Key West Live Music Events

Mac McAnally in Key West

Key West Theater 5 Dec 2025

Key West Lighted Boat Parade 🎄

631 Greene St, Key West, FL, United States, Florida 33040 13 Dec 2025

Mac McAnally at Key West Theater

Key West Theater 5 Dec 2025

This Blows - Season 2

Key West Theater 21 Nov 2025

Mac McAnally in Key West

Key West Theater 6 Dec 2025

Caffeine Carl Fest-Smokin Tuna Throwback

218 Duval St, Key West, FL 33040-6569, United States 21 Nov 2025

Crystal Gayle at Key West Theater

Key West Theater 22 Nov 2025

Mango Tree Troubadours LIVE at Sunset Lounge Bar & Grill

Sunset Lounge Sigsbee 22 Nov 2025

DINNER & A SHOW - TONY BALTIMORE makes you dinner!

Key West Theater 26 Nov 2025

12th Annual POSH

Audubon House and Tropical Gardens 4 Dec 2025

Circus Mutt at The Alamo!

The Alamo Key West 20 Nov 2025

Mac McAnally in Key West

Key West Theater 4 Dec 2025

Sharese Nicole LIVE at Sunset Lounge Bar & Grill

Sunset Lounge Sigsbee 12 Dec 2025

This Blows: A Musical Comedy Show that Doesn’t Suck!

Key West Theater 22 Nov 2025

Terri White,Larry Baeder & Friends!!!

803 Emma St, Key West, FL 4 Dec 2025

🎤🎵Monday Night Jazz Jams 🎶🎤🎼🌴

803 Emma St, Key West, FL 24 Nov 2025

Key West Gardens 70th Anniversary Gala

Key West Garden Club 3 Dec 2025

Key West Theater Welcomes The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers

Key West Theater 29 Nov 2025

Changes In Latitude at Key West Theater

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

Peter Mayer & Friends- Album Release: Songs & Stories from the 12 Volt Man (7PM)

Key West Theater 17 Jan 2026

Mac McAnally – Key West

Mac McAnally – Key West, FL – December 6, 2025 6 Dec 2025

Thanksgiving at Four Marlins

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

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

The Alamo Key West 21 Nov 2025

Giving Tuesday with Last Stand

The Gardens Hotel Key West Florida 2 Dec 2025

December' Community Swim

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

Graham Nash- Live on Tour 2026

Key West Theater 26 Apr 2026

THE QUEENS OF COUNTRY: PATSY! DOLLY! LORETTA!

319 Duval Street, Rear, 33040 7 Jan 2026

Christmas Dining at Four Marlins

1435 Simonton St, Key West, FL 33040 24 Dec 2025

New Year's Eve at Four Marlins

1435 Simonton St, Key West, FL 33040 31 Dec 2025

The Reverend Peyton's Big Damn Band

Key West Theater 21 Mar 2026

The Brit Pack: The Ultimate British Music Experience

Key West Theater 17 Jan 2026

Tim Palmieri & Friends at The Green Parrot

The Green Parrot 12 Dec 2025

Rumours ATL: A Fleetwood Mac Tribute

Key West Theater 21 Jan 2026

An Evening Aglow: A Candlelight Christmas with Marjory Lee

Key West Theatre 16 Dec 2025

Bougie Afternoon Tea

319 Duval St, Key West, FL 17 Jan 2026

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

Key West Theatre 14 Feb 2026

Camp MicroPARTY

533 Eaton St, Key West, FL, United States, Florida 33040 30 Dec 2025

Phil Collins Experience at Key West Theater

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

Los Lobos at Key West Theater

Key West Theater 13 Jan 2026

Vienna Boys Choir at Tennessee Williams Theatre

Tennessee Williams Theatre 5 Feb 2026

Key West New Year's Eve Sunset Cruise 🥂

631 Greene St, Key West, FL, United States, Florida 33040 31 Dec 2025

DMTB: The Dave Matthews Tribute Band

Key West Theater 25 Feb 2026

Put-in-Bay Days in Key West 2026

Key West, Florida 11 Feb 2026

Silverada in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026

Key West End of Prohibition Celebration

201 Duval Street, Key West, FL, United States, Florida 33040 3 Dec 2025

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 29 Jan 2026

The Expanding Man - Tribute To Steely Dan

Key West Theater 13 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

Femmes of Rock

Key West Theater 9 Dec 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

Sugar Ray @ Key west cruise port in Key West

Key west cruise port 28 Jan 2026