Key West Music Schedule

Live Music in Key West

Upcoming live shows by musicians and entertainers at bars around the island. Join the party! Come see a live performance! View Entertainment Schedule by Time

Tavern N Town

Tavern N Town

Sunday, Apr 19, 2026
  • 5:00 PM - Larry Smith
Two Friends Patio Restaurant & Bar

Two Friends Patio Restaurant & Bar

Sunday, Apr 19, 2026
  • 8:30 AM - Alfonse
  • 5:00 PM - The Shanty Hounds
Alamo Key West

Alamo Key West

Monday, Apr 20, 2026
  • 6:00 PM - Barrett Thomas
Boondocks Grille

Boondocks Grille

Monday, Apr 20, 2026
  • 6:00 PM - Pierce August
Green Parrot Bar

Green Parrot Bar

Monday, Apr 20, 2026
  • 7:00 PM - Bingo for Key West Art & Historical Society
Irish Kevin's

Irish Kevin's

Monday, Apr 20, 2026
  • 11:00 AM - Bradd Shadduck
  • 2:30 PM - Jeff Harris
  • 6:00 PM - NY Pauly
  • 10:00 PM - Mylo O'Maolain
Key West EmPOURium

Key West EmPOURium

Monday, Apr 20, 2026
  • 6:00 PM - Colton Gleghorn
  • 8:00 PM - Karaoke
La Te Da

La Te Da

Monday, Apr 20, 2026
  • 8:00 PM - Gregory James
Mac's Place

Mac's Place

Monday, Apr 20, 2026
  • 4:00 PM - Cliff Cody
Lloyd's Tropical Bike Tour

Lloyd's Tropical Bike Tour

Lloyd's Tropical Bike Tour

Book now!
Sebago Watersports
Air Key West