Key West Live Music Events

Duval Street Party with the Landshark Band

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

Cheese Burger Beach Battle and Tribute Concert

Southernmost Beach Resort 3 Sep 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

Just a Few Friends Celebration, Key West

Key West 3 Sep 2026

Best Friend VIP Show ft. Nadirah Shakoor

Margaritaville Restaurant, Key West 6 Sep 2026

Keep it Going: Margaritaville Cafe After Party with Nadirah

Margaritaville Restaurant, Key West 3 Sep 2026

Last Call - After Party at Smokin' Tuna

313 Duval St, Key West, FL 33040-6565, United States 7 Sep 2026

Sunset to Stage: Wheeland Brothers Dockside Party

S/V Argo Navis 5 Sep 2026

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

201 Duval St 6 Sep 2026

Gov't Mule & Ziggy Marley

Coffee Butler Amphitheater 30 Sep 2026

Keep It Going… Hog’s Breath Saloon After Party

Hog's Breath Saloon 4 Sep 2026

Bubbles Brunch Sail with Will & Jessica

S/V Argo Navis 6 Sep 2026

Commotion on the Ocean Sunset Sail

Fury Water Adventures Key West 3 Sep 2026

Roger Bartlett Show with Emily Randle

The Key West Empourium 6 Sep 2026

Gov't Mule & Ziggy Marley

Key West, Florida 30 Sep 2026

Margaritaville Beach House Brunch

2001 S Roosevelt Blvd, Key West, FL 33040-5243, United States 6 Sep 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

Wheeland Brothers in Key West

Sunset Pier 5 Sep 2026

Lunch Like a Local

Hogfish Bar & Grill 5 Sep 2026

Cartel Autotronics & Petersons Harley South Beachside Bike & Slingshot Show

Casa Marina Key West, Curio Collection by Hilton 19 Sep 2026

Gypsies In The Palace Buffett Tribute Band at Hogs Breath

Hog's Breath Saloon 5 Sep 2026

Friends of Bubba After Party featuring Aaron Luka's "Songs We Know By Heart" Piano Sing-Along

803 Emma St, Key West, FL 33040-7344, United States 6 Sep 2026

Keep It Going After Party at the EmPOURium with Claire Finley

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

Pirate Looks Back Tribute Show: Ultimate Friends Edition

218 Whitehead St, Key West, FL 33040-6595, United States 4 Sep 2026

Gypsies In The Palace Buffett Tribute Band at Hogs Breath

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

Brews & Blues

Blue Flamingo Resort Key West 2 Oct 2026

Stories with Friends: Author Showcase & Book Signing

Books & Books at The Studios 5 Sep 2026

Sloppy Joe's Comic Book Caper-ers Party

Sloppy Joe's Key West 19 Oct 2026

"Of Course Dave" live DJing

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

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

Key West 4 Sep 2026

Buffett Through the Years

Key West Theater 30 Oct 2026

Candlelight: Coldplay vs. Imagine Dragons

Key West Theater 13 Nov 2026

Irish Kevin's Annual 80's Party

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

Candlelight: The Best of Hans Zimmer

Key West Theater 13 Nov 2026

Songs on the Water: Best Friends VIP Harbor Sail ft. Cliff Cody

241 Front St, Key West, FL 33040-8371, United States 5 Sep 2026

Candlelight: Tribute to Fleetwood Mac

Key West Theater 11 Dec 2026

The Jayhawks

Key West Theater 25 Jan 2027

Candlelight: Vivaldi's Four Seasons

Key West Theater 11 Dec 2026

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

Sebago Watersports 31 Oct 2026

September's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 19 Sep 2026

Tay-Tay Tuesday - Life of a Showgirl

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

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

Key West Theater 23 Jan 2027

Old Crow Medicine Show in Key West

Truman Waterfront Park Amphitheater 26 Jan 2027

Shaun Cassidy UNWRAPPED: Songs & Stories For The Holidays

Key West Theater 10 Dec 2026

VIVA'S GRAND FINALE - FANTASY FEST PARADE VIEWING & DINNER PARTY

Viva Argentinian Steakhouse 24 Oct 2026

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

Sebago Watersports 30 Oct 2026

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

Viva Argentinian Steakhouse 23 Oct 2026

The Garcia Project

Key West Theater 15 Nov 2026

Put-in-Bay Days in Key West 2027

Key West, Florida 10 Feb 2027

October's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 17 Oct 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 Broken Hearts: A Tribute to Tom Petty & The Heartbreakers

Key West Theater 12 Dec 2026

Bahama Village Goombay Festival - A Family Friendly Event

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

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

Key West Theater 1 Jan 2027

Sunny Jim, Florida Days

Key West Theater 30 Oct 2026

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

Kash'd Out

Key West Theater 16 Jan 2027

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

Key West Theater 29 Oct 2026

November's Community Swim

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

December's Community Swim

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