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.
Live Music
Top DJs and live acts
Craft Cocktails
Premium drink menu
VIP Service
Exclusive experiences
Events
Themed nights weekly
The Experience
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.
About Us
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.
The Vibe
See what awaits you tonight
What People Say
Reviews from our guests
k white
3 years agoThis 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
year agoI’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
5 years agoA 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
year agoReally 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
year agoSome 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
5 months agoLove 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
8 months agoOne 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
6 months agoPerfect 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
9 months agoWas 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.
5 months agoThis 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
- 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
Captain Gregory's is located at 804 N Henry St, Alexandria, VA 22314, VA 22314, United States.
Captain Gregory's has a rating of 4.5 out of 5 based on 538 customer reviews.
Captain Gregory's features the following accessibility: Wheelchair-accessible entrance.
Captain Gregory's features the following service options: On-site services, Dine-in, Delivery, Takeaway.
Captain Gregory's features the following highlights: Great cocktails.
Captain Gregory's features the following offerings: Alcohol, Beer, Cocktails, Food, Food at bar, Spirits, Wine.
Captain Gregory's features the following dining options: Table service.
Captain Gregory's features the following amenities: Restroom.
Captain Gregory's features the following atmosphere: Casual, Cozy, Romantic, Trendy, Upmarket.
Captain Gregory's features the following crowd: LGBTQ+ friendly, Transgender safe space.
Captain Gregory's features the following planning: Reservations required, Accepts reservations, Usually a wait.
Captain Gregory's features the following payments: Credit cards, Debit cards, NFC mobile payments.
Captain Gregory's features the following parking: Free parking garage, Free street parking, On-site parking.
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, AlexandriaHours
Make a Reservation
VIP tables, group bookings, and private events. Get in touch.