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

Wednesday, January 22, 2025

7:00 PM

Jockey Jord at Mac's Place

Jan. 22, 2025 - 7 p.m. - 10 p.m.
Mac's Place - 1605 N Roosevelt Blvd, Key West, FL 33040

Magic of Frank Everhart at Schooner Wharf Bar & Grill

Jan. 22, 2025 - 7 p.m. - 11:59 p.m.
Schooner Wharf Bar & Grill - 202 William St, Key West, FL 33040
Frank the magician has been performing at the Schooner Wharf Bar in Key West for 20 years. He inherited his magical abilities from his father, who pioneered the concept of the "Magic Bar" in Chicago in the 40's.

8:00 PM

Andy Sands at Tipsy Rooster Liquor Store and Bar

Jan. 22, 2025 - 8 p.m. - 11 p.m.
Tipsy Rooster Liquor Store and Bar - 1325 Simonton St, Key West, FL 33040

8:30 PM

Landry at Comedy Key West

Jan. 22, 2025 - 8:30 p.m.
Comedy Key West - 218 Whitehead St, Unit 5, Key West, FL 33040
Landry is best recognized for his likable hair, sprouting from charismatic follicles. He is a Canadian born interracial love child whose hybrid existence when mixed with a little dysfunction, makes for a fantastic recipe of comedy goulash. He is the winner of both the Boston Comedy Festival and the World Series of Comedy but none of that matters so long as his mom thinks he's funny. With a smile that lights up a room and a personality to match, there is no telling what great things this young performer will achieve. He most recently released a new special for DryBar Comedy. Hosted by Tom Dustin (Comedy Central, Winner of the Great Canadian Laugh-Off), Comedy Key West presents Landry, who will be performing with Key West local comedians.

9:00 PM

Cliff Cody at Hank's Hair of the Dog Saloon

Jan. 22, 2025 - 9 p.m. - 11:55 p.m.
Hank's Hair of the Dog Saloon - 409 Caroline St, Key West, FL 33040
Cliff Cody, an award-winning country singer-songwriter, brings his powerful voice and relatable storytelling to the forefront of American music. With a working-class sensibility and a knack for blending classic country themes with rock influences, Codys albums, Homegrown and the Billboard-charting A Mess Like Me, showcase his evolution as an artist. Known for captivating performances across iconic stages, including Key Wests Hog's Breath Saloon, and opening for legends like Dwight Yoakam and Ashley McBride, Cody is a celebrated performer and songwriter. Featured on major playlists, television, and festivals, his music continues to resonate, earning accolades and a dedicated following nationwide.