Monday, February 9, 2026

No events on this day.

Tuesday, February 10, 2026

No events on this day.

Wednesday, February 11, 2026

No events on this day.

Thursday, February 12, 2026

• February 12, 2026 12:00 pm - 5:00 pm

  Ross Brown at Schooner Wharf Bar

February 12 @ 12:00 pm - 5:00 pm
Ross Brown at Schooner Wharf Bar
Experience the captivating live performance of musician Ross Brown at the iconic Schooner Wharf Bar in Key West's Seaport. Enjoy his soulful melodies in a…
Free
• February 12, 2026 6:30 pm - 10:30 pm

  Nick Brownell at Schooner Wharf Bar

February 12 @ 6:30 pm - 10:30 pm
Nick Brownell at Schooner Wharf Bar
Nick Brownell enchants audiences at Schooner Wharf Bar with his captivating musical performances. Nestled in Key West's historic seaport, this open-air venue is the perfect…
Free
• February 12, 2026 7:00 pm - 9:00 pm

  Catch The Mania Trivia at Brady’s Pub

February 12 @ 7:00 pm - 9:00 pm
Catch The Mania Trivia at Brady’s Pub
Join us at Brady's Pub for Catch The Mania Trivia, hosted by an enigmatic entertainer who promises a night of fun and excitement. Dive into…
Free
• February 12, 2026 7:00 pm - 11:59 pm

  Magic Of Frank Everhart at Schooner Wharf Bar

February 12 @ 7:00 pm - 11:59 pm
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar. Renowned for his captivating performances, Frank seamlessly blends illusion and charm, leaving audiences spellbound.…
Free

Friday, February 13, 2026

• February 13, 2026 12:00 pm - 5:00 pm

  Tony Baltimore at Schooner Wharf Bar

February 13 @ 12:00 pm - 5:00 pm
Tony Baltimore at Schooner Wharf Bar
Experience the captivating rhythms of Tony Baltimore at the Schooner Wharf Bar in Key West. Known for his dynamic performances, Tony enchants audiences with his…
Free
• February 13, 2026 2:00 pm - 6:00 pm

  Jessie Cotton Stone at The Bull & Whistle Bar

February 13 @ 2:00 pm - 6:00 pm
Jessie Cotton Stone at The Bull & Whistle Bar
Experience the electrifying performance of Jessie Cotton Stone at The Bull & Whistle Bar in Key West. Known for his soulful melodies and dynamic stage…
Free
• February 13, 2026 5:00 pm - 8:00 pm

  Barrett Thomas at Hank’s Hair of the Dog Saloon

February 13 @ 5:00 pm - 8:00 pm
Barrett Thomas at Hank’s Hair of the Dog Saloon
Experience the captivating performance of musician Barrett Thomas at Hank's Hair of the Dog Saloon in Key West. Known for his engaging live music, Barrett's…
Free
• February 13, 2026 6:30 pm - 11:30 pm

  Skidaddles Band at Schooner Wharf Bar

February 13 @ 6:30 pm - 11:30 pm
Skidaddles Band at Schooner Wharf Bar
Experience the vibrant sounds of the Skidaddles Band at the iconic Schooner Wharf Bar in Key West. Known for their energetic performances, they bring a…
Free
• February 13, 2026 7:00 pm - 11:59 pm

  Magic Of Frank Everhart at Schooner Wharf Bar

February 13 @ 7:00 pm - 11:59 pm
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the mesmerizing Magic of Frank Everhart at Schooner Wharf Bar, where this talented magician captivates audiences with his spellbinding performances. Set against the backdrop…
Free
• February 13, 2026 9:00 pm - 11:55 pm

  Victoria Leigh at Hank’s Hair of the Dog Saloon

February 13 @ 9:00 pm - 11:55 pm
Victoria Leigh at Hank’s Hair of the Dog Saloon
Victoria Leigh captivates audiences at Hank's Hair of the Dog Saloon with her mesmerizing musical performances. Known for her soulful voice and vibrant stage presence,…
Free

Saturday, February 14, 2026

• February 14, 2026 12:00 pm - 5:00 pm

  Nick Brownell at Schooner Wharf Bar

February 14 @ 12:00 pm - 5:00 pm
Nick Brownell at Schooner Wharf Bar
Nick Brownell brings his musical talents to the Schooner Wharf Bar, captivating audiences with his lively performances amidst the picturesque surroundings of Key West's Seaport.…
Free
• February 14, 2026 12:00 pm - 3:00 pm

  Marjorie Lee at Hank’s Hair of the Dog Saloon

February 14 @ 12:00 pm - 3:00 pm
Marjorie Lee at Hank’s Hair of the Dog Saloon
Marjorie Lee enchants audiences at Hank's Hair of the Dog Saloon with her captivating musical performances. Known for her soulful voice and dynamic stage presence,…
Free
• February 14, 2026 2:00 pm - 6:00 pm

  Derek Dunbar at The Bull & Whistle Bar

February 14 @ 2:00 pm - 6:00 pm
Derek Dunbar at The Bull & Whistle Bar
Experience the captivating musical talents of Derek Dunbar at The Bull & Whistle Bar in Key West’s vibrant Old Town. Known for his electrifying performances,…
Free
• February 14, 2026 3:30 pm - 5:30 pm

  Eric Ripper at Hank’s Hair of the Dog Saloon

February 14 @ 3:30 pm - 5:30 pm
Eric Ripper at Hank’s Hair of the Dog Saloon
Experience the electrifying performance of Eric Ripper at Hank's Hair of the Dog Saloon, a lively hotspot in Key West. As a captivating musician, Eric…
Free
• February 14, 2026 6:30 pm - 11:30 pm

  Adrienne Z Band at Schooner Wharf Bar

February 14 @ 6:30 pm - 11:30 pm
Adrienne Z Band at Schooner Wharf Bar
Experience the captivating performance of the Adrienne Z Band at Key West's iconic Schooner Wharf Bar. Known for their soulful sound and dynamic stage presence,…
Free
• February 14, 2026 7:00 pm - 11:59 pm

  Magic Of Frank Everhart at Schooner Wharf Bar

February 14 @ 7:00 pm - 11:59 pm
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the mesmerizing Magic of Frank Everhart at the iconic Schooner Wharf Bar. Known for his captivating performances, Everhart enchants audiences in a laid-back, open-air…
Free
• February 14, 2026 9:00 pm - 11:45 pm

  Aaron Hudgins and Pierce August at Hank’s Hair of the Dog Saloon

February 14 @ 9:00 pm - 11:45 pm
Aaron Hudgins and Pierce August at Hank’s Hair of the Dog Saloon
Aaron Hudgins energizes Hank's Hair of the Dog Saloon in Key West with his captivating musical performances, setting the stage for an unforgettable evening. This…
Free

Sunday, February 15, 2026

• February 15, 2026 12:00 pm - 5:00 pm

  Mylo O’maolain at Schooner Wharf Bar

February 15 @ 12:00 pm - 5:00 pm
Mylo O’maolain at Schooner Wharf Bar
Experience the captivating sounds of Mylo O'Maolain at Schooner Wharf Bar, a lively open-air venue in Key West. Known for his dynamic performances, Mylo enchants…
Free
• February 15, 2026 1:00 pm - 4:00 pm

  Sid Ordoyne at Hank’s Hair of the Dog Saloon

February 15 @ 1:00 pm - 4:00 pm
Sid Ordoyne at Hank’s Hair of the Dog Saloon
Sid Ordoyne brings his captivating musical talent to Hank's Hair of the Dog Saloon, enchanting guests with his soulful performances. Set in the vibrant ambiance…
Free
• February 15, 2026 2:00 pm - 6:00 pm

  David Warren at The Bull & Whistle Bar

February 15 @ 2:00 pm - 6:00 pm
David Warren at The Bull & Whistle Bar
David Warren brings his dynamic musical talents to The Bull & Whistle Bar, a vibrant nightlife spot in Key West’s Old Town. Known for his…
Free
• February 15, 2026 5:00 pm - 7:00 pm

  QMitch Drag Queen Bingo at 22&Co

February 15 @ 5:00 pm - 7:00 pm
QMitch Drag Queen Bingo at 22&Co
Experience an unforgettable night with QMitch Drag Queen Bingo at 22&Co in Old Town Key West. Renowned for dazzling performances and unmatched charisma, QMitch transforms…
Free
• February 15, 2026 5:00 pm - 8:00 pm

  Pierce August at Hank’s Hair of the Dog Saloon

February 15 @ 5:00 pm - 8:00 pm
Pierce August at Hank’s Hair of the Dog Saloon
Experience the captivating performance of Pierce August at Hank's Hair of the Dog Saloon, Key West's vibrant nightlife gem. Known for delivering unforgettable live music,…
Free
• February 15, 2026 6:30 pm - 10:30 pm

  Meghan Barter at Schooner Wharf Bar

February 15 @ 6:30 pm - 10:30 pm
Meghan Barter at Schooner Wharf Bar
Meghan Barter, a captivating musician, brings her vibrant energy and soulful tunes to the Schooner Wharf Bar in Key West's historic seaport. Her performances at…
Free
• February 15, 2026 8:00 pm - 11:59 pm

  Magic Of Frank Everhart at Schooner Wharf Bar

February 15 @ 8:00 pm - 11:59 pm
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the mesmerizing Magic of Frank Everhart at the Schooner Wharf Bar in Key West. Known for his captivating illusions and engaging personality, Everhart brings…
Free