(410) 990-1144

About Us

Family Owned. Family Operated.

The Backstory

Brian and Lisa Bolter

With a simple Annapolis storefront in 2011 this husband-wife team threw open the doors to the first of their three Maryland restaurants.

Brian Bolter was a Washington, DC news anchor. Lisa Bolter spent years in television news and public relations. Together they created Red Red Wine Bar. A life altering decision to be the change they want to see in the wine world, giving a voice to the wine disenfranchised. As storytellers by trade, Brian and Lisa firmly believe the more you know about someone the more likely you are to embrace them. That’s especially true with wine. Their core mission is to connect you to the stories, quirks, the magic inside every bottle. Every single label at Red Red Wine Bar has its own unique, personalized tasting note. A way to “get” what’s inside without knowing one thing about the varietal, the region or even wine, period.

Brian is the Beverage Director. Lisa is your guide through this one stop gastronomical destination. The 35+ wines by the glass and 120+ bottles pair perfectly with her elevated gourmet menu. Think of it as Maryland coastal meets California gourmet with a touch of New Orleans gluttony. The Red Red Wine Bar philosophy is simple. Buy local, support local musicians, artists, style, innovation and the creative community.

Guests dining beside the tufted red velvet banquette in the Red Red Wine Bar dining room The bar’s back wall of salvaged vintage doors above shelves of liquor bottles Seared scallops with pesto over pearl couscous, quinoa and vegetables A flight of three white and rosé wines in a carrier on the bar A Cuban pressed sandwich cut in half, showing ham, pulled pork and pickles A table set with a stone-fired pizza, a wine flight, a cocktail and small plates Pear Prosciutto stone-fired pizza topped with fresh arugula A flight of three red wines in front of their bottles at the bar A stone-fired pizza, three glasses of wine, a cocktail and small plates on a wooden table Baja Chicken salad with grilled chicken, tomatoes, cheese and crispy tortilla strips A cheese board with bread, dried apricots and sliced apple beside a bottle of Châteauneuf-du-Pape Crab Benedict with hollandaise on toast, with roasted breakfast potatoes Beignets being dusted with powdered sugar A brunch sandwich topped with melted cheese and a fried egg, with roasted potatoes Bacon-wrapped shrimp over shaved Brussels sprouts with a glass and bottle of white wine A cheese plate with crackers, walnuts, dried cranberries and red pepper spread A bartender torching the foam on a cocktail beside a lemon A salad and a glass of white wine in front of the wine rack The Gus stone-fired pizza with pepperoni, Italian sausage and ham A stone-fired pizza, a draft beer and a salad on a red table A red cocktail with a sugared rim and a sprig of rosemary The Red Red Wine Burger with bacon and arugula, served with roasted potatoes Red Red Wine Bar’s brick storefront on Main Street, with diners at sidewalk tables Dressing being poured over a Seafood Cobb salad, with a glass of white wine Seafood Cobb salad with shrimp, crab, avocado, egg, bacon, corn and tomatoes A stone-fired pizza, a Cobb salad and a glass of white wine, seen from above A stone-fired pizza with mushrooms, pineapple, jalapeños and red onion, with a glass of red wine A stone-fired pizza with pico and a cream drizzle, a cocktail and white wine in front of the wine rack A bowl topped with fresh pico de gallo and lime, with a glass of white wine A burger with bacon and arugula on a toasted brioche bun Sliced steak with green beans and roasted cauliflower, with a glass of red wine Sliced grilled steak over a salad with blueberries, feta and crispy onions