Friday, November 28
Black Flyday Weekend (Market & Music) | 12 PM–5 PM | Firefly Distillery | Firefly’s two‑day market kicks off with local vendors, half‑priced Firefly tastings and merchandise, food trucks and live music by Derek Cribb.
Folly Pirates Over 40 – A Tribute to Jimmy Buffett | 6 PM | The Charleston Pour House (deck) | Jimmy Buffett tribute with two sunset sets; doors at 5 PM and general admission $15.
Bubba and Dale | 2 PM–5 PM | Henry’s On The Market (patio) | Country/Top‑40 duo playing upbeat covers.
Joe Clarke Trio | 7:30 PM | Forte Jazz Lounge | Lounge owner Joe Clarke leads John Kennedy and Josh Hoover through jazz standards influenced by Sinatra and Nat King Cole.
Zach Quillen | 7 PM–10 PM | Henry’s On The Market (Anson Lounge) | Singer‑songwriter plays eclectic covers.
Toubab Krewe + Funk You | 9 PM–1:30 AM | The Charleston Pour House (inside) | Asheville’s Toubab Krewe fuses rock, African traditions and jam sensibilities while Augusta’s eight‑piece Funk You supplies vintage/modern funk.
The Six Foot Tide | 9 PM | The Windjammer (inside stage) | Americana/indie‑rock/country band blending covers and high‑energy originals; 21+, tickets $10.
Little Bird Presents: Jay Hurt VI with Lost Coop & DJ Poppa Balloon | 9 PM–2 AM | The Royal American | Emerging artist Jay Hurt hosts a late‑night showcase with openers Lost Coop and DJ Poppa Balloon.
Joe Fisher | 9:30 PM–12:30 AM | Henry’s On The Market (Anson Lounge) | Guitarist/singer delivering classic rock covers.
We Are Family | 10 PM–1 AM | Henry’s On The Market (Music Hall) | Party band playing Motown, R&B and disco classics.
Loren Griste | 10 PM–1 AM | Henry’s On The Market (Whiskey Room) | Acoustic singer‑songwriter set.
Bender Funk | 10 PM–1 AM | Henry’s On The Market (stage) | Funk outfit lays down groove‑heavy hits.
Prohibition Fridays – DJ Jerry Feels Good & Friends | 10 PM–2 AM | Prohibition Charleston | Local DJ Jerry Feels Good spins an eclectic mix with special guests for a 21+ dance party.
Saturday, November 29
Black Flyday Weekend (Market & Music) | 12 PM–5 PM | Firefly Distillery | Day two features rivalry games on TV, a lowcountry boil, Christmas tree sale and live music by Brandon Simmons.
Joe Fisher | 2 PM–5 PM | Henry’s On The Market (patio) | Afternoon acoustic set of classic rock favorites.
Josh Roberts and the Hinges | 6 PM–9 PM | The Charleston Pour House (deck) | Beloved local rock ’n’ roll band with dynamic music and poetic lyrics; doors at 5 PM.
Molly Durnin | 6 PM–9 PM | Henry’s On The Market (Anson Lounge) | Singer‑songwriter mixes folk and pop.
Art Blakey & The Jazz Messengers – A Tribute | 7 PM | Forte Jazz Lounge | All‑star ensemble led by Abdiel Iriarte channels the hard‑bop spirit of Art Blakey with soulful improvisations.
Charlton Singleton’s Holiday Spectacular | 8 PM | Charleston Music Hall | Grammy‑winning trumpeter Charlton Singleton and vocalist Quiana Parler lead an all‑star band through jazz‑soul renditions of holiday classics.
Drivin N Cryin w/ Dallas Tetnus | 8:30 PM | The Charleston Pour House (inside) | Atlanta folk‑rock outfit celebrates its 35th anniversary with high‑energy originals; doors at 7:30 PM.
Art Blakey & The Jazz Messengers – A Tribute (late show) | 9:30 PM | Forte Jazz Lounge | Second set of the Art Blakey tribute featuring improvisational fireworks.
Lola Grace | 9:30 PM–12:30 AM | Henry’s On The Market (Anson Lounge) | Indie‑folk singer with soulful vocals.
Little Bird Presents: Jay Hurt VI with Chris Wilcox & DJ Poppa Balloon | 9 PM–2 AM | The Royal American | Night two of Jay Hurt’s showcase features vocalist Chris Wilcox plus DJ Poppa Balloon.
Mocha Latte | 10 PM–1 AM | Henry’s On The Market (Music Hall) | High‑energy dance band playing pop and R&B hits.
Chris Williams | 10 PM–1 AM | Henry’s On The Market (Whiskey Room) | Bluesy guitar and soulful vocals.
Keidre | 10 PM–1 AM | Henry’s On The Market (stage) | Up‑and‑coming singer brings her powerful voice to Henry’s stage.
Prohibition Saturdays – DJ Dayz | 10 PM–2 AM | Prohibition Charleston | Rotating DJ series continues with DJ Dayz spinning funk, hip‑hop and house grooves.
Sunday, November 30
Sunday Brunch with New Ghost Town | 11 AM–2 PM | Prohibition Charleston | Bluegrass band New Ghost Town soundtracks brunch during the Sippin’ Santa pop‑up.
Holiday Market at Sippin’ Santa | 12 PM–3 PM | Prohibition Charleston | Shop local vendors, sip tiki‑inspired cocktails, take photos with Santa, enjoy milk & cookies and hear more bluegrass at this winter‑wonderland market.
Joe Fisher | 2 PM–5 PM | Henry’s On The Market (patio) | Acoustic classic rock set to ease into Sunday.
Motown Throwdown | 1:30 PM–5 PM | The Charleston Pour House (deck) | Sunday tradition featuring Motown hits by a rotating group of local musicians; $5 entry supports the band.
Rise Up Jamaica: Reggae Relief Concert | 7:30 PM | The Charleston Pour House (inside) | Benefit concert with Well Charged, Mystic Vibrations and The Dubplates raising funds for Jamaican relief organizations.
Gracious Day | 9:30 PM–12:30 AM | Henry’s On The Market (stage) | Late‑night house band closes the weekend with southern rock and soulful vocals.
Prohibition Sundays – DJ Pep in Yo Stepp | 10 PM | Prohibition Charleston | DJ Pep keeps the party going with eclectic beats late into the night.
