Key West Live Music & Concerts

Browse Hey Key West's current live music event grouping, with dates, venues, and details.

Gulfstream Band — September 2, 2026 · 8:30 PM – 12:30 AM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Stephanie Ryann — September 2, 2026 · 11:30 AM – 3:30 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
The Local Discounts — September 2, 2026 · 4:00 PM – 8:00 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Monthly Ukulele Night — September 2, 2026 · 8:00 PM – 11:00 PM · Green Parrot Bar: The Green Parrot Ukulele Association will hold their monthly meeting with co-hosts Bobby Howard, Wavy Dave, and bassist Bubba Lownote. Following the same format as the previous well-attended, high-spirited shindigs, the meeting will begin with a workshop at 8 p.m. for those just starting out on theinstrument. Basic instruction and chord and song sheets will be provided. At 9 p.m., there will be featured performers, an open mic and a play-along, in no particular order. For those who missed last month’s’s meeting, it was outstanding, with an ever-growing congregation of uke-bearing aficionados in attendance, most of whom crowded the stage for a few nimble and professional sing-along covers of popular songs to wrap up an already lively night. “It is obvious from recent month’s turnouts that there is a serious Key West ukulele scene simmering just below the surface,” said John Vagnoni, Green Parrot manager. “We also see this as a unique way for Key Westers to meet people and make music at the same time.” Dig out that old ukulele from your attic or closet and strum your way into a four-string stupor at Green Parrot Ukulele night, Key West’s only ukulele-powered jam session. Come to just listen or join in. All levels are welcome and remember, spare ukes and instruction are available for those who want to try them out. (Browse group: Live Music)
Jess and Jill Trio — September 3, 2026 · 5:30 PM – 11:00 PM · Green Parrot Bar: Two sets: 5:30-7:00 and 9:00-11:00 Jesse Wagner and Jillian Todd bring us sweet originals and harmonic covers. They won Duo Of The Year at the 2024 Iggies, Key West Music Awards. (Browse group: Live Music)
The Local Discounts — September 3, 2026 · 4:00 PM – 8:00 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Sharese — September 3, 2026 · 11:30 AM – 3:30 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Gulfstream Band — September 3, 2026 · 8:30 PM – 12:30 AM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Gulfstream Band — September 4, 2026 · 8:30 PM – 12:30 AM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
The Local Discounts — September 4, 2026 · 4:00 PM – 8:00 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Just a Few Friends Event feat. Gypsies in the Palace — September 4, 2026 · 11:30 AM – 3:30 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Steeln' Peaches at 5:30, 9:00 & 11:00 — September 4, 2026 · 5:30 PM – 11:59 PM · Green Parrot Bar: Three 90-minute sets: 5:30-7:00, 9:00-10:30, and 11:00-12:30 Steeln' Peaches: an Allman Brothers Revue makes their much anticipated return to the Green Parrot stage. Paying tribute to the founding fathers of Southern rock and Spearheaded by Chuck Magid, whose incorporation of barn-burning lap-steel slide guitar gave the group inspiration for its name, “Steeln' Peaches-The Music of the All man Brothers Band" features some of Florida’s most exciting young musicians with Daniel Heitz, guitar, vocals; Aaron “Bucky” Buckingham, drums, vocals; Glenn Kastrinos, bass, vocals; Colin Fei, keyboards, vocals; and David Vanegas, percussion, vocals. (Browse group: Live Music)
Cliff Cody — September 5, 2026 · 11:30 AM – 3:30 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Just a Few Friends Event feat. Gypsies in the Palace — September 5, 2026 · 4:00 PM – 8:00 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Steeln' Peaches at 5:30, 9:00 & 11:00 — September 5, 2026 · 5:30 PM – 11:59 PM · Green Parrot Bar: Three 90-minute sets: 5:30-7:00, 9:00-10:30, and 11:00-12:30 Steeln' Peaches: an Allman Brothers Revue makes their much anticipated return to the Green Parrot stage. Paying tribute to the founding fathers of Southern rock and Spearheaded by Chuck Magid, whose incorporation of barn-burning lap-steel slide guitar gave the group inspiration for its name, “Steeln' Peaches-The Music of the All man Brothers Band" features some of Florida’s most exciting young musicians with Daniel Heitz, guitar, vocals; Aaron “Bucky” Buckingham, drums, vocals; Glenn Kastrinos, bass, vocals; Colin Fei, keyboards, vocals; and David Vanegas, percussion, vocals. (Browse group: Live Music)
Sunset Celebration — September 5, 2026 · 6:26pm · Mallory Square: Don't miss the Sunset Celebration at Mallory Square, where you can enjoy live music, food vendors, and the breathtaking sunset. (Browse group: Live Music)
Gulfstream Band — September 5, 2026 · 8:30 PM – 12:30 AM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Gulfstream Band — September 6, 2026 · 8:30 PM – 12:30 AM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
The Local Discounts — September 6, 2026 · 4:00 PM – 8:00 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
McKenna Carlson — September 6, 2026 · 11:30 AM – 3:30 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Jess and Jill at 12:00 & 2:00 — September 6, 2026 · 12:00 PM – 4:30 PM · Green Parrot Bar: Two 90-minute sets: 12:00-1:30 and 2:30-4:00 (ish) Jesse Wagner and Jillian Todd bring us sweet originals and harmonic covers. They won Duo Of The Year at the 2024 Iggies, Key West Music Awards. (Browse group: Live Music)
Zack Seemiller — September 7, 2026 · 11:30 AM – 3:30 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Mark King Duo — September 7, 2026 · 4:00 PM – 8:00 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Ivan Duke Band — September 7, 2026 · 8:30 PM – 12:30 AM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Harley Ray — September 8, 2026 · 11:30 AM – 3:30 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Mark King Duo — September 8, 2026 · 4:00 PM – 8:00 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Ivan Duke Band — September 8, 2026 · 8:30 PM – 12:30 AM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Ivan Duke Band — September 9, 2026 · 8:30 PM – 12:30 AM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
MARK's Key West — September 9, 2026: MARK's Key West is a community event that showcases local artists and musicians, promoting creativity and culture in the area. (Browse group: Live Music)
Andy Mauerman — September 9, 2026 · 11:30 AM – 3:30 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Mark King Duo — September 9, 2026 · 4:00 PM – 8:00 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Ivan Duke Band — September 10, 2026 · 8:30 PM – 12:30 AM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Mark King Duo — September 10, 2026 · 4:00 PM – 8:00 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Sharese — September 10, 2026 · 11:30 AM – 3:30 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Elle Haley — September 11, 2026 · 11:30 AM – 3:30 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Mark King Duo — September 11, 2026 · 4:00 PM – 8:00 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Ivan Duke Band — September 11, 2026 · 8:30 PM – 12:30 AM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Tru Phonic at 5:30, 9:00 & 11:00 — September 11, 2026 · 5:30 PM – 11:59 PM · Green Parrot Bar: Three 90-minute sets: 5:30-7:00, 9:00-10:30, and 11:00-12:30 The original music of Jake Salter & a unique group of talented musicians come together in Tru Phonic. Sounds of Jam, Funk, Blues, Rock, Soul, Jazz and Hip-Hop & more can be heard when seeing the band Live or on their Studio Albums. Established in 2017, Tru Phonic includes Multiple veterans in the Central Florida music scene who have worked with many other great bands and musicians in the area. The group has an ever-changing, high-energy live show with high skill-level shown on each instrument, talented vocal harmonies, powerful lyrics & a tight horn section. (Browse group: Live Music)
Harley Ray — September 12, 2026 · 11:30 AM – 3:30 PM · Hog's Breath Saloon: Live music at Hog's Breath Saloon. (Browse group: Live Music)
Tru Phonic at 5:30, 9:00 & 11:00 — September 12, 2026 · 5:30 PM – 11:59 PM · Green Parrot Bar: Three 90-minute sets: 5:30-7:00, 9:00-10:30, and 11:00-12:30 The original music of Jake Salter & a unique group of talented musicians come together in Tru Phonic. Sounds of Jam, Funk, Blues, Rock, Soul, Jazz and Hip-Hop & more can be heard when seeing the band Live or on their Studio Albums. Established in 2017, Tru Phonic includes Multiple veterans in the Central Florida music scene who have worked with many other great bands and musicians in the area. The group has an ever-changing, high-energy live show with high skill-level shown on each instrument, talented vocal harmonies, powerful lyrics & a tight horn section. (Browse group: Live Music)