Nightlife

After Dark

Captain Gregory's

About Captain Gregory's

Captain Gregory’s is a hip bar in Alexandria, Virginia, offering an inviting nightlife experience in a funky, cozy setting. Located at 804 N Henry St, this destination brings together creative cocktails, gourmet small plates, and a relaxed yet polished atmosphere.

Whether you are meeting friends, enjoying a date night, or looking for a memorable place to unwind, Captain Gregory’s offers a setting that feels casual and comfortable while also carrying romantic, trendy, and upmarket appeal.

The bar is known for its great cocktails and provides a well-rounded selection of alcohol, beer, cocktails, food, food at the bar, spirits, and wine. Table service adds convenience to the experience, while on-site services, dine-in, delivery, and takeaway options make it easy to enjoy the offerings in the way that suits you best.

With gourmet small plates available alongside the drinks menu, guests can settle in for a complete evening rather than simply stopping by for a beverage.

Rated 4.50 out of 5 based on 538 customer reviews, Captain Gregory’s has earned strong feedback from its guests. Reservations are accepted and required, and there is usually a wait, so planning ahead is recommended. The bar accepts credit cards, debit cards, and NFC mobile payments.

Accessibility features include a wheelchair-accessible entrance, and restroom facilities are available. For a cozy, stylish, and flavorful night out in VA 22314, Captain Gregory’s offers an appealing combination of creative drinks, satisfying food, and welcoming table service.

★★★★★ 4.50 rating (538 reviews)
Captain Gregory's
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Real Reviews

Live Music

Top DJs and live acts

Craft Cocktails

Premium drink menu

VIP Service

Exclusive experiences

Events

Themed nights weekly

Your Night Awaits

Premium Bar

Craft cocktails, top-shelf spirits, and an extensive wine list crafted by expert mixologists.

Dance Floor

State-of-the-art sound system and lighting that transforms every night into magic.

VIP Lounge

Exclusive bottle service and private areas for those seeking a more intimate experience.

Captain Gregory's

Where Nights Come Alive

Whether it's a night out with friends, a celebration, or simply letting loose, we're here to make it unforgettable.

World-Class DJs
Premium Sound
Signature Cocktails
VIP Experience

What People Say

Reviews from our guests

k white

k white

3 years ago

This place was really laid back. Brandon, the mixologist, had a great attitude and kept us engaged at the bar. The place has about 4 two seat tables, 3 three- four seat tables and about 8 bar stools...so reservations are strongly suggested. It's a speak easy, so it has a 'secret' entrance which leads from a busy kitchen to a dimly lit, nicely decorated area. The drinks are GOOD and the food choices were small plates, which was nice.

Katie

Katie

year ago

I’ve visited Captain Gregory’s three times over the past three years and it is by far the best speakeasy experience in the DC area! The drinks are fantastic - delicious and true works of art. The service is impeccable and the vibe is perfect for a romantic date night or nice relaxing chat with a friend. The quality far exceeds the speakeasies and cocktail bars I’ve visited in DC, which often charge a higher price. If I lived closer, I’d be here all the time. 100/10 would recommend!

Anthony Deck

Anthony Deck

5 years ago

A very cozy hole in the wall, hidden inside a bakery. Reservations required, and lots of outdoor seating available out back. High end adventurous cocktails are so incredibly flavorful and unique. Small plate menu includes rotating seasonal donuts, from which the place takes its name. Chartreuse tastings imported from a monastery are available for those looking for something you definitely won’t find anywhere else, a real treat for botanical lovers.

Drew Augustyniak

Drew Augustyniak

year ago

Really cool speakeasy hidden in plain sight! Cocktails are incredibly unique, but an expertly balanced blend of flavors that you wouldn’t expect to work well together, but they hit the nail on the head! I stopped in traveling through on a slower Wednesday, but can definitely see how reservations would be recommended. Snack/food options are available too and looked delicious. Highly recommend and will be back!!

Jared Ringel

Jared Ringel

year ago

Some bars serve drinks and some are an experience. Captain Gregory's is definitely an experience. It has a fun speakeasy style entrance (don't want to give it away). Unique island/tropical decor and super stylish accents/glassware/details. We loved the drinks! Our bartender Jag did a wonderful job of making us feel comfortable on our 1st visit and made some guided us through the menu. We will definitely return.

Brooke D

Brooke D

5 months ago

Love this place!! Food is always so yummy and drinks are spectacular! We had the best serve Aaron, he was very knowledgeable about the drinks and made sure we always had what we needed. Above and beyond service and place!

Robert Logan

Robert Logan

8 months ago

One of the best Speakeasies in the DMV. They’ve recently upgraded their space after 10 years and they were able to expand as well as maintain some of the intimacy they offer for outings to enjoy their craft cocktails. Tried the food for the first time recently and it was absolutely delicious! Reservations are still encouraged to ensure you get to enjoy their space and secret speakeasy concept!

Ashton W

Ashton W

6 months ago

Perfect night- the steak fritters, pork belly and wagyu burgers were better than expected! Each and every food & drink that came out was better than the last. Great experience for any ‘tiki’ enjoyers. Brandon the bartender was great.

Drew M

Drew M

9 months ago

Was looking for a speakeasy in Old Town Alexandria and stumbled across this gem—so glad we did! The reviews looked great and they take reservations on Resy, but we decided to try our luck with a walk-in around 6pm on a Saturday. The entry is fun and unique—when you walk in, you pull a small flag in the lobby to let the staff know you're there (a clever touch!). Sophie opened the door, greeted us warmly, and let us know she could seat us as long as we were out before a 7:15 reservation. Perfect—our own dinner reservation was at 7:15 too. Sophie was also our server, and she was fantastic. She took time to explain the cocktail menu, was incredibly friendly, and really added to the experience. We went with the holiday cocktails—one even served in a ceramic snowman, which was a blast. (Apparently they have to keep track of them because someone tried to walk off with one recently!) We also ordered the deviled eggs and… wow. Truly outstanding. I wasn’t sure what to expect at first, but I was pleasantly surprised. The ambiance is cozy, the staff is welcoming, and the cocktails are excellent. We’ve already made plans to come back—either to relax in the lounge chairs or to sit at the bar and watch the drinks being crafted. It may not be a traditional speakeasy, but it absolutely has the vibe, and I’m already looking forward to returning, maybe even for one of their special events. Highly recommend checking this place out—you won’t regret it!

P P.

P P.

5 months ago

This was my second visit and somehow it was even better than the first. The drinks menu is genuinely one of a kind — creative, carefully crafted, and unlike anything else in the city. The overall dining experience is truly unparalleled; from the moment you walk in, everything feels exceptional. The service is first class in every sense, and Will in particular went above and beyond — an absolute gem. This place has my heart. I’ll keep coming back!

Frequently Asked Questions

Common questions about Captain Gregory's

Business Features

Highlights & Amenities

Accessibility

  • Wheelchair-accessible entrance

Service options

  • On-site services
  • Dine-in
  • Delivery
  • Takeaway

Highlights

  • Great cocktails

Offerings

  • Alcohol
  • Beer
  • Cocktails
  • Food
  • Food at bar
  • Spirits
  • Wine

Dining options

  • Table service

Amenities

  • Restroom

Atmosphere

  • Casual
  • Cozy
  • Romantic
  • Trendy
  • Upmarket

Crowd

  • LGBTQ+ friendly
  • Transgender safe space

Planning

  • Reservations required
  • Accepts reservations
  • Usually a wait

Payments

  • Credit cards
  • Debit cards
  • NFC mobile payments

Parking

  • Free parking garage
  • Free street parking
  • On-site parking

Find Us

Ready to experience the best night out? We're waiting for you.

Location

804 N Henry St, Alexandria

Hours

Open Now · Tuesday 5-10:30 PM
Monday Closed
Tuesday 5-10:30 PM
Wednesday 5-10:30 PM
Thursday 5-10:30 PM
Friday 5-11:30 PM
Saturday 5-11:30 PM
Sunday Closed
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Make a Reservation

VIP tables, group bookings, and private events. Get in touch.