Coming Fall 2026!
A little class.
A little sass.
A lot of wine.
A cozy, tucked-away wine bar with speakeasy charm and a warm, unpretentious vibe.
Come as you are. Linger as long as you like.
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Coming Fall 2026!
A cozy, tucked-away wine bar with speakeasy charm and a warm, unpretentious vibe.
Come as you are. Linger as long as you like.
What's Happening
No pretense, no pressure. Jessica and Nikki lead an intimate, beginner-friendly intro to wine — how to taste it, talk about it, and love it. Limited seats keep it personal.
Ticketed · Per PersonSolo and duo acts fill the room with the kind of music that makes a glass of wine taste better. No cover — just come as you are and stay as long as you like.
Free EntryWe bring in one of our favorite small-production winemakers or local artisans to share their story. Cross-promotion, good wine, and real conversation.
Ticketed · Per PersonDuring select events, every glass helps support a rotating local charity. Because great wine is even better when it gives back!
Free Entry
Your Special Occasion
Birthdays, bachelorettes, corporate nights out, and everything worth celebrating — Vintage Sister's intimate speakeasy vibe makes every private event feel like a well-kept secret. Jessica and Nikki handle the details so you can enjoy the moment.
Meet Jessica & Nikki
"Wine without the fuss — thoughtfully curated, warmly poured and full of heart."
Vintage Sister is a sister-owned wine bar tucked away in Largo, Florida. We built it on a simple belief: wine should feel like a love story, not a fuss. Our carefully curated list features unique, delicious bottles you won't find on store shelves — wines with character, heart, and stories worth sharing.
Jessica brings 15+ years in wine sales, hospitality, and tasting room management — including two and a half years at Cooper's Hawk Winery & Restaurant, where she lived and breathed wine and earned her Level 1 Sommelier certification. Nikki brings an MBA and 15+ years in client relations and event management with the Jacksonville Jaguars and Tampa Bay Buccaneers, alongside a deep personal passion for wine and connection.
Together, we created the place we always wished existed: warm, welcoming, a little unexpected — and built for everyone from the seasoned sipper to the curious first-timer. Whether you stop in for a quick glass after work or settle in for the whole evening, this is your corner.
Coming Soon
We'll post our hours here as soon as they're set.
Thank you — we'll be in touch soon! 🍷