Key West Live Music Events

Live Music Happening Next in Key West, FL

Buffett Through The Years

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

Mac McAnally in Key West

Key West Theater 5 Dec 2025
CONCERTS

Clay Walker @ Country Music Cruise in Key West

Country Music Cruise 29 Oct 2025
COUNTRY-MUSIC-FESTIVALS

Mac McAnally in Key West

Key West Theater 6 Dec 2025
CONCERTS

25th Annual Living Art Expo

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

Meghan Barter: Human Jukebox Release Concert + Listening Party

Key West Theater 10 Oct 2025
ENTERTAINMENT

Tay Tay Tuesday - In Your Wildest Dreams

Sunset Pier ~ Key West 21 Oct 2025
CONCERTS

Crystal Gayle at Key West Theater

Key West Theater 22 Nov 2025
TRIPS-ADVENTURES

Mac McAnally in Key West

Key West Theater 4 Dec 2025
SPORTS

Rock the Tatas 💕

409 Caroline St, Key West, FL 23 Oct 2025
CONTESTS

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

Sunset Pier ~ Key West 11 Oct 2025
ENTERTAINMENT

Crystal Gayle

Key West Theater 21 Nov 2025
ART

Fantasy Fest Celebration

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

Sloppy Joe's 46th Annual Toga Party

Sloppy Joe's 23 Oct 2025
ENTERTAINMENT

Will Kimbrough

Key West Theater 30 Oct 2025
CALENDAR

October's Community Swim

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

Tom Sandoval & The Most Extras

Key West Theater 9 Oct 2025
MUSIC

Dead Zep at Key West Theater

Key West Theater 1 Nov 2025
ART

The Brit Pack: The Ultimate British Music Experience

Key West Theater 17 Jan 2026
MUSIC

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 13 Feb 2026
MUSIC

TuTu Tuesday 2025 - Tuesday Night Fever & Our Robot Friends

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

The Reverend Peyton's Big Damn Band

Key West Theater 21 Mar 2026
MUSIC

On Our Way To Paddy's Day Weekend Celebration!

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

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
ENTERTAINMENT

Rumours ATL: A Fleetwood Mac Tribute

Key West Theater 21 Jan 2026
MUSIC

November's Community Swim

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

DINNER & A SHOW - TONY BALTIMORE makes you dinner!

Key West Theater 26 Nov 2025
PERFORMANCES

Ann Hampton Callaway - Finding Beauty: Inspired Classics and Originals

Tennessee Williams Theatre 17 Nov 2025
ENTERTAINMENT

Will Kimbrough at Key West Theater

Key West Theater 31 Oct 2025
ART

Tommy Emmanuel at Key West Theater

Key West Theater 22 Mar 2026
ART

Key West Halloween Drag Brunch Royale

Mangoes Restaurant 19 Oct 2025
BRUNCH USD 55 TO 71

Mac McAnally at Key West Theater

Key West Theater 5 Dec 2025
ART

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

The Alamo Key West 21 Nov 2025
PARTIES

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 12 Feb 2026
MUSIC

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 26 Feb 2026
MUSIC

Savannah Brady @ Wellen Park

Wellen Park Florida 6 Nov 2025
MUSIC

Sloppy Joe's Comic Book Cape-ers Party

Sloppy Joe's Bar 20 Oct 2025
ENTERTAINMENT

December' Community Swim

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

Phil Collins Experience at Key West Theater

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

Bahama Village Goombay Festival

Petronia St, Key West, FL 33040, United States 17 Oct 2025
FESTIVALS

Changes In Latitude at Key West Theater

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

Thanksgiving at Four Marlins

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

Golden Girls: The Tribute Show - A Drag Parody

Key West Theater 16 Nov 2025
BINGO

Savannah Brady @ Wellen Park

Wellen Park Florida 23 Oct 2025
MUSIC

Los Lobos at Key West Theater

Key West Theater 13 Jan 2026
ART

DMTB: The Dave Matthews Tribute Band

Key West Theater 25 Feb 2026
MUSIC

Elton Dan and the Rocket Band at Key West Theater

Key West Theater 12 Nov 2025
MUSIC

TOM PETTY NIGHT!

Green Parrot Bar Key West 11 Nov 2025

Clay Walker in Key West

Country Cruising 29 Oct 2025
LIVE-MUSIC

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

Key West Theater, 512 Eaton St. Key West, FL 33040 30 Oct 2025
ART

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 29 Jan 2026
CONCERTS

The Dave Matthews Tribute Band

Key West Theater 24 Feb 2026
MUSIC

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 30 Jan 2026
LIVE-MUSIC

Put-in-Bay Days in Key West 2026

Key West, Florida 11 Feb 2026
PARTIES

Elton Dan and the Rocket Band

Key West Theater 11 Nov 2025
MUSIC

Tanner Usrey in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026
CONCERTS

Randy Rogers Band in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026
MUSIC

Sugar Ray in Key West

Key west cruise port 28 Jan 2026
CONCERTS

Uncle Lucius in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026
ART

Key West trip with the Barefoot Bay Travelers Club

Fairfield Inn & Suites by Marriott Key West at The Keys Collection 15 Oct 2025
TRIPS-ADVENTURES

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

Sloppy Joes, Key West 8 Oct 2025

Sugar Ray @ Key west cruise port in Key West

Key west cruise port 28 Jan 2026
CONCERTS