Key West Florida

Key West Public Library 15 Jun 2026

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

Key West 4 Sep 2026

August's Community Swim

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

Mango Party

Anchors Aweigh Club 13 Jun 2026

Through the Lens – Early Buffett Concert Photography Exhibit

Pier House Resort & Spa 5 Sep 2026