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Captain Gregory's Cocktail Bar ·$$$

Hidden behind the Sugar Shack outlet is this chic bar, Captain Gregory's. This bar is known for offering an array of beverages in a casual ambiance. Choose from the regular beers, vodka, gin, whiskey or devour the delicious cocktails crafted for you by their bartenders, you are sure to enjoy your time here. In case you feel hungry, Captain Gregory's offers a range of sandwiches and is known for offering some decadent sugary delights. The lively ambiance and the friendly staff ensure you having a good time whether with your friends or by yourself.

Website: captaingregorys.com

Phone: (571) 281-0059

Cross Streets: Between Madison St and Belle Pre Way

Closed now

  • Thu 5:00 PM - 10:00 PM

804 N Henry St Alexandria, VA 22314 ·142.06 mi

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Amenities

  • Accessible
  • Wifi
  • Smoke-free

Reviews

yelp
4.0 314 reviews
5 star
194 4 star
51 3 star
29 2 star
19 1 star
21
Christopher S. 06/02/26

Super dope space.. .they did a really great job with the remodel. Brandon and the rest of the bar staff know their s*&t so trust them to make you a proper cocktail. Plates were excellent as well....

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Annie F. 02/28/26

Looking for a Caribbean escape right in Old Town? Captain Gregorie's is the spot. Step through the speakeasy entrance and you're met with fun, tropical vibes. We grabbed seats at the bar, where...

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Ha N. 09/22/25

This is gonna be a short one because I was here about 3 wks ago.... I introduced my out-of-town friend to this gem. He loved all the cocktails we had and raved about the food. We had 4 dishes and...

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Zack G. 03/21/26

Speakeasy with a Caribbean/global traveler vibe and delicious cocktails In order to get in you have to pull the flag out front and wait for a host to open the door for you Inside has bar, table,...

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Sophie A. 02/26/26

A hidden gem speakeasy! As soon as we were seated, the bartender quickly tended to us. It was my birthday so we were given complimentary shot size. We ordered the Outcast Society drink, which was...

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