Key West Music Events

Mile 0 Fest Key West: Shane Smith and The Saints Casey Donahew & The Band of Heathens - Saturday

Truman Waterfront Amphitheater 30 Jan 2026

Mile 0 Fest Key West: Paul Cauthen Cody Canada and The Departed & Them Dirty Roses - Friday

Truman Waterfront Amphitheater 29 Jan 2026

Tommy Emmanuel at Key West Theater

Key West Theater 22 Mar 2026

Put-in-Bay Days in Key West 2026

Key West, Florida 11 Feb 2026

Vienna Boys Choir at Tennessee Williams Theatre

Tennessee Williams Theatre 5 Feb 2026

Graham Nash- Live on Tour 2026

Key West Theater 26 Apr 2026

FLO-RAW at Sloppy Joes Key West

Sloppy Joe's Bar 4 Jul 2026

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 30 Jan 2026

Changes In Latitude at Key West Theater

512 Eaton St, Key West, FL, United States, Florida 33040 3 Mar 2026

Jazz At Lincoln Center: Great American Crooners

Tennessee Williams Theatre 23 Mar 2026

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 29 Jan 2026

Arrival From Sweden: The Music of ABBA

Tennessee Williams Theatre 26 Jan 2026

A Tribute to the Songs of Pat Dailey in Key West with Ray Fogg and Reese Dailey

Key West Theatre 14 Feb 2026

Martin Sexton at Key West Theater

Key West Theater 13 Mar 2026

Mike Ryan in Key West

Truman Waterfront Park 29 Jan 2026

REZA LIVE ON TOUR | KEY WEST, FL

Key West Theater 6 Feb 2026

American Aquarium in Key West

Truman Waterfront Park Amphitheater 28 Jan 2026

Big Bad Voodoo Daddy at Key West Theater

Key West Theater 22 Feb 2026

Gab Cinque Band - KEY WEST, FL (DEBUT!) @ SLOPPY JOES! 4/15-4/21

Sloppy Joe's 15 Apr 2026

🎟️ FINAL VVIP CALL: Graham Nash – Key West Night 1! | Apr 25, 2026

Key West, Florida Keys 25 Apr 2026

Mike Ryan in Key West

Truman Waterfront Park 28 Jan 2026

FLO-RAW at Sloppy Joes Key West

Sloppy Joe's Bar 5 Jul 2026

Yachtley Crew at Key West Theater

Key West Theater 18 Feb 2026

South Florida Symphony Orchestra - Rimsky - Korsakovs at Tennessee Williams Theatre

Tennessee Williams Theatre 21 Feb 2026

New York Philharmonic String Quartet at Tennessee Williams Theatre

Tennessee Williams Theatre 10 Feb 2026

The Phil Collins Experience - Tribute

Key West Theater 25 Jan 2026

South Florida Symphony Orchestra: Vaughan Williams - Sibelius' Symphony No. 2 & Ravel's Piano Concerto

Tennessee Williams Theatre 23 Jan 2026

Tanner Usrey in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026

Uncle Lucius in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026

South Florida Symphony Orhcestra: Rimsky-Korsakov’s Capriccio Mozart & Simon and Joachim

Tennessee Williams Theatre 20 Feb 2026

Ladies Night Out - Cayo Hueso Original Music Series

Key West Theater, Key West, FL 27 Jan 2026

David Lowery - Live in Concert at the Tropic

Tropic Cinema 7 Feb 2026

Sugar Ray in Key West

Key west cruise port 28 Jan 2026

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 26 Feb 2026

Jesse Rice’s “Party At The Pier House” Show

Pier House Resort & Spa 7 Mar 2026

Squirrel Nut Zippers at Key West Theater

Key West Theater 2 Apr 2026

BoDeans at Key West Theater

Key West Theater 29 Mar 2026

Squirrel Nut Zippers

Key West Theater 1 Apr 2026

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 13 Feb 2026

Special Valentine Sunset

Truman Waterfront Park - West end of Southhard Street, Key West, FL 13 Feb 2026

Changes in Latitudes - Jimmy Buffet Tribute

Key West Theater 2 Mar 2026

Martin Sexton

Key West Theater 12 Mar 2026

South Florida Symphony Orhcestra: Dvorak & Sibelius

Tennessee Williams Theatre 13 Mar 2026

The Reverend Peyton's Big Damn Band

Key West Theater 22 Mar 2026

Keith Sykes

Key West Theater 3 Apr 2026

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 25 Feb 2026

Peytan Porter

Key West Theater 25 Jan 2026

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 12 Feb 2026

Dave Matthews Tribute Band

Key West Theater 24 Feb 2026

Mary Gauthier with special guest Jaimee Harris

Key West Theater 6 Feb 2026

South Florida Symphony Orchestra - Sibelius at Tennessee Williams Theatre

Tennessee Williams Theatre 24 Jan 2026

Phil Collins Experience at Key West Theater

512 Eaton St, Key West, FL, United States, Florida 33040 26 Jan 2026

A Night of OASIS at DURTY HARRY’S

Durty Harry's 28 Jan 2026

Parking The Man in Black - Tribute to Johnny Cash

Key West Theater 6 Mar 2026

The Phil Collins Experience

Key West Theater 27 Jan 2026

Paradise Big Band at Tennessee Williams Theatre

Tennessee Williams Theatre 25 Jan 2026

Damon Fowler - The Green Parrot, Key West, FL

The Green Parrot 15 May 2026

FLO-RAW at Sloppy Joes Key West

Sloppy Joe's Bar 1 Jul 2026

The Shanty Hounds LIVE at Sunset Lounge Bar & Grill

Sunset Lounge Sigsbee 31 Jan 2026

The Linda Ronstadt Experience

Key West Theater 20 Feb 2026

The Linda Ronstadt Experience

Key West Theater 21 Feb 2026

Petals & Pearls | Celebrate 90 years in the Garden

5210 College Rd, Key West, FL, United States, Florida 33040 30 Jan 2026

Andrew Duhon

Key West Theater 26 Jan 2026

Key West, FL – Key West Theater

Key West Theater 30 Jan 2026

7 Bridges : The Ultimate EAGLES Experience - Key West, FL

Key West Theater 27 Mar 2026

Dvořák | Sibelius | Schubert - Key West

Tennessee Williams Theatre 14 Mar 2026

Reza Edge of Illusion

Key West Theater 6 Feb 2026

Curry Ford West's Mardi Crawl

Curry Ford West 21 Feb 2026

Phil Collins Experience

Key West Theater 26 Jan 2026

South Florida Symphony Orchestra: Sibelius’ Symphony No. 2 & Ravel’s Piano Concerto

5901 College Rd, Key West, FL, United States, Florida 33040 24 Jan 2026

Darcy Cooke Celebrates Great Women of Song: Timeless Voices, Unforgettable Music

Williams Hall 23 Jan 2026

Nick Norman w. Shane Williams & Warren Bazemore (of Finnegan Bell)

Key West Theater 1 Feb 2026

A Glam Concert and Dance Party to Feed Local Kids

Key West Theater 14 Mar 2026

Kim Gordon's Black And Red Masquerade Ball

Key West Theater 13 Mar 2026

John Frinzi & Aaron Scherz

Back Stage Listening Room at Key West Theater 25 Mar 2026

🎼🎵🎤🎹Ladies Night🎼🎵🎶🎻

803 Emma St, Key West, FL 28 Jan 2026

Darcy Cooke: Songs & Stories of the Silver Screen

The Studios of Key West 20 Feb 2026

The Massacoustics

512 Eaton St, Key West, FL, United States, Florida 33040 5 Feb 2026

The Massacoustics

512 Eaton St, Key West, FL, United States, Florida 33040 4 Feb 2026

Parking Tommy Emmanuel

Key West Theater 23 Mar 2026

Parking DMTB: The Dave Matthews Tribute Band

Key West Theater 26 Feb 2026

Bumpin Uglies w/ Joey Harkum

Key West Theater 25 Mar 2026

Big Bad Voodoo Daddy

Key West Theater 21 Feb 2026

Florida Keys Seafood Festival Key West

Truman Waterfront Park 14 Feb 2026

South Florida Symphony Orchestra: Dvořák’s Eighth & Sibelius’ Violin Concerto

5901 College Rd, Key West, FL, United States, Florida 33040 14 Mar 2026

The 77 Experience ( A Journey Thru Rock and Roll History Plus Much More)

Key West Theater 28 Mar 2026

Paradise Big Band

5901 College Rd, Key West, FL, United States, Florida 33040 22 Mar 2026

One Night of Queen

Tennessee Williams Theatre 2 May 2026

Captain Midnight Band - Key West, FL - 3 Nights!

The Alamo Key West 20 Mar 2026

Jake Shimabukuro in Key West

The Studios of Key West 11 Mar 2026

Max von Essen: Spotlight Cabaret Curated by Randy Roberts

533 Eaton St, Key West, FL, United States, Florida 33040 2 Mar 2026

Where’s Dave Band

Back Stage Listening Room at Key West Theater 26 Apr 2026

Randy Rogers Band in Key West

Truman Waterfront Park Amphitheater 29 Jan 2026

Mile 0 Festival at Southernmost Beach Resort

1319 Duval Street, Key West, FL, United States, Florida 33040 28 Jan 2026

Bark & Brew

5950 Peninsular Avenue, Key West, FL, United States, Florida 33040 12 Mar 2026

Keith Sykes

Back Stage Listening Room at Key West Theater 2 Apr 2026

Jazz at Lincoln Center: Great American Crooners

Tennessee Williams Theatre 23 Mar 2026

Billy Stritch and Gabrielle Stravelli: Spotlight Cabaret Curated by Randy Roberts

533 Eaton St, Key West, FL, United States, Florida 33040 16 Feb 2026

Bumpin Uglies at Key West Theater

Key West Theater 25 Mar 2026

Tommy Emmanuel

Key West Theater 21 Mar 2026