Key West Music Events

Candlelight: Coldplay vs. Imagine Dragons

Key West Theater 13 Nov 2026

Bruce Cockburn & Livingston Taylor

Key West Theater 7 Nov 2026

Bruce Cockburn at Key West Theater

Key West Theater 8 Nov 2026

Key West Oyster Fest 2026: A Benefit for the Oyster

231 Margaret St, Key West, FL, United States, Florida 33040 14 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

Candlelight: The Best of Hans Zimmer

Key West Theater 13 Nov 2026

DJ Sanaris Rocks Tiki House!

Tiki House Key West 20 Nov 2026

Dante's Dance Party with DJ Sanaris!

Dante's Pool Bar & Restaurant 8 Nov 2026

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 11 Dec 2026

IAN MAKSIN in KEY WEST: "SONGS of LOVE & PEACE" 2026 Concert Tour

Congregation B'nai Zion 11 Nov 2026

Candlelight: Tribute to Fleetwood Mac

Key West Theater 11 Dec 2026

HB50 CELEBRATION

400 Front St, Key West, FL, United States, Florida 33040 4 Dec 2026

Candlelight: Vivaldi's Four Seasons

Key West Theater 11 Dec 2026

The Buena Vista Orchestra

Key West Theater 22 Nov 2026

Tim Palmieri & Friends at The Green Parrot

The Green Parrot 11 Dec 2026

Mac McAnally in Key West

Key West Theater 18 Dec 2026

Killer Prom (11/8)

Key West Theater 8 Nov 2026

Justin Angelo at Sunset Tiki

Sunset Tiki 8 Nov 2026

The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers

Key West Theater 12 Dec 2026

An Evening Aglow: A Candlelight Christmas with Marjory Lee

Key West Theater 15 Dec 2026

Classic Seger: Bob Seger's Greatest Hits Live (9PM)

Key West Theater 23 Jan 2027

December Duo Holiday Concert: Irie Monte and Crispin Campbell

533 Eaton St, Key West, FL, United States, Florida 33040 12 Dec 2026

Old Crow Medicine Show in Key West

Truman Waterfront Park Amphitheater 26 Jan 2027

Candlelight: Christmas Classics

Key West Theater 26 Dec 2026

Mac McAnally at Key West Theater

Key West Theater 18 Dec 2026

Kristen McNamara: Stories & Songs - Live Recording at the Key West Theater

Key West Theater 21 Nov 2026

Florida Keys Seafood Festival

Truman Waterfront Park 12 Feb 2027

Southernmost Youth Orchestra

533 Eaton St, Key West, FL, United States, Florida 33040 15 Nov 2026

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

Key West Theater 1 Jan 2027

November's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 19 Nov 2026

Friends of AHEC Garden Party

Gardens Hotel 12 Nov 2026

A Tribute to the Songs of Pat Dailey in Key West with Ray Fogg, Reese Dailey & Special Guests

Key West Theatre 13 Feb 2027

The Phil Collins Experience

Key West Theater 20 Jan 2027

New Year’s Eve at Four Marlins

1435 Simonton St, Key West, FL, US 33040 31 Dec 2026

Wicked Bingo

126 Simonton Street, Key West, FL, United States, Florida 33040 5 Nov 2026

Double Duran "The Ultimate Duran Duran Experience"

Key West Theater 18 Jan 2027

Thanksgiving at Four Marlins

1435 Simonton St, Key West, FL, US 33040 26 Nov 2026

Third Annual Key West Woman's Club Bougie Afternoon Tea Party

319 Duval St, Key West, FL, United States, Florida 33040 16 Jan 2027

Fabulous Spectrelles

Kaya Island Eats 9 Oct 2026

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 26 Jan 2027

Mac McAnally

Key West Theater 18 Dec 2026

3rd Annual Moose March

Key West Moose Lodge 1760 7 Mar 2027

Key West Songwriters Getaways!®

Duval Street 27 Apr 2027

Toast - The Best of Bread

Key West Theater 27 Mar 2027

THE PIRATE SESSIONS VI Album Release Show & Party!

Pier House Resort & Spa 3 Apr 2027

BEETHOVEN’S FIFTH & BOTTESINI’S DOUBLE BASS CONCERTO NO. 2 - Key West

Tennessee Williams Theatre 23 Jan 2027

Scott Kirby - 36 YEARS OF SONGS AND STORIES

Key West Theater 10 Dec 2026

Sound bath with Robin Hanbridge

612 Fleming Street, Key West, FL, United States, Florida 33040 7 Nov 2026

Alice Howe & Freebo

Key West Theater 15 Jan 2027

Elton Dan & The Rocket Band

Key West Theater 13 Mar 2027

Pete Yorn Solo Acoustic: 25th Anniversary of musicforthemorningafter

Key West Theater 6 Feb 2027

Kash'd Out

Key West Theater 16 Jan 2027

Scott Kirby - 36 YEARS OF SONGS AND STORIES with Gabriel Donohue

Key West Theater 26 Dec 2026

The Jayhawks Tickets

Key West Theater 25 Jan 2027

The Expanding Man: An Original Tribute to the Music of Steely Dan & Beyond

Key West Theater 31 Jan 2027

10 000 Maniacs

Key West Theater 11 Apr 2027

The Linda Ronstadt Experience

Key West Theater 19 Mar 2027

December's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 17 Dec 2026

CANN PRESENTS: YACHT ROCK REVUE - PRIMETIME

Coffee Butler Amphitheater 20 Jan 2027

Pete Yorn at Key West Theater

Key West Theater 6 Feb 2027

Southernmost Bloody Mary Showdown

Gardens Hotel 6 Feb 2027

January's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 21 Jan 2027

JUMP – America’s Van Halen Experience: Hits Vs. Deep Cuts Tour

Key West Theater 7 Mar 2027

November's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 14 Nov 2026

Larry Joe Taylor & Django Walker

Key West Theater 4 Mar 2027

POSH - Paws Often Steal Hearts!

Audubon House and Tropical Gardens 2 Dec 2026

The Ultimate Doors

Key West Theater 23 Feb 2027

Rumours ATL: A Fleetwood Mac Tribute

Key West Theater 20 Mar 2027

Scott Kirby - 36 YEARS OF SONGS AND STORIES with Emily Randle

Key West Theater 9 Feb 2027

DMTB: The Dave Matthews Tribute Band- Burnin’ One Tour

Key West Theater 24 Feb 2027

Ben Harrison

Key West Theater 5 Jan 2027

Jim Messina at Key West Theater

Key West Theater 12 Jan 2027

February's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 18 Feb 2027

Who's Bad: The World's #1 Michael Jackson Tribute (21 and Over)

Key West Theater 11 Feb 2027

Afrique en Cirque

5901 College Rd, Key West, FL, United States, Florida 33040 9 Feb 2027

John Frinzi & Aaron Scherz

Key West Theater 18 Feb 2027

December's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 12 Dec 2026

Celtic Angels Ireland

5901 College Rd, Key West, FL, United States, Florida 33040 16 Mar 2027

An Italian American Dream with Analisa and John

Arthur Sawyer American Legion Post #28 18 Mar 2027

March's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 18 Mar 2027

Legally Blonde the Musical (Broadway National Tour!)

5901 College Rd, Key West, FL, United States, Florida 33040 29 Mar 2027

Kash'd Out with A-Mac & The Height (21 and Over)

Key West Theater 16 Jan 2027

April's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 15 Apr 2027

Key West Songwriters Festival

Southernmost Beach Resort 28 Apr 2027

Collette Campbell LIVE

Sunset Lounge Sigsbee 6 Nov 2026

Scott Kirby - 36 YEARS OF SONGS AND STORIES with Noah Robertson

Key West Theater 2 Jan 2027