Key West Live Music Events

Buffett Through The Years

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

Mac McAnally in Key West

Key West Theater 5 Dec 2025

Clay Walker @ Country Music Cruise in Key West

Country Music Cruise 29 Oct 2025

Mac McAnally in Key West

Key West Theater 6 Dec 2025

25th Annual Living Art Expo

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

Meghan Barter: Human Jukebox Release Concert + Listening Party

Key West Theater 10 Oct 2025

Tay Tay Tuesday - In Your Wildest Dreams

Sunset Pier ~ Key West 21 Oct 2025

Crystal Gayle at Key West Theater

Key West Theater 22 Nov 2025

Mac McAnally in Key West

Key West Theater 4 Dec 2025

Rock the Tatas 💕

409 Caroline St, Key West, FL 23 Oct 2025

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

Sunset Pier ~ Key West 11 Oct 2025

Crystal Gayle

Key West Theater 21 Nov 2025

Fantasy Fest Celebration

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

Sloppy Joe's 46th Annual Toga Party

Sloppy Joe's 23 Oct 2025

NEW DATE Fri 10/3 🖤🎤Marjory Lee & The Misspellings: 90s Female Alt-Rock Concert🎤🖤

Rams Head Southernmost 3 Oct 2025

Will Kimbrough

Key West Theater 30 Oct 2025

October's Community Swim

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

Tom Sandoval & The Most Extras

Key West Theater 9 Oct 2025

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

Key West Theater 29 Nov 2025

Dead Zep at Key West Theater

Key West Theater 1 Nov 2025

The Brit Pack: The Ultimate British Music Experience

Key West Theater 17 Jan 2026

Live Now Love Now Rock and Roll Red Ball Concert for ALS Awareness

Key West Theater 12 Oct 2025

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 13 Feb 2026

TuTu Tuesday 2025 - Tuesday Night Fever & Our Robot Friends

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

The Reverend Peyton's Big Damn Band

Key West Theater 21 Mar 2026

On Our Way To Paddy's Day Weekend Celebration!

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

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

Rumours ATL: A Fleetwood Mac Tribute

Key West Theater 21 Jan 2026

November's Community Swim

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

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

Key West Theatre 14 Feb 2026

DINNER & A SHOW - TONY BALTIMORE makes you dinner!

Key West Theater 26 Nov 2025

Ann Hampton Callaway - Finding Beauty: Inspired Classics and Originals

Tennessee Williams Theatre 17 Nov 2025

Will Kimbrough at Key West Theater

Key West Theater 31 Oct 2025

Tommy Emmanuel at Key West Theater

Key West Theater 22 Mar 2026

Key West Halloween Drag Brunch Royale

Mangoes Restaurant 19 Oct 2025

Mac McAnally at Key West Theater

Key West Theater 5 Dec 2025

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

The Alamo Key West 21 Nov 2025

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 12 Feb 2026

Scott Kirby- 35 Years of Songs & Stories

Key West Theater 26 Feb 2026

Savannah Brady @ Wellen Park

Wellen Park Florida 6 Nov 2025

Sloppy Joe's Comic Book Cape-ers Party

Sloppy Joe's Bar 20 Oct 2025

December' Community Swim

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

Phil Collins Experience at Key West Theater

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

Bahama Village Goombay Festival

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

Changes In Latitude at Key West Theater

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

Thanksgiving at Four Marlins

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

Golden Girls: The Tribute Show - A Drag Parody

Key West Theater 16 Nov 2025

Savannah Brady @ Wellen Park

Wellen Park Florida 23 Oct 2025

Los Lobos at Key West Theater

Key West Theater 13 Jan 2026

DMTB: The Dave Matthews Tribute Band

Key West Theater 25 Feb 2026

Elton Dan and the Rocket Band at Key West Theater

Key West Theater 12 Nov 2025

TOM PETTY NIGHT!

Green Parrot Bar Key West 11 Nov 2025

Clay Walker in Key West

Country Cruising 29 Oct 2025

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

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 29 Jan 2026

The Dave Matthews Tribute Band

Key West Theater 24 Feb 2026

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 30 Jan 2026

Put-in-Bay Days in Key West 2026

Key West, Florida 11 Feb 2026

Elton Dan and the Rocket Band

Key West Theater 11 Nov 2025

Tanner Usrey in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026

Randy Rogers Band in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026

Sugar Ray in Key West

Key west cruise port 28 Jan 2026

Uncle Lucius in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026

Key West trip with the Barefoot Bay Travelers Club

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

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