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Captain Gregory's

4.2 (314 reviews)
Closed • Closed

By appointment only

Captain Gregory's Photos

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CAPTAIN GREGORY'S ATMOSPHERE

What's the vibe?
Hipster
Intimate
Quiet

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Recommended Reviews - Captain Gregory's

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Inside
Sophie A.

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 a light, refreshing drink similar to a pina colada and The Huntress drink, which was a smoky, bold drink. Both were great! I loved the vibe of the place and hope to come back again.

Puria D.

The best speakeasy in the DMV!! Made a reso on a Thursday evening and quickly figured out the entry situation. Staff was super friendly, ambiance was top notch and the drinks were phenomenal!! Drew the bartender made the experience by recommending drinks and appetizers and was very thorough. Provided an explanation of the seasonal menu along with his favorites. The drinks he recommended were all delicious and strong. For appetizers we ordered the tempura cauliflower and duck fat chicken wings which were both delectable. Can't wait to return bc the drinks, food and service were top tier!!

Kelsi G.

This was a fun speakeasy! The bartenders were really friendly and fun to talk to. It was open enough to not feel cramped as well. The chips with pickle dip were sooo good!

Pork belly
Chandler D.

My husband and I absolutely love this speakeasy!! Located in Old Town, Alexandria, reservations to Captain Gregory's is HIGHLY recommended as it is a small speakeasy. With a reservation you are guaranteed 2hrs! This place is a cozy little spot! They have a nice amount of small bites to choose from that you can share amongst your group and a nice seasonal selection of cocktails that are absolutely delicious! For food we ordered the deviled eggs, pork belly and the crab cake. To drink I ordered The Banana Stand, Purple Honeysuckle and Nectar of the Gods.

Ash E.

Great speak easy. Great service. Drinks were top tier! We can't wait to come back. Decor is so cute and themed. We loved the Christmas decor they added too!

Mocktail
Nichole B.

Everything! Friendly staff. Amazing food & beverage list. My sister and I enjoyed the secret door entry way too.

Welcome sign
Brandi B.

I throughly enjoyed my experience at Captain Gregory's Christmas in the Keys! The speakeasy concept is very unique. Upon entering, you pull the flag, and you're greeted by one of the servers. We didn't make a reservation but were able to get seated on an early Saturday evening. The majority of the drinks were rum based with a few bourbon options on this rotating menu. The service was great and so were the drinks. I will definitely be back! Another Old Town Alexandria gem!

Brittney S.

Absolutely loved my experience at Captain Gregory's. My friend was visiting town and had never been to a speakeasy. When we pulled up to park outside she mentioned that the place looked closed. I love the fun of a hidden bar and would say Captain Gregory's knocked it out the park. When we entered, the signs and posters make it look like they're a tour company selling excursions. Once we followed the instructions to enter the bar, the space was beautiful with a nautical theme. Someone came over immediately to greet and seat us. We only ordered drinks, but they were both amazing! I'd love to visit again and explore more of the menu.

Chips and dip, drinks.
Lily D.

Cool spot! Drinks are fun and strong. Cozy ambiance. Chips and dip were 10/10. We will be back!

Marissa O.

What a great find in Alexandria! My husband and I really enjoyed ourselves at Captain Gregory's. Definitely recommend making a reservation especially Fri-Sun or you will be waiting a while .I over heard the host mention that there was a 2hr wait so I was glad we were able to walk right in! Ambiance is very intimate, dark, romantic. Great place to have a date night, catch up with a friend or a solo night. Bonus: The playlist was fire! The menu changes quite frequently but we had the Duck Fat Tots, Pork Belly & Wagyu Burger. Chef's kiss to them all! The Pork Belly was mainly fat but that's our favorite part so no complaints from us. Drink wise, I let the bartender pick for me each round and he didn't miss! My husband stuck with the Whiskey Old Fashion which he enjoyed. We will be back!

Gotta pull the flag to gain entry into the unknown
Evan B.

Deliciousness - 4/5 Happiness - 4.5/5 There's something so primally fun about an actual hidden bar. Whether it conjures up magical medieval castles, sordid speakeasies, or murder mystery mansions, it's just a great way to enter for your libations. And Gregory's commits fully to the bit. Once inside the hidden passage, you are very convincingly in the belly of a nautical ship. The drinks are also top notch. Fair warning, you have to be an adventurous drinker as they don't have a full menu - it's very limited to their specific cocktails. However, their drinks are pretty great and unique - replete with smoke and other cocktail goodies. The reason it's not 5 stars? The service was slow and relatively infrequent (i.e., you're sitting around awhile to wait to place your next order). And I wasn't at all impressed with the food. The devilled eggs we ordered tasted kind of sour (not the flavor profile I was looking forward) and the warm donuts were OK but too dry/crumbly. But you don't come for the food, you come for the ambiance and fantastic drinks. And you won't be disappointed!

Reservations donuts
Melinda N.

It's a vibe in here. From the entrance to the drinks to the snacks we had. We were sat at the bar and enjoyed our convo with the bartender. The cocktails are $20 and I had already been drinking so just opted for one and some scallops of all things. Idk, there was a marine theme. They were yummy, i am growing very fond of scallops. The donuts were also very good. They came from next door. I really like the ambiance here and glad we got to stop by.

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7 years ago

Great vibe! Awesome place for an intimate evening. Food and drinks presentation and quality are on point.

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11 years ago

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4 years ago

Interesting drinks. Good doughnuts. Scheduled seating was right on, and not a moment earlier. Fun place to visit at least once.

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11 years ago

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Rob K.

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Page 5 of 8

Ask the Community - Captain Gregory's

Do you need to make a reservation?

Thanks for asking. On weekends, reservations are highly encouraged. We have a wait list, but because we are small, it does not always get you in. Weekdays can be easier for walk ins, but you may have to wait a bit.

Do they allow you to bring kids?

I don't think they have a formal policy, but it's a pretty small bar. Most the tables only seat 2 and I wouldn't say the atmosphere is particularly kid-friendly.

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4.4(106 reviews)
0.6 mi•Old Town Alexandria

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Captain Gregory's - cocktailbars - Updated November 2026

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