Live Entertainment Schedule
Live Music Today in Key West
Live bands can be found at all hours of the day at local outdoor bars and restaurants. Check the entertainment schedules for local music venues on and off Duval Street for upcoming live shows by musicians and entertainers around the island. Sing along, dance or simply unwind! View Schedule by Venue
Saturday, February 22, 2025
Circus Mutt at Boondocks Grille
Feb. 22, 2025 - 11:30 a.m. - 2:30 p.m.
Boondocks Grille - 27205 Overseas Hwy, Ramrod Key, FL 33042
Andy Mauerman at Hog's Breath Saloon
Feb. 22, 2025 - noon - 4 p.m.
Hog's Breath Saloon - 400 Front St, Key West, FL 33040
Coconut Koalas at Mac's Place
Feb. 22, 2025 - noon - 4 p.m.
Mac's Place - 1605 N Roosevelt Blvd, Key West, FL 33040
Marjorie Lee at Hank's Hair of the Dog Saloon
Feb. 22, 2025 - noon - 3 p.m.
Hank's Hair of the Dog Saloon - 409 Caroline St, Key West, FL 33040
Nick Brownwell at Schooner Wharf Bar & Grill
Feb. 22, 2025 - noon - 5 p.m.
Schooner Wharf Bar & Grill - 202 William St, Key West, FL 33040
Ross Brown at Sloppy Joe's Bar
Feb. 22, 2025 - noon
Sloppy Joe's Bar - 201 Duval St, Key West, FL 33040
Big Daddy Rich at Lagerheads Beach Bar & Watersports
Feb. 22, 2025 - 1 p.m. - 4 p.m.
Lagerheads Beach Bar & Watersports - 0 Simonton St, Key West, FL 33040
Big Daddy Rich is a professional musician who has been playing music his entire life. He started out playing drums in high-profile musical outfits in western New York and quickly moved on to playing guitar, bass, piano, and other instruments. Rich also owned one of the greatest independent music stores in the U.S. that has taught musicians who make their home and careers in Nashville, Boston, New York, and Key West. Music is his life and he loves to share it with others through his live performances. Big Daddy Rich is a consummate performer who always puts on a fun, energetic, and entertaining show. He has the musical ability to play for a variety of audiences and is also the Music Director at several venues and hotels in Key West. If you're looking for a musician or booking services for an event, Big Daddy Rich is your one-stop shop.
Luke Berces at Tipsy Rooster Liquor Store and Bar
Feb. 22, 2025 - 2 p.m. - 5 p.m.
Tipsy Rooster Liquor Store and Bar - 1325 Simonton St, Key West, FL 33040
NY Pauly at Irish Kevin's
Feb. 22, 2025 - 2:30 p.m. - 6:30 p.m.
Irish Kevin's - 211 Duval St, Key West, FL 33040
Jerrico Rockabily Dúo at Hank's Hair of the Dog Saloon
Feb. 22, 2025 - 3:30 p.m. - 5:30 p.m.
Hank's Hair of the Dog Saloon - 409 Caroline St, Key West, FL 33040
Andy Westcott Duo at Hog's Breath Saloon
Feb. 22, 2025 - 4:30 p.m. - 8:30 p.m.
Hog's Breath Saloon - 400 Front St, Key West, FL 33040
Larry Smith at Tavern N Town
Feb. 22, 2025 - 5 p.m. - 9 p.m.
Tavern N Town - 3841 N. Roosevelt Blvd, Key West, FL 33040
Larry Smith has built an extraordinary career in music, excelling in performance, songwriting, and production. A Pennsylvania native, Larry began playing piano at age four and professionally performed on clarinet by 12. Rising to national prominence with Don Kirshner, he later co-wrote and arranged critically acclaimed tracks for The Allen Harris Band under Columbias Tappan Zee label, collaborating with legends like Michael Brecker and Hubert Laws. Now based in Key West for over 20 years, Larry produces the renowned Larry Smith Sunday Showcase Series, featuring top talent from across the globe. He continues to compose, perform, and record with passion.