Key West Music Events

Buffett Through The Years

512 Eaton St, Key West, FL, United States, Florida 33040 31 Oct 2025

Mac McAnally in Key West

Key West Theater 5 Dec 2025

2025 Fantasy Fest Parade Viewing Party @ First Flight

First Flight Island Restaurant & Brewery 25 Oct 2025

Clay Walker @ Country Music Cruise in Key West

Country Music Cruise 29 Oct 2025

Captain Morgan's Masquerade March

Fleming St, Key West, FL 33040, United States 24 Oct 2025

Mac McAnally in Key West

Key West Theater 6 Dec 2025

25th Annual Living Art Expo

0 Duval Street, Key West, FL, United States, Florida 33040 24 Oct 2025

Meghan Barter: Human Jukebox Release Concert + Listening Party

Key West Theater 10 Oct 2025

Tay Tay Tuesday - In Your Wildest Dreams

Sunset Pier ~ Key West 21 Oct 2025

That Arena Rock Show

0 Duval Street, Key West, FL, United States, Florida 33040 18 Oct 2025

Crystal Gayle at Key West Theater

Key West Theater 22 Nov 2025

Mac McAnally in Key West

Key West Theater 4 Dec 2025

DEADFEST KEY WEST - FALL SESSIONS - DEC 5th, 6th & 7th

The Alamo Key West 5 Dec 2025

Key West Pet Masquerade 2025

Key West Ampitheatre 22 Oct 2025

Karaoke at Sunset Lounge Bar & Grill

Sunset Lounge Sigsbee 2 Oct 2025

Mike Stack and Friends on the BIG stage at the Sunset Pier

Sunset Pier ~ Key West 11 Oct 2025

Dave Matthews Tribute Band - BIG Stage / FREE Show

0 Duval Street, Key West, FL, United States, Florida 33040 17 Oct 2025

Crystal Gayle

Key West Theater 21 Nov 2025

Paparazzi Row Block Party

1129 Fleming St, Key West, FL, United States, Florida 33040 24 Oct 2025

Fantasy Fest Celebration

1000 Duval Street, Key West, FL, United States, Florida FL 33040 25 Oct 2025

ACOUSTIC SOUL IN KEY WEST!

Schooner Wharf Bar 3 Oct 2025

Karaoke at Sunset Lounge Bar & Grill

Sunset Lounge Sigsbee 16 Oct 2025

Buffett Through The Years - Tribute to Jimmy Buffett

Key West Theater 30 Oct 2025

NEW DATE Fri 10/3 🖤🎤Marjory Lee & The Misspellings: 90s Female Alt-Rock Concert🎤🖤

Rams Head Southernmost 3 Oct 2025

Will Kimbrough

Key West Theater 30 Oct 2025

Shoreline Sessions Reggae Beach Festival

1319 Duval Street, Key West, FL, United States, Florida 33040 1 Nov 2025

Wheeland Brothers

Key West Theater 8 Nov 2025

October's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 11 Oct 2025

Tom Sandoval & The Most Extras

Key West Theater 9 Oct 2025

STORMFRONT ROCKING KEY WEST

The Alamo Key West 10 Oct 2025

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

Key West Theater 29 Nov 2025

Dead Zep at Key West Theater

Key West Theater 1 Nov 2025

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 26 Dec 2025

Sloppy Joe's 46th Annual Toga Party

Sloppy Joe's 23 Oct 2025

The Brit Pack: The Ultimate British Music Experience

Key West Theater 17 Jan 2026

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 12 Dec 2025

Mac McAnally at Key West Theater

512 Eaton St, Key West, FL, United States, Florida 33040 4 Dec 2025

Splash Into a New Era! Taylor Swift Album Release Party

Blue Flamingo Resort Key West 5 Oct 2025

Live Now Love Now Rock and Roll Red Ball Concert for ALS Awareness

Key West Theater 12 Oct 2025

Dvořák | Sibelius | Schubert - Key West

Tennessee Williams Theatre 14 Mar 2026

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 13 Feb 2026

Freedom Flotilla Festival

Key West, Floirda 19 Dec 2025

The Reverend Peyton's Big Damn Band

Key West Theater 21 Mar 2026

On Our Way To Paddy's Day Weekend Celebration!

528 Front Street, Key West, FL, United States, Florida 33040 9 Oct 2025

TuTu Tuesday 2025 - Tuesday Night Fever & Our Robot Friends

423 Caroline street, Key West, FL, United States, Florida 33040 21 Oct 2025

A Celebration of the Songs of Pete & Wayne with Pete Jarvis and Friends

Key West Theatre 21 Nov 2025

Thomas Dolby at Key West Theater

Key West Theater 7 Nov 2025

Aqua Idol ~ Royal Edition "Floyd PEPA Jenkins for Fantasy Fest KING 2025

AquaPlex Key West 7 Oct 2025

Swing Dance Night with The Paradise Swing Band at Williams Hall

729 Fleming Street, Key West, FL, United States, Florida 33040 2 Oct 2025

Performing for Key West Wedding

Key West Islands 29 Nov 2025

The Garcia Project: Performing classic Jerry Garcia Band Set Lists from 1976-1995

512 Eaton St, Key West, FL, United States, Florida 33040 15 Nov 2025

Rumours ATL: A Fleetwood Mac Tribute

Key West Theater 21 Jan 2026

November's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 15 Nov 2025

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

Key West Theatre 14 Feb 2026

MARGARITA BROTHERS @ Jimmy Buffett's Margaritaville Key West, Just added.

Margaritaville Key West 31 Oct 2025

Freedom Flotilla Festival

Key West 19 Dec 2025

Ann Hampton Callaway - Finding Beauty: Inspired Classics and Originals

Tennessee Williams Theatre 17 Nov 2025

TUTU Tuesday Pre Party Parade

Mary Ellen's Bar and Kitchen 21 Oct 2025

Will Kimbrough at Key West Theater

Key West Theater 31 Oct 2025

Irish Kevin's Annual 80's Party

211 Duval St, Key West, FL, United States, Florida 33040 23 Oct 2025

Tommy Emmanuel at Key West Theater

Key West Theater 22 Mar 2026

Key West Fantasy Fest 2025

Sunset Pier 25 Oct 2025

Mrs. Roper Romp

Sunset Pier ~ Key West 20 Oct 2025

Jimmy Buffet’s The Coral Reefer Band at Coffee Butler Amphitheater

Coffee Butler Amphitheater 16 Jan 2026

ALAMO - STUDIO 69 DISCO PARTY

The Alamo Key West 22 Oct 2025

Mac McAnally at Key West Theater

Key West Theater 5 Dec 2025

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

The Alamo Key West 21 Nov 2025

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 12 Feb 2026

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 15 Jan 2026

Paint & Sip

Key West Lighthouse & Keeper's Quarters Museum 16 Oct 2025

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 26 Feb 2026

Savannah Brady @ Wellen Park

Wellen Park Florida 6 Nov 2025

Swayzees Pajama Pool Party

1319 Duval Street, Key West, FL, United States, Florida 33040 22 Oct 2025

Great Gatsby NYE 2026

First Flight Island Restaurant & Brewery 31 Dec 2025

Karaoke Night

Sunset Lounge Bar and Grill 16 Oct 2025

Captain Tony's Party In Plaid

922 Caroline Street, Key West, FL, United States, Florida 33040 21 Oct 2025

December' Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 13 Dec 2025

Sloppy Joe's Comic Book Cape-ers Party

Sloppy Joe's Bar 20 Oct 2025

Phil Collins Experience at Key West Theater

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

Changes In Latitude at Key West Theater

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

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

Key West Theater 27 Mar 2026

Vienna Boys Choir at Tennessee Williams Theatre

Tennessee Williams Theatre 5 Feb 2026

The Our Dave KW Pub Crawl

525 Duval St, Key West, FL 33040-6552, United States 30 Oct 2025

Thanksgiving at Four Marlins

1435 Simonton St, Key West, FL 33040 27 Nov 2025

Savannah Brady @ Wellen Park

Wellen Park Florida 23 Oct 2025

An Evening Aglow: A Candlelight Christmas with Marjory Lee

Key West Theatre 16 Dec 2025

Macy Gray

Key West Theater 25 Oct 2025

The Linda Ronstadt Experience

Key West Theater 20 Feb 2026

The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews

Key West Theater 24 Nov 2025

LES GREEENE & THE SWAYZEES PAJAMA POOL PARTY TAKE 2 AT THE MARKER!

200 William St, Key West, FL, United States, Florida 33040 23 Oct 2025

A Night of OASIS at DURTY HARRY’S

Durty Harry's 27 Jan 2026

The Phil Collins Experience - Tribute

Key West Theater 25 Jan 2026

Los Lobos at Key West Theater

Key West Theater 13 Jan 2026

Paradise Big Band at Tennessee Williams Theatre

Tennessee Williams Theatre 25 Jan 2026

DMTB: The Dave Matthews Tribute Band

Key West Theater 25 Feb 2026

Femmes of Rock at Key West Theater

Key West Theater 10 Dec 2025

Asleep At The Wheel at Key West Theater

Key West Theater 15 Jan 2026

A Date Night Adventure! - The Beauty of Key West

115 Front St 2 Nov 2024

Early Bird Clean Up Duval & Eaton Streets hosted by Berkshire Hathaway Knight & Gardner Realty

Berkshire Hathaway Home Services Knight & Gardner Realty 17 Oct 2025

Krewe de Krazy Life Meet and Greet

Galleon Tiki Bar 19 Oct 2025