Rooted in Charleston. Rolled in Tradition. Charleston’s Newest Cigar and Bourbon Experience is Officially Underway.

CHARLESTON, S.C. (June 18, 2026) – The inaugural Holy City Cigar Festival is underway and resumes this evening with the highly anticipated Oak & Smoke Pairing Experience—the second installment of the four-day event.

The festival kicked off Wednesday evening with the Smoke Session & Mixer, officially welcoming guests to Charleston’s newest cigar lifestyle experience “Rooted in Charleston. Rolled in Tradition.”

Tonight’s Oak & Smoke Experience will bring that vision to life, elevating the cigar and bourbon experience for seasoned enthusiasts and newcomers.

“I’m excited to have Oak & Smoke as part of the lineup,” said Quintin Collins, festival founder and owner of Smokin Rose Speakeasy, who is hosting the experience alongside David White Jr., founder of The Dropping Pin.

Oak & Smoke Sis not a new standalone event at the John Street restaurant, but a premier activation for the festival.

“We’ve been tasked with setting the tone for the festival, and it will be thoughtfully curated with premium execution—just like the perfect cigar,” Collin’s added.

Tickets for tonight’s event can be purchased at https://www.citypapertickets.com/events/184477626/oak-smoke.

While the four-day event is rooted in cigar culture, it is also designed to cultivate community through it’s lineup and include:

Friday, June 19 – (Signature Event) Exclusive Cigar Experience featuring Glen Case (Limited Capacity) & Cut and Light After Party

Saturday, June 20 – Main Event featuring premium cigar activations, VIP experiences, and a Q&A. Plus a Farewell Party at Bourbon and Bubbles.

Tickets for the remaining festival events are available, with select VIP experiences offered in limited quantities. Official host hotel accommodations are provided by Embassy Suites Charleston Historic District.

For tickets, sponsorship opportunities, or additional information, contact Smokinrosellc@gmail.com or visit holycitycigarfestival.com.

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About Holy City Cigar Festival

The Holy City Cigar Festival is Charleston’s newest premier cigar lifestyle event, independently produced by the founders of Smokin Rose Speakeasy. The four-day experience celebrates cigars, bourbon, and Southern culture through curated programming designed to deliver a distinct and elevated festival experience.

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About Holy City Cigar Festival

The Holy City Cigar Festival is Charleston’s newest premier cigar lifestyle event, independently produced by the founders of Smoking Rose Speakeasy. The four-day experience celebrates cigars, bourbon, and Southern culture through curated programming designed to deliver a distinct and elevated festival experience.