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    Red Red Wine Bar

    3.7 (336 reviews)
    Closed 11:00 am - 12:00 AM (Next day)

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    RED RED WINE BAR ATMOSPHERE

    What's the vibe?
    Trendy
    Classy
    Moderate noise
    Happy hour specials

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    Espresso martini flight! Yes please!
    Mydalya C.

    I really enjoyed my time at red red wine bar! It was a pretty quiet Thursday night which gave us time to chat up the bartender! We didn't try any food since we had just come from dinner. It's a cozy vibe inside, their menu has everything from pizza to charcuterie and I'll definitely be back to try their dishes. The espresso martini flight did not disappoint!

    Happy Hour specials
    Elaine F.

    Wow! What a great place. I contacted Red, Red Wine when planning a Galentine's Day Happy Hour gathering for our retired womens' group. Lisa replied by email and was very accommodating. When I arrived a bit early, they helped me to set up. Sara was the bartender/server this afternoon, and she did an amazing job of keeping eight different orders straight. Their happy hour drink and food specials are delicious and very reasonable. The daily wine specials were a great value for $5. The individual size crab dip was really yummy, as were the brussel sprouts. I have been planning happy hour events for a year for our group, and this place definitely gets my vote for best Happy Hour around Annapolis.

    Mariah M.

    Update from 2 years ago : I visited this location again, this time for a Culture Caucus Extended Happy Hour event and sadly.. I'm nearly as unimpressed as I was then, now. The reason I've given Red Red Wine Bar an extra star this time, is because the group I came with, one of the fellas ordered a steak with potatoes and a salad (pictured), that he enjoyed, I had their Dock Street pizza and that was better than remembered (also pictured), and their rum punch was so much better this time around. Not sure if I caught the kitchen on a good day or what, but that was better. Now their service, was subpar. There were two bartenders occuping the bar and one was uh, definitely in a better mood than the other. But yes, average at complete most. The decor of the establishment wins again.

    Steak salad
    Michelle T.

    This review is for the steak salad alone! I'm usually not a salad at a restaurant person, but this salad was actually phenomenal. The steak was perfectly seared to be crisp on the outside and not too under or over cooked on the inside (cooked medium). Dressing was a vinaigrette that wasn't overwhelming, and the crispy onions really made a difference. This was just a good salad. Didn't have any drinks but they have an extensive wine collection that would pair nicely with their food menu. Staff was also super patient and helpful!

    Cheese board with prosciutto
    Liz B.

    Maybe it was a mistake coming here for a charcuterie board so soon since returning from Paris, but theirs is underwhelming. You select one cheese and I played it safe due to my friend's request. The crostini are too hard, obviously they don't have quality fresh bread and the nuts and craisins average. The server was nice and friendly.

    Spicy Bloody Mary

    We went in to Red Red Wine Bar for a dessert and specialty coffee after our 36th anniversary dinner at Dry 85. Our bartender, John T had never made the requested Nutty Irishman but went right to work on researching it to make. He used the best ingredients and it was just as it should be, tasty. He made my husband a spicy Bloody Mary and took special care with his as well! My crème brûlée was great and our Anniversary celebration ending was so nice. Thanks John T!

    Cas N.

    We came here primarily for drinks but order some apps too. The fig and brie pastries were very good. Also the wine flight was fantastic! The waitress was friendly and grabbed our items quickly. Additionally the atmosphere is very lovely. I really love the dark sophisticated feel of the place.

    Two toddlers
    Lisa P.

    My daughter and I had lunch here while I was visiting for a week. Oh my gosh the risotto was the best I have ever had! I had the scallops with the risotto. I told the owner that it was even better than Gordon Ramsey's "Hell Kitchen" in Las Vegas! The staff was very helpful because we were towing two toddlers as well. Thank you for a wonderful experience!!!!

    HORRIFIC SERVICE!!! Don't waste your time...the decor isn't all that great anyway!!!!

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    7 years ago

    Service is excellent. Try the crab dip. Bartender makes great recommendations on wines!

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    Ask the Community - Red Red Wine Bar

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    Carpaccio Tuscan Kitchen & Wine Bar

    Carpaccio Tuscan Kitchen & Wine Bar

    3.9(472 reviews)
    0.7 mi
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    We had a great experience at Carpaccio in downtown Annapolis. The weather was beautiful, so we…read morechose to sit outside. The bar was loud and lively around happy hour, while the patio was much quieter and gave us a more relaxed place to enjoy dinner. I wasn't very familiar with the Italian wines, so I asked our waiter for a recommendation. He brought me a sample before I ordered a full glass, which was a thoughtful touch. His recommendation was excellent. My partner ordered the Pineapple Tiki Old Fashioned and she loved it. The filet mignon sliders were delicious. My Black Linguine Arrabbiata had a little spicy kick and was very good, with calamari, clams, mussels, crab meat, and spicy marinara. The one disappointment was the tiramisu, which neither of us cared for. Our waiter was helpful and attentive throughout the meal without making us feel rushed. Between the food, thoughtful service, and comfortable outdoor seating, we had a very enjoyable evening. The lively interior is a good option if you want more energy, but the patio was perfect for a quieter meal in the beautiful weather. We'd happily return, but we'd probably choose a different dessert next time.

    Meatball MediterraneanThree juicy, tender meatballs that were well executed. The olive-oil-soaked…read morecrostini was the perfect complement--crusty on the outside, soft on the inside, and ideal for soaking up every bit of sauce. The feta chunks neither added nor detracted from the dish. A dollop of mascarpone or ricotta would have given it an even richer, meltier finish. Heck even a whipped feta would've added more depth. The blend of meats was outstanding with a pleasant kick of spice, while the mellow, flavorful marinara had a thinner consistency that made it perfect for crostini dipping. Lobster RavioliThe sauce was unquestionably the star of the show. The pasta tasted homemade with a wonderful texture. Unfortunately, the lobster seemed either overcooked or not at its freshest, as it had a noticeable fishy flavor and a chewy texture. The fresh lump crab, however, made for an excellent garnish and added a bright, sweet contrast. Smoked Pineapple Rum Old FashionedThe pineapple-infused rum came through nicely, giving the cocktail great flavor. The smoke, however, was much more subtle than I expected. I knew it had been smoked because the bartender presented it with a plastic smoking device over the glass. I was anticipating the more dramatic wood-smoke presentation under a glass dome that I'm accustomed to. It was also missing the classic Luxardo or maraschino cherry garnish, and without any garnish at all, it felt like it was missing that final finishing touch. OverallWhile it didn't quite reach Feed My Soul status, everything was genuinely good. An added bonus is that it's within walking distance of Maryland Hall, making it a perfect stop before or after a show. ServiceFriendly staff and impressively fast service. The food arrived much quicker than expected.

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    Carpaccio Tuscan Kitchen & Wine Bar
    Carpaccio Tuscan Kitchen & Wine Bar
    Carpaccio Tuscan Kitchen & Wine Bar

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    Sailor Oyster Bar - House oysters

    Sailor Oyster Bar

    4.7(314 reviews)
    0.5 mi
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    Uhmmmmmm... We…read moreordered some oyster, and they were out of one type, replacing to something else without asking us. Maryland oyster was pretty good but clam was very oceany and sandy. Whitefish Dip was fine but way too much mayo than the fish. Bread & Butter was disappointing. It shouldn't be something they charge. The bread probably was from supermarket and it wasn't chive butter but green onion. OG Caesar was basically wedge salad with heavy pesto oil, overall oily and salty. Lomi Lomi Salmon... Not good. Hamachi probably was the best thing. Happy hour drinks was the best thing.

    Relaxed and friendly oyster bar in the heart of Annapolis with such a welcoming vibe and nautical…read moredecor (old photos of sailors). Waitstaff is very friendly and accommodating. Menu focuses on both Chesapeake and west coast oysters. They also have a variety of salads, seafood and libations. We ordered a dozen oysters (4 different Chesapeake ones, 3 of each). They came with a vinaigrette and a spicy cocktail sauce. Server explained each one to us. They were fresh, clean tasting and delicious! We also got the smoked whitefish dip. It was creamy and smoky, topped with caviar and came with flatbread style sesame crackers. It was light and savory. My companion ordered the tuna sashimi special. It had melt in your mouth toro marinated in yuzu and sesame sauce. It was topped with seaweed and came with a side of kimchi aioli. It was definitely the star dish. Will need to come back to try other seafood dishes and drinks.

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    Sailor Oyster Bar - Best seat in the house.

    Best seat in the house.

    Sailor Oyster Bar - Dozen oysters

    Dozen oysters

    Sailor Oyster Bar - Oysters

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    Oysters

    Bread and Butter Kitchen - Hippy Hash Skillet (GF)

    Bread and Butter Kitchen

    4.6(324 reviews)
    0.6 mi
    $$

    The menu confirms that B&B takes vegans and vegetarians seriously. The amount of fresh vegetables…read moreand fruits included with items confirms that. I arrived around 1pm on a rainy August day, and on-street parking was readily available nearby. The atmosphere was maritime cafe. You order at a window near the front door and then pick a table or, if available, padded chair. With a beverage, it'd be possible to get a couple of hours of work done. I ordered the vegan crabcake. It came with a small, fresh side salad with homemade dressing. The sandwish was filling and tasty. The crabmeat substitute was made of jackfruit and included the appropriate spices and toppings. I'd definitely hang there next time I'm in Annapolis. I would plan to arrive in the morning to sample the intriguing breakfast items.

    The crab omelette here is really tasty, and they offer vegan cheese along with a variety of…read moredairy-free and vegan options. Their breakfast sandwiches are also delicious and made with really good-quality ingredients. We tried the egg, bacon, and avocado sandwich, and it was very tasty. They also have vegan and gluten-free, allergy-conscious cookies, which is a great option for those with dietary restrictions. In many of the sandwiches, you can substitute the regular cheese with vegan cheese, making it easy to customize your meal. The restaurant has both indoor and outdoor seating, with the outdoor area right by the water. The outdoor seating area is well maintained and clean, and the bathroom was also very clean. Overall, the food is tasty, there are plenty of options for different dietary needs, and the waterfront seating is a nice bonus. Highly recommend checking this place out!

    Photos
    Bread and Butter Kitchen - Watch the water while you eat or go outside and eat

    Watch the water while you eat or go outside and eat

    Bread and Butter Kitchen - Monster blueberry scone--so yummy!

    Monster blueberry scone--so yummy!

    Bread and Butter Kitchen - Bread and Butter Kitchen has inside and outside seating.

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    Bread and Butter Kitchen has inside and outside seating.

    Red Red Wine Bar - wine_bars - Updated September 2026

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