Live Music in Key West

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

Mac McAnally in Key West

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

Buffett Through The Years

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

Mac McAnally in Key West

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

Clay Walker @ Country Music Cruise in Key West

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

September's Community Swim Night

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

Tay Tay Tuesday - In Your Wildest Dreams

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

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

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

Macy Gray-On How Life Is 25th Anniversary Tour

 Fri, 24 Oct at 09:00 pm Key West Theater

Mac McAnally in Key West

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

Puddles Pity Party at Key West Theater

Sun, 28 Sep at 08:00 pm 512 Eaton St, 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

Sharese Nicole LIVE at Sunset Lounge Bar and Grill

 Fri, 12 Sep at 05:00 pm Sunset Lounge Sigsbee

Mac McAnally at Key West Theater

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

Good Trees River Band at The Green Parrot

Fri, 12 Sep at 05:30 pm Green Parrot Key West

Scott Kirby- 35 Years of Songs & Stories

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

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

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

Tom Sandoval & The Most Extras

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

Jerry Kramer LIVE at Sunset Lounge Bar and Grill

 Fri, 19 Sep at 05:00 pm Sunset Lounge Sigsbee

October's Community Swim

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

25th Annual Living Art Expo

 Fri, 24 Oct at 07:00 pm 0 Duval 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

Cartel Autotronics & Petersons Harley South Beachside Bike & Slingshot Show

 Sat, 20 Sep at 10:00 am Casa Marina Key West, Curio Collection by Hilton USD 34

November's Community Swim

 Sat, 15 Nov at 06:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

Oktoberfest

 Fri, 26 Sep at 04:00 pm Sunset Lounge Sigsbee

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

Scott Kirby- 35 Years of Songs & Stories

Thu, 26 Feb at 07:00 pm Key West Theater

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

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

 Sat, 15 Nov at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

DINNER & A SHOW - TONY BALTIMORE makes you dinner!

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

Crystal Gayle at Key West Theater

 Sat, 22 Nov at 08:00 pm Key West Theater

Golden Girls: The Tribute Show - A Drag Parody

 Sun, 16 Nov at 12:00 pm Key West Theater

Key West Halloween Drag Brunch Royale

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

Good Trees River Band at General Horseplay

 Tue, 09 Sep at 09:00 pm General Horseplay

Phil Collins Experience at Key West Theater

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

Changes In Latitude at Key West Theater

Tue, 03 Mar at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Sloppy Joe's 46th Annual Toga Party

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

Crystal Gayle

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

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

 Sat, 14 Feb at 08:00 pm Key West Theatre

Sloppy Joe's Comic Book Cape-ers Party

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

Will Kimbrough

 Thu, 30 Oct Key West Theater

Los Lobos at Key West Theater

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

Savannah Brady @ Wellen Park

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

DMTB: The Dave Matthews Tribute Band

 Wed, 25 Feb at 08:00 pm Key West Theater

Rumours ATL: A Fleetwood Mac Tribute

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

Femmes of Rock in Key West, FL!

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

Savannah Brady @ Wellen Park

 Thu, 06 Nov at 06:00 pm Wellen Park Florida

Ann Hampton Callaway - Finding Beauty: Inspired Classics and Originals

 Mon, 17 Nov at 07:30 pm Tennessee Williams Theatre

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

Kaitlin Butts in Key West

 Fri, 30 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

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

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