Name: Mylo O’maolain at Schooner Wharf Bar
Start: 2026-01-18T12:00:00-05:00
End: 2026-01-18T17:00:00-05:00

January 2026
Elle Haley ~ Rick’s Bar Downstairs Stage at Rick’s Entertainment Complex

January 17 @ 8:00 pm - 11:59 pm

Experience the captivating sounds of Elle Haley at Rick's Bar Downstairs Stage in Rick's Entertainment Complex. Nestled in the vibrant heart of Old Town Key…

Free
Brendan Sagalow at Comedy Key West

January 17 @ 8:30 pm - 10:30 pm

New York City-based comedian Brendan Sagalow captivates audiences with his bold social observations and sharp self-deprecation. Celebrated for his viral debut special Thin Lips on…

$30
Mike Veccione at Comedy Key West

January 17 @ 8:30 pm - 10:30 pm

Catch the hilarious Mike Vecchione at Comedy Key West for an unforgettable night of comedy. A seasoned New York City comedian with over 20 years…
Brendan Sagalow at Comedy Key West

January 17 @ 8:30 pm - 10:30 pm

New York City-based comedian Brendan Sagalow captivates audiences with his bold social observations and sharp self-deprecation. Celebrated for his viral debut special Thin Lips on…

$30
Mike Veccione at Comedy Key West

January 17 @ 8:30 pm - 10:30 pm

Catch the hilarious Mike Vecchione at Comedy Key West for an unforgettable night of comedy. A seasoned New York City comedian with over 20 years…
DURTBAGS ~ Durty Harry’s Stage at Rick’s Entertainment Complex

January 17 @ 9:00 pm - January 18 @ 3:00 am

Experience the electrifying energy of The Durtbags, Key West's premier party rock band, as they ignite the stage at Durty Harry’s inside Rick’s Entertainment Complex.…

Free
DJ Duke ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex

January 17 @ 9:00 pm - January 18 @ 4:00 am

Experience an electrifying night with DJ Duke at Rick's Bar, located in Rick's Entertainment Complex in Key West. As the heartbeat of the vibrant nightlife,…

Free
Super Nash Bros at Sloppy Joe’s Bar

January 17 @ 10:00 pm - 11:59 pm

Experience the electrifying Super Nash Bros at Sloppy Joe's Bar, a historic Key West landmark since 1937. Known for their dynamic performances, the Super Nash…

Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex

January 17 @ 11:59 pm - January 18 @ 4:00 am

Enjoy an unforgettable evening with Jason at Rick's Bar, nestled in the bustling Rick’s Entertainment Complex in Old Town Key West. Known for his infectious…

Free
Chris Thomas at Sloppy Joe’s Bar

January 18 @ 10:00 am - 11:45 am

Renowned musician Chris Thomas brings his vibrant energy to Sloppy Joe's Bar, a legendary Key West venue. Known for his captivating performances, Chris electrifies the…

Free
John LaMere at Sloppy Joe’s Bar

January 18 @ 12:00 pm - 4:45 pm

John LaMere has been captivating audiences at Sloppy Joe's Bar since 2011. A charismatic musician with a diverse song repertoire, he thrives in engaging the…

Free
Mylo O’maolain at Schooner Wharf Bar

January 18 @ 12:00 pm - 5:00 pm

Mylo O'Maolain captivates audiences at Key West's Schooner Wharf Bar with his soulful tunes and vibrant energy. As a local favorite, Mylo's performances are a…

Free

January 2026