My friends and I (4 Latin girls) ate there today, 05/02/21. The food was incredibly good, we order steak panini, crab melt, city dock pizza and a couple of cocktails. The food was really good for the price but the service was awful, the waitress ( Dominique) was rude, she wasn't helpful and with an attitude. She forgot the water and the silverware. We had to ask for the water twice and she didn't bring the silverware until we asked for it. She spilled the water over my friend's food and she barely whispered the apology. She wasn't friendly at all, from the very beginning and we didn't do anything to deserve this kind of service. And we noticed that she was friendly with everyone else. read more

Red Red Wine Bar - Wine Bars Near Me - Annapolis, Maryland

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This place was an excellent addition to a weekend trip to Annapolis. The $10 wine flights were a fun touch; they have a flight for every taste. The food was also delectable. We recommend the crab dip and the bacon wrapped beef medallions! Our server, Ben was extremely attentive and kind. Would definitely recommend! read more

Red Red Wine Bar - wine flight - Wine Bars Near Me - Annapolis, Maryland

This place is literally amazing! It was super cute and reasonably priced. The food was absolutely amazing and so were the drinks! All of the staff were friendly and attentive! I wish I took pictures of the food. Honestly I'm sure you couldn't go wrong with any food there!! For sure stop in to check this place out! read more

Red Red Wine Bar - Wine Bars Near Me - Annapolis, Maryland

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Empanadas were yummy. Cool vibe. Good descriptions of wine. Many wines available by glass. I liked the wine I got. Crab dip was ok. Not enough crab. Service was great. I liked the place overall. read more

Amazing place for lunch or wine nights. The restaurant is well decorated (especially during Christmas season) and staff is always amazing. I stick to the grilled Caesar salad and crab dip almost every time because they are fantastic. Much love to this resteraunt I'm glad they can continue to stay open during this time. read more

Red Red Wine Bar - Crab dip - Wine Bars Near Me - Annapolis, Maryland

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Red Red Wine Bar is a great restaurant in downtown Annapolis. Don't let it fool you, this is not just a "wine bar" as they serve great beers, liquor cocktails and have a full lunch and dinner menu. Upon walking up to the restaurant, you will notice they have a few tables for outdoor seating. This is wonderful for folks who want to be close to the hustle and bustle of Annapolis or for those who are walking with their dog and would like to enjoy the weather and a nice glass of wine. When walking inside the restaurant, you are promptly greeted and you will notice wall to wall wines on rack and incredible modern décor. Red Red Wine Bar might look small from the outside, but it has plenty of space in the inside. My wife and I visit the restaurant often and our favorite server is Annie. Annie is an absolute delight and she always goes out of her way to ensure that we have a great experience. I'm reluctant to putting her name out there since I don't want all of you requesting her, therefore limiting the times I can, but she truly is fantastic. The restaurant has plenty of wines by the glass or you can order a bottle off of their listing. What's great about ordering a bottle is that they sell it for their wholesale price, plus a $10 corkage fee, so you're getting an incredible wine for a great price. The food is great as well. They have an assortment of cheese and meats, great appetizers, sandwiches, pizzas and entrées for everyone. Everything is priced well and you will definitely enjoy the flavors. Be sure to come in for Happy Hour as they have great deals that are competitive with other establishments. All in all, Red Red Wine Bar will be part of Annapolis for a long time as they really knock it out of the park. See for yourself! read more

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AWESOME effort for the Eleventh Hour, @ the eleventh hour, no less. Great service, stellar food, good wine, and LIVE MUSIC! So nice, my new normal. read more

The wine is great. Today the service was adequate but without any charm, enthusiasm or effort. This is one of our favorite places. We've moved away and when we come back to town we always head here. However today we were so disappointed we will probably never come back. Our infatuation has ended. The wine was great, the appetizers were delicious. Brie and crab dip, two different appetizers were very good. Then came the grilled Caesar salads. They were horrible. They were awful. They should never have been served. Obviously not grilled. Tasted like liquid smoke with Baked Briea propane torch. Left a terrible taste in our mouths. The waitress did not even ask why we didn't eat any of our salads after that! We had to ask her to take the plates away because the stench was horrible. So sad. Don't know if the ownership or management changed but this is disappointing. read more

This was our second stop whilst touring the beautiful Annapolis. We sat outside. I like the view outside, beautiful. My girlfriend ordered a flight of the wines they had on their menu which i thought their pours were very generous, considering other places we have visited. I am bourbon drinker and was kind of skeptical going to this wine bar. But i was impressed with their whiskey and bourbon selection. Please, please try their crab deep which is AMAZING! read more

Great wine selection and very descriptive about everything available in-house. Came for dinner with a friend on a weekday evening and enjoyed a nice meal outside. Cheese options were numerous and went well with our wine as an appetizer before my flatbread, which was also great! Lots of flatbread options as well as seafood/other traditional entree options. Will be back for more wine and food! read more

This place is good year round. However, it is THE BEST place to go during the Christmas Season. They transform into a Christmas themed bar and the place is decorated floor to ceiling. It would even raise the Grinch's heart to normal levels. Also, Christmas music plays . Go peep it. read more

I got to say this little gem is such a great spot! We drove up for the weekend and got to check it out for vday! The service is amazing, the food is great, and Grace made up feel like VIPs! I recommend checking it out if you haven't already! Also the sister restaurant next door is amazing also! read more

Love the decor here. I have been several times for brunch and the creole shrimp and grits is absolutely delicious!

My family and I ate at an outdoor table. The location is wonderful and our service was excellent. We have been here many times before to drink or have appetizers. We were pleasantly surprised at the quality of the dinner menu. My son (13) ordered the chicken béchamel and devoured it even though he wasn't really hungry. My husband had the pork chop that was cooked perfectly with a candied crust. I was truly not that hungry and had a small pizza which was also delicious. We don't often think of coming here for dinner but will definitely be back. Especially on evenings with beautiful weather. We look forward to coming back. read more

Stopped here as part of a food tour. We had pizza and cake at this location. We tried a couple of the cocktails from the menu and they were very good. read more

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Love this wine bar! The flights are consistently changing and are reasonably priced. Service has always been attentive. The last time we visited, my friend had the hiccups and our waiter showed her a trick for fixing them. I haven't tried the food here yet, hence only four stars. I hope to make it five after a meal! read more

This is a pleasant spot to sit outside when the weather is nice. Inside, the restaurant is bigger than it seems and is decorated elegantly with chandeliers and velvet couches. While the wine menu is indeed extensive and I would possibly come just for that, I found most of the food to be overpriced for the small portion sizes. Happy hour was okay; $5 drinks aside, the food items on special weren't that great of a deal. For example, We paid $15 for a sampler plate that came with two shrimp, two thin slices of bruschetta bread, two slices of toast, and a couple of spoonfuls of crab dip. We thought it would be enough to share but it really wasn't. The individual pizzas and sandwiches are good but again, small. There are other comparable places in Annapolis for happy hour / food. read more

This place is a total vibe. The baked Brie is ah-may-zing. The service was excellent food was delicious. Definitely worth a stop in!! You won't regret. read more

Red Red Wine Bar - Baked Brie - Wine Bars Near Me - Annapolis, Maryland

This place has the ambiance of what a true wine bar should. The huge bar area is dark and sleek, yet there is plenty of space to sit at a table. There is comfy bench seating along one wall too. Come for happy hour and savor a generous pour of a great Portuguese red wine (Lello) for only $5. I'd be here every week if I lived in Annapolis! Barkeeps are attentive and congenial. read more

Met up with a friend and went to Red Red Wine bar in Annapolis. She picked it because she lives there... I"m more towards the DC side of the world. We got there in time for happy hour, so that was nice. We ordered a $5 order of crab dip right off the bat and then contemplated our next move. They also had $5 glasses of wine on the happy hour menu. We asked our server if it made more sense to get a bottle if we each wanted 2 glasses, or to go with the happy hour specials. She told us the bottle was the better way to go... so we took her advice. We also ordered a Pear & Prosciutto Pizza. The pizza and the crab dip were both good... and we both enjoyed the wine that the server suggested. Here's where things fell apart.... We got our bill... and the bottle of wine was $17 plus a $10 corkage fee. I'm no math whiz... but by my calculations that puts our bottle of wine at $27.... which is MORE than the $20 we would have spent if we each had 2 glasses off the happy hour special menu. I questioned the server, and she explained that all of their bottles have that $10 corkage fee because they also have a retail license. That's all fine, but that should have been explained up front. Yes, its $7 difference, but its the principle... ESPECIALLY since I asked her flat out which option was going to be more economical. Food was good... wine was good... service was good.... but the snafu with the bilil kind of left a bad taste in my mouth. read more

Red Red Wine Bar - Wine Bars Near Me - Annapolis, Maryland

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If I could give zero stars I totally would. Not only was the bartender completely rude but the manager got an attitude as well when I politely asked for a taste of two of their wines. I was told I would have to purchase their flights, which are not customizable. Additionally I asked what would drink the closest to Orin Swift's Abstract. The bartender with a snarky attitude said "how would I know they don't let us sample anything that isn't by the glass." And you're a wine bar?? They missed out on $100+ tab for two as we went to Level and had an awesome meal. Oh and they will let you sample before committing to a $15 glass of wine. If you're looking for a world class wine bar, hop in an Uber and head to Grapes on Forest Dr. Their service and food are stellar and their wine selection, far superior. They will let you taste before you buy, even their $25/$30 a glass wines. read more

Since the Purple Tooth closed I have been searching for a new awesome wine bar to fill the void in my soul. While, not quite up to Purple Tooth level, I do love this place. I also LOVE LOVE LOVE the decor inside. Door panels behind the bar, victorian couches, vintage chandaliers give it a trendy vibe. There is also a little side room if you would like to have a private party. All the dishes that I have tried there have been great. I love their selections of cheeses and their crabcakes are pretty delicious. I'm super picky about my crabcakes so that is saying a lot coming from me. The grilled cheese they have is good, but after Purple Tooth nothing can really compare. Have a ton of different wine selections and are always changing the wine selection and menu options. I have to go back and try out the new fall menu. Staff is friendly and I love the shirts they wear. And I was happy to find that they are available for sale. Pick one up, they are really comfy. read more

Red Red Wine Bar - Wine Bars Near Me - Annapolis, Maryland

Ahhh!!!! I love this place! This little gem is super cute and absolutely furnished to-a-T. I love their outside patio area (doggies allowed), their HUGE red diva sofa chair on the right-side of the wall (totally sitting here next time) and the bar area high-tops (purse holders under bar area). The have plenty of seating for happy hours and provide some great menu selections! My best friend and I ordered two different wine flights which were both reasonably priced, especially for three 6 ounce pours! I ordered the Bright White Flight and she ordered the Pinot Noir set. We loved each of the preselected wines! Note! They have the most adorable tee-shirts for purchase for wine-os! I had to sign up via email so that they could notify me of when my size becomes available again. SO CUTE! read more

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I've been here several times now and always enjoyed the experience. I love their outdoor seating area and the big, funky, over-sized couch on the inside. I really like that they have pre-designed wine flights you can order to get a curated experience tailored to what you're looking for. I've always come for a little happy hour and had their appetizer-type food items which have been good. I'm interested to stay for a full meal one of these days! read more

We stopped for a quick bite and drink after some shopping downtown, and we were able to score a seat outside! He got a cocktail to start, followed by the Big Bold Reds flight and I enjoyed a wonderful cava. Our server was spectacular - quick and very witty! Grat atmosphere outside and inside, with quite a long list of wine and food to choose from!! read more

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(1) comfy sofas everywhere. Clutch. (2) outlets everywhere for charging your overused smart devices. (3) wide variety of wine flights and wines by the glass. (4) great descriptions for easy of purchase by the bottle (5) very pleasant staff (6) amazing creative decor without being obnoxious In short - you wanna hang out and drink a ton of wine at this place. Mission: accomplished. read more

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I went last night and wish I could have stayed forever. Let me start with saying my waitress, Kayla, was probably the best waitress that has ever served me. Not only was she super friendly and nice, but was super helpful on navigating the menu and helping pick out the best options. I asked a plethora of questions and she was able to answer all with a smile on her face (could tell even with a mask on.) Now for the food... I got the daily soup which was cream of mushroom and I wish I had gotten a bigger serving because I woofed it down in seconds, it was that good (which Kayla had recommended.) I then shared a cheese board with my guest and it was absolutely delicious and Kayla brought out warm bread for us to enjoy with it. Will definitely be coming back here on my next visit to Annapolis. read more

Yum yum yummy wines. I'm visiting from Los Angeles and staying with family in Vienna, VA. I was supposed to go to D.C but I changed my mind and came up here again!! I did a tasting of the Paris flight and the Big Bold Reds. Both were fantastic. I'm a wine snob for sure (coming from California) and I was very pleased with these wines and my cheese plate. Millie helped me out on my second day here and Jeff on my first, both were fantastic. Love this place!!! read more

Red Red Wine Bar - Wine Bars Near Me - Annapolis, Maryland

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So mediocre for the price, with awful service. I had to ask the bartender to wipe down the sticky bar 5 min after we sat down. I had to ask for menus. Cocktails we ordered were extremely heavy on syrup and light on whiskey. I had to flag down bartender to place a food order. When the food came out the bartender actually acknowledged that I didn't have a napkin or silverware. He left and came back with loads of "set ups", only to store them all under bar like he completely forgot. Is this guy stoned?? At this point I was tired of interrupting him from not doing his job and decided I would share my fiancé's napkin and fork. The food was a crab tostini, with extremely mediocre quality crab. I know it's not in season, but even canned MD crab is better than that. Of course when we were done with our drinks the bartenders never offered another, nor did they ask how the meal was. Here's the catch: the total for two cocktails and one appetizer was $52 (including an extremely generous 18% tip considering the service). If you're gonna charge me that much, I shouldn't need to beg for service. There are plenty of other options in Annapolis. read more

The Crab Melt sandwich has the right mix of crab, breading, and a hint of spicy pepper. It comes with a garden salad w/ champagne vinegarette and while the salad was tasty, the vinegarette was almost water like in flavor. Ie. It had no flavor. We also ordered the mussels and a City Dock pizza. The pizza was good and the mussels were even better. read more

Red Red Wine Bar - Wine Bars Near Me - Annapolis, Maryland

The staff is overall really great and the food is good but it seems that it is time to put some capital into the tables, chairs, and finishings. The outside tables have some pretty significant cracks and the barstool cushions are really worn. Even the light switches in the bathroom are showing significant signs of wear. It is a shame as this used to be my favorite place in Annapolis but it now seems as though there is no one that cares enough to systematically correct these issues before the overall aesthetic is lost. read more

Red Red Wine Bar - Wine Bars Near Me - Annapolis, Maryland

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I love the exhaustive menu and the in-depth description of almost all the wines listed inside, however I'm not sure how knowledgeable the bar's management and staff really are about their craft. I visited last night while in town with a friend. I was excited to try their cabernet blend from Bordeaux, but ended up being disappointed to discover it wasn't the bold and full-bodied wine I had expected - also as described in the menu. The worst part was it came in a chilled glass. When I asked the waiter if they had refrigerated the wine, he said the manager had decided to chill the red wines to bring out their flavors more and the reds weren't as cold as the whites. In my humble and limited opinion it only ruined the integrity of my cabernet by taking away, not adding to, its flavor and possibly making it even a little sour. The food was decent though. I had the mussels and it was a generous portion served with warm bread. The indoor decor is cozy and inviting, whereas outdoor seating is nice for catching some fresh air while people watching on a pleasant summer night. read more

Red Red Wine Bar - chateau baby merlot - Wine Bars Near Me - Annapolis, Maryland

One of my favorite spots in DTA. The servers are sometimes very busy but are always friendly. The wine is great and I love the ambience of this restaurant. I've had the food too and it's always pretty good. read more

Always awesome food with an excellent selection of wine. We have been going here for years and love it.

Great atmosphere. Lovely staff. Highly Recommend. Had a great time! Looking forward to the next visit! read more

I really like this wine bar and try to stop in every time that I am in Annapolis. The wine selection is great (even if they don't serve Tess anymore, BOO) and the servers are very knowledgeable. On my latest visit, we tried the crab dip and margherita pizza. The crab dip was great, but the pizza was very lackluster. I am still giving this place 4 stars, however, because on my last visit the pizza was great. read more

Red Red Wine Bar - Crab Dip - Wine Bars Near Me - Annapolis, Maryland

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Absolutely horoble experience,had a dinner with my friends,we ordered food and drinks and have been waiting for a food for very long time,and even place itself wasnt that busy at all,we decided take food to go,when we got home we "fully enjoyed chefs masterpeice". Definitly don't go there for food or if you expecting nice customer service. read more

Red Red Wine Bar - Wine Bars Near Me - Annapolis, Maryland

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Went here on a midnight madness Thursday night in December. It was crowded but we were seated at the back within 30 minutes. Started with the bacon wrapped beef medallions because, well, need I explain the superb combination of pig and cow?! Had the Gus all meat pizza which had the perfect amount of spice in the home made marinara sauce and savory in the sausage, pepperoni and ham. My beautiful wife had the steak salad--the waitress quoted 4 ounces of steak but there was a lot more. The steak was cooked a perfect medium rare with a great flavor. Our waitress was excellent and kept our waters filled and followed up with each dish. read more

We sat there for about 20 minutes without even being acknowledged by a server, and were right in front of the bar. Also, there were 2 very intoxicated and obnoxious girls screaming "penis" out loud, which resulted in a few customers leaving. Did the staff do anything and address the issue? No. They just ignored it. The establishment itself is absolutely beautiful and the food and drink selection is awesome, but the staff need a lesson in customer service, I mean come on. read more

Red wine and apps were amazing. My wife and i had four glasses of wine and two appetizers. We shared the Brussel sprouts and cheese board. Great wine and great service read more