Key West Music Events

Gov't Mule & Ziggy Marley

Coffee Butler Amphitheater 30 Sep 2026

Captain Morgan's Masquerade March

1117 Fleming St, Key West, FL 33040-6909, United States 23 Oct 2026

Gov't Mule & Ziggy Marley

Key West, Florida 30 Sep 2026

Fantasy Fest Street Fair & Costume Promenade

Duval St, Key West, FL 33040, United States 23 Oct 2026

Bahama Village Goombay Festival - A Family Friendly Event

Petronia St, Key West, FL 33040, United States 16 Oct 2026

2026 Fantasy Fest Parade Viewing Party @ First Flight

First Flight Island Restaurant & Brewery 24 Oct 2026

Key West Singles Sandbar Social

811 Palm Ave #10, Key West, FL 23 Sep 2026

The Fright Crawl | Key West's #1 Halloween Bar Crawl 2026 | Sat, Oct 31

TBA 31 Oct 2026

Brews & Blues

Blue Flamingo Resort Key West 2 Oct 2026

Lip Sync & Lifeguards - A Fantasy Fest Pool Party

Blue Flamingo Resort Key West 17 Oct 2026

The Fright Crawl | Key West Halloween Bar Crawl 2026 | Fri, Oct 30

TBA 30 Oct 2026

The Fright Crawl | Key West Halloween Day Bar Crawl 2026 | Sat, Oct 31

TBA 31 Oct 2026

A Green Parrot Beatle Tribute

The Green Parrot 19 Oct 2026

Golden Hour - Sunset Experience by Electroniconch

Galleon Marina 19 Oct 2026

That Arena Rock Show

0 Duval Street, Key West, FL, United States, Florida 33040 18 Oct 2026

Halloween Eve Bar Crawl 10/30 - KEY WEST

La Concha Key West, Autograph Collection 30 Oct 2026

Sloppy Joe's Comic Book Caper-ers Party

Sloppy Joe's Key West 19 Oct 2026

NINA STYLY X ELECTRONICONCH RECORDS - FASHION THROGHT SOUND

Viva Argentinian Steakhouse 23 Oct 2026

Halloween Bar Crawl 10/31 - KEY WEST

La Concha Key West, Autograph Collection 31 Oct 2026

Pool Party, Cannonball Contest, Tea Dance

Southernmost Beach Resort, La Te Da 27 Sep 2026

Sins & Sequins - An Official Fantasy Fest Event

Blue Flamingo Resort Key West 21 Oct 2026

Full Moon Party At Simonton Beach Reggae Vibes

Lagerheads Beach Bar & Watersports 26 Sep 2026

Buffett Through the Years

Key West Theater 30 Oct 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

Barbie's Pink Pool Party For Breast Cancer Awareness At The Marker

The Marker Key West Resort 16 Oct 2026

Summer Bingo Night (Free Entry)

Key West Theater 16 Sep 2026

Bruce Cockburn & Livingston Taylor

Key West Theater 7 Nov 2026

KEY WEST OYSTER FEST: A BENEFIT FOR THE GULF OYSTER

Half Shell Raw Bar 14 Nov 2026

Irish Kevin's Annual 80's Party

211 Duval St, Key West, FL, United States, Florida 33040 22 Oct 2026

Candlelight: Coldplay vs. Imagine Dragons

Key West Theater 13 Nov 2026

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

The Sunset Pier at Ocean Key Resort 11 Oct 2026

FUNKY GRATEFUL DEAD GET DOWN PARTY (6-piece band) & 4 DJ's AFTER PARTY

Viva Argentinian Steakhouse 23 Oct 2026

Tay-Tay Tuesday - Life of a Showgirl

0 Duval Street, Key West, FL, United States, Florida 33040 20 Oct 2026

Les Greene & The Swayzees Musical Icons Pool Party Take 2 At The Marker Resort

The Marker Key West Resort 22 Oct 2026

Dirty Doctors Naughty Nurses Party

Southernmost Pint Brewpub - Blast Beer Company Brewery 24 Oct 2026

Krewe de Krazy Life Meet and Greet and Costume Parts Exchange

Galleon Tiki Bar 18 Oct 2026

Candlelight: The Best of Hans Zimmer

Key West Theater 13 Nov 2026

Swayzees Music Icons Pool Party at Shores Pool

Southernmost Beach Resort 21 Oct 2026

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 11 Dec 2026

GLAMOROUS DEAD & UNDEAD POPSTARS PARTY - at Viva's

Viva Argentinian Steakhouse 22 Oct 2026

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

Sebago Watersports 31 Oct 2026

Cabaret at the Roost

The Roost 1 Oct 2026

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

Sebago Watersports 30 Oct 2026

Texas Trop Rock: Jerry Diaz, Dan Sullivan, Jonas Lorence Band

Key West Theater 31 Oct 2026

Friday Night Fever Fantasy Fest Party at Hog's Breath *FREE EVENT*

400 Front St, Key West, FL, United States, Florida 33040 23 Oct 2026

October's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 17 Oct 2026

STUDIO 69 DISCO PARTY - at Viva's

Viva Argentinian Steakhouse 21 Oct 2026

Captain Tony's Party In Plaid

Captain Tony's Saloon Key West 20 Oct 2026

Candlelight: Tribute to Fleetwood Mac

Key West Theater 11 Dec 2026

Key West Theater

Key West Theater 30 Oct 2026

Candlelight: Vivaldi's Four Seasons

Key West Theater 11 Dec 2026

KENNY solo at Geiger Key Marina in Key West

Geiger Key Marina and Fish Camp 27 Sep 2026

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

Key West Theater 23 Jan 2027

Wharfstock at the Schooner Wharf Bar

Schooner Wharf Bar 21 Oct 2026

Shaun Cassidy UNWRAPPED: Songs & Stories For The Holidays

Key West Theater 10 Dec 2026

Fantastic Body Art & Stunning Sunsets!!

Sunset Pier, Key West, FL 33040, United States 16 Oct 2026

Old Crow Medicine Show in Key West

Truman Waterfront Park Amphitheater 26 Jan 2027

Greatest Hits Pool Party at Winslow's Bungalows

725 Truman Ave, Key West, FL 33040-6423, United States 20 Oct 2026

The Garcia Project

Key West Theater 15 Nov 2026

The Buena Vista Orchestra

Key West Theater 22 Nov 2026

Sunny Jim, Florida Days

Key West Theater 30 Oct 2026

Killer Prom (11/8)

Key West Theater 8 Nov 2026

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

Key West Theater 12 Dec 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

An Evening Aglow: A Candlelight Christmas with Marjory Lee

Key West Theater 15 Dec 2026

Disco Fever Costume Party

Key West Gallery 22 Oct 2026

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

Key West Theater 1 Jan 2027

The Phil Collins Experience

Key West Theater 20 Jan 2027

Keller Williams Trio at Key West Theater

Key West Theater 2 Jan 2027

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 26 Jan 2027

3rd Annual Moose March

Key West Moose Lodge 1760 7 Mar 2027

Mamma Mia’s Margaritaville Pool Party

2001 S Roosevelt Blvd, Key West, FL 33040-5243, United States 19 Oct 2026

"The Fat Lady Sings" Tea Dance

La Te Da 25 Oct 2026

Will Kimbrough

Key West Theater 30 Oct 2026

Kash'd Out

Key West Theater 16 Jan 2027

Sunny Jim, “The Cayman Years” in Songs and Stories

Key West Theater 29 Oct 2026

Under the Sea Party

Dante's Pool Bar & Restaurant 19 Oct 2026

November's Community Swim

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

POSH - Paws Often Steal Hearts!

Audubon House and Tropical Gardens 2 Dec 2026

Who's Bad: The World's #1 Michael Jackson Tribute

Key West Theater 11 Feb 2027

December's Community Swim

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