Captain Gregory’s

A bartender uses a torch to add a finishing touch to a cocktail at a dimly lit bar, with green lights and bar tools visible in the background.

A bartender uses a torch to light a garnish over a cocktail in a dimly lit bar, with bottles blurred in the background and a lit candle on the wooden counter nearby.

A yellow-orange drink in a glass with a pink striped straw, surrounded by thick swirling white smoke, possibly from dry ice. A cluster of small white flowers is visible on the right side.

A gourmet dish with a quenelle of cream, red caviar, microgreens, and garnishes on a white plate, next to a peach-colored drink and crispy snacks on a rustic wooden table.

A red dish filled with food sits on a wooden table next to a bright orange cocktail in a coupe glass, garnished with herbs. The background is softly blurred.

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Captain Gregory’s serves handcrafted cocktails and donut-inspired bites behind a secret sliding door in the Sugar Shack – in true speakeasy tradition. The speakeasy is a nod to both Alexandria’s history as a port city and to the legendary ship captain who converted his mother’s hazelnut-filled pastries into donuts when he stuck them on the spoke of his steering wheel (or so the nautical tale goes).

The sweetly secretive spot features seaport-inspired décor, including a boat made by the Alexandria Seaport Foundation. You must be 21 year or older to enter, although Captain Gregory’s does offer non-alcoholic beverages. Rumor has it that when the nautical flag for “out of rum” is flying, you can slip back into Captain Gregory’s to bring your night to an extra-sweet close. But it’s recommended to plan ahead and make reservations online.

Accommodates: No private spaces; Buyout only for groups to 24.