Live Music in Key West

Check out happening live music events all around Key West, FL

The Greeen House Presents: Party In The Park with Just a Few Friends

 Sun, 31 Aug at 05:00 pm Truman Waterfront Park

Nautical Wheelers, a Tribute to Jimmy Buffett with Roger Bartlett

 Sat, 30 Aug at 06:30 pm Sunset Pier, Key West, FL 33040, United States

Mac McAnally in Key West

 Fri, 05 Dec at 08:00 pm Key West Theater

Cheese Burger Beach Battle and Tribute Concert by Landshark

 Fri, 29 Aug at 05:00 pm Southernmost Beach Resort

Buffett Through The Years

 Fri, 31 Oct at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Second Line Memorial Walking Parade

 Sun, 31 Aug at 05:00 pm 100 Duval St, Key West, FL 33040-6506, United States

Artisan Market @ the Party in the Park - Just a Few Friends

 Sun, 31 Aug at 05:30 pm Truman Waterfront Park

Mac McAnally in Key West

 Sat, 06 Dec at 08:00 pm Key West Theater

A Sailor's Sun Sunset Cruise

 Fri, 29 Aug at 06:30 pm Sunset Watersports

Clay Walker @ Country Music Cruise in Key West

 Wed, 29 Oct at 07:00 pm Country Music Cruise

Bubba's Official After Party

 Sun, 31 Aug at 08:00 pm The Key West Empourium

Back to the Island Beach Party

 Sat, 30 Aug at 11:00 am 801 Duval St, Key West, FL 33040-7405, United States

Mac McAnally in Key West

 Thu, 04 Dec at 08:00 pm Key West Theater

Joe the Show & His Wheel of Musical Destiny at Mary Ellen's!

 Fri, 22 Aug at 08:30 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

Outdoor Movie: Tales From Margaritavision

 Fri, 29 Aug at 08:00 pm Southernmost Pint Brewpub

Tay Tay Tuesday - In Your Wildest Dreams

 Tue, 21 Oct at 06:00 pm Sunset Pier ~ Key West

Puddles Pity Party at Key West Theater

Sun, 28 Sep at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Just a Few Friends Pool Party @ the Marker

 Sun, 31 Aug at 01:00 pm The Marker Key West Resort

Happy Hour at the Chart Room

 Fri, 29 Aug at 05:00 pm Chart Room

Just a Few Friends Celebration, Key West

 Fri, 29 Aug at 08:00 am Key West

New Moon Drum Circle

 Sat, 23 Aug at 07:00 pm 3128 N. Roosevelt Blvd., Key West, FL, United States, Florida 33040

The Brit Pack: The Ultimate British Music Experience

Sat, 17 Jan at 08:00 pm Key West Theater

🖤🎤Marjory Lee & The Misspellings: 90s Female Alt-Rock Concert🎤🖤

 Fri, 05 Sep at 05:00 pm Rams Head Southernmost

🎶Blue Heaven🎶

 Sat, 30 Aug at 06:30 pm Blue Heaven

Scott Kirby- 35 Years of Songs & Stories

Fri, 13 Feb at 07:00 pm Key West Theater

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

 Sat, 11 Oct at 05:30 pm Sunset Pier ~ Key West

September's Community Swim Night

 Sat, 20 Sep at 06:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

Mac McAnally at Key West Theater

 Fri, 05 Dec at 08:00 pm Key West Theater

Soul of Key West Book Signing

 Sat, 30 Aug at 10:00 am Books & Books at The Studios

DINNER & A SHOW - TONY BALTIMORE makes you dinner!

 Wed, 26 Nov at 08:00 pm Key West Theater

"Gypsies In The Palace" Buffett Tribute Band

 Fri, 29 Aug at 04:30 pm Hog's Breath Saloon

October's Community Swim

 Sat, 11 Oct at 06:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

Buffett Through The Years - Tribute to Jimmy Buffett

 Thu, 30 Oct at 07:00 pm Key West Theater

25th Annual Living Art Expo

 Fri, 24 Oct at 07:00 pm 0 Duval Street, Key West, FL, United States, Florida 33040

Best of Key West Jazz Concert Series!

Wed, 27 Aug at 06:00 pm 803 Emma St, Key West, FL, United States, Florida 33040

Dead Zep at Key West Theater

 Sat, 01 Nov at 08:00 pm Key West Theater

Scott Kirby- 35 Years of Songs & Stories

Thu, 12 Feb at 07:00 pm Key West Theater

Pizza & Pints Pool Party at Lighthouse Hotel Friday, August 29th, 3-6pm

 Fri, 29 Aug at 03:00 pm 902 Whitehead St, Key West, FL 33040-7423, United States

JESS & JILL - AT THE ALAMO

Tue, 19 Aug at 07:30 pm 4 Charles St, Key West, FL, United States, Florida 33040

Will Kimbrough Dockside Lounge

 Mon, 01 Sep at 06:00 pm 0 Duval Street, Key West, FL, United States, Florida 33040

Phil Collins Experience at Key West Theater

Mon, 26 Jan at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

On Our Way To Paddy's Day Weekend Celebration!

Thu, 09 Oct at 07:00 pm 528 Front Street, Key West, FL, United States, Florida 33040

TuTu Tuesday 2025 - Tuesday Night Fever & Our Robot Friends

 Tue, 21 Oct at 07:00 pm 423 Caroline street, Key West, FL, United States, Florida 33040

Crystal Gayle at Key West Theater

 Sat, 22 Nov Key West Theater

Savannah Brady @ Wellen Park

 Thu, 23 Oct at 06:00 pm Wellen Park Florida

Tom Sandoval & The Most Extras

 Thu, 09 Oct at 08:00 pm Key West Theater

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

 Fri, 21 Nov at 09:00 pm The Alamo Key West

Key West Halloween Drag Brunch Royale

 Sun, 19 Oct at 12:00 pm Mangoes Restaurant USD 55 to 71

Sloppy Joe's 46th Annual Toga Party

 Thu, 23 Oct at 08:00 pm Sloppy Joe's

Tap Takeover Pool Party at Winslow’s Bungalows Thursday, August 28th, 2-5pm

 Thu, 28 Aug at 02:00 pm 725 Truman Ave, Key West, FL 33040-6423, United States

Crystal Gayle

 Fri, 21 Nov at 07:00 pm Key West Theater

Los Lobos at Key West Theater

 Tue, 13 Jan at 08:00 pm Key West Theater

Sloppy Joe's Comic Book Cape-ers Party

 Mon, 20 Oct at 09:00 pm Sloppy Joe's Bar

Rumours ATL: A Fleetwood Mac Tribute

 Wed, 21 Jan at 08:00 pm Key West Theater

Will Kimbrough

 Thu, 30 Oct at 07:00 pm Key West Theater

Femmes of Rock in Key West, FL!

 Wed, 10 Dec at 08:00 pm Key West Theater

Elton Dan and the Rocket Band at Key West Theater

 Wed, 12 Nov at 08:00 pm Key West Theater

Clay Walker in Key West

 Wed, 29 Oct at 07:00 pm Country Cruising

BeachFront Radio and Trop Rock'N Duval presents The Margarita Brothers @ Key West Theater

 Thu, 30 Oct at 08:00 pm Key West Theater, 512 Eaton St. Key West, FL 33040

Kaitlin Butts in Key West

 Thu, 29 Jan at 05:00 pm Truman Waterfront Park Amphitheater

Put-in-Bay Days in Key West 2026

 Wed, 11 Feb at 03:00 pm Key West, Florida

Kaitlin Butts in Key West

 Fri, 30 Jan at 05:00 pm Truman Waterfront Park Amphitheater

Anthony Rodia at Key West Theater

 Thu, 11 Dec at 08:00 pm Key West Theater

Elton Dan and the Rocket Band

 Tue, 11 Nov Key West Theater

Tanner Usrey in Key West

 Tue, 27 Jan at 05:00 pm Truman Waterfront Park Amphitheater

Randy Rogers Band in Key West

 Tue, 27 Jan at 05:00 pm Truman Waterfront Park Amphitheater

Sugar Ray in Key West

 Wed, 28 Jan at 11:00 am Key west cruise port

Uncle Lucius in Key West

 Tue, 27 Jan at 11:00 am Truman Waterfront Park Amphitheater

Key West trip with the Barefoot Bay Travelers Club

 Wed, 15 Oct at 07:30 am Fairfield Inn & Suites by Marriott Key West at The Keys Collection

AG at Sloppy Joes Key West Aug 27-Sept 2!

 Wed, 27 Aug at 10:00 pm Sloppy Joe's Bar

RockHouse LIVE at Sloppy Joe's, Key West, FL!

 Wed, 08 Oct at 10:00 pm Sloppy Joes, Key West

Sugar Ray @ Key west cruise port in Key West

 Wed, 28 Jan at 11:00 am Key west cruise port