We were here for the 4th of July cookout on the patio. It was Awesome! They had a really nice…read moresetup. This was a buffet which included desserts as well as a nice selection of food. Everything tasted great for the most part. Service was great as well. The outdoor buffet cookout was $20 tickets were purchased on eventbrite. They also had holiday drink specials at $2.49 which was a good deal. They also sold smoked oysters at $1.00 each & the server and bartender was very helpful and friendly. We really enjoyed this event. We would like to go back and check out the other drinks on the menu as well as the food. Definitely bookmarked this spot for a return visit. There is a parking garage about three blocks away. We paid $12.00 for about three hours. Not bad at all.

Modern, dark, speakeasy vibes on the inside with windows overlooking the Main Street, and a…read morespacious outdoor deck quite literally in the shadow of the gorgeous Maryland State House. All housed in the historic Capital Hotel, newly renovated in November of 2022. The atmosphere here is immaculate. It is a must see when enjoying the sights of Annapolis. My girlfriend and I stopped in on a Thursday afternoon after touring the State House. We each ordered the Monkey Smoke (Penicillin), and she ordered a small plate with avocado and lump crabmeat, which we ordered just in time as the kitchen closed between 3 and 4. The standout of the day for me was the old fashioned, made with plum bitters. One of the best old fashioneds I've ever had. The servers were all very friendly and quick. We will definitely come back the next time we're in town, and definitely recommend this to others.

We came here for lunch for the first time and it was fantastic. The crab dip was okay, it was too…read morecreamy for my taste and I wish it was more chunky but the crab chunks on top were delicious and the flavor was good. The crab cakes were AMAZING. I would love to find a copycat recipe and make them at home. I will come back here for more crab cakes. They were so lumpy with little filler. The service was quick and friendly. I definitely will come back!

Cute vibes, good crab cake, nice staff, cold beer. In the…read moreCUTEST town. Need I say more?!

Stopped by Pearl for a quick lunch and grabbed a seat at the bar. It ended up being such a nice…read morelittle spot. I had the tuna tartare with blood orange and a side of Parmesan fries. The tartare was really well balanced and fresh with just the right hint of citrus. The fries were also tasty and hit the spot. Our bartender was friendly and very accommodating, which also helped make the experienced. Overall, a great quick stop and I would definitely come back.

Tiki bars are in short supply around here, so we decided to check out Pearl for an early drink on…read moreFriday evening. The hostess was helpful and explained that you can get the tiki drinks from both the Pearl and Ponche menus at the tiki bar upstairs, so that is what we did. It was 6pm and still pretty quiet. My partner ordered the caipirinha and I got the Baja blast. We both agreed that they were solid but not amazing. He also ordered a pour from their decently long rum list, which he enjoyed. I would come back if in the neighborhood to try more of their drinks.

I would come back here for the waitress/bartender alone, but the food was great as were the happy…read morehour specials. We started with the fried pickles and meatballs from the HH menu and then ordered the fish and chips and shepherds pie mac and cheese. I'd order all of it again and again. The place itself reminded me of the bars I went to in Ireland- they have plenty of seating too. Update: Our server was brunette with bangs, I can't remember her name. Hope that helps!

We went with out of town guests but didn't realize it was a very busy Saturday in Annapolis. That…read moredidn't detract from the experience at all. We tried a sample of Irish specialties chased by a few Guinness. The service was a little slow, but we didn't care. Galway Bay has been recognized as one of the best, authentic Irish pubs in the US and doesn't disappoint. Next time we will go when they have a local musician jam session!

We really enjoyed dinner at Dry 85. We dined on a Friday night and the only negatives were that it…read morewas SUPER loud in there. My date and I could barely hear each other and had to yell to chat. Otherwise we loved it. The blueberry bbq ribs were awesome and so was the Mac and cheese. It was supposed to be seafood Mac but it came with only one solitary shrimp on top and we didn't taste any other seafood inside. Service was good, drinks were good and food was great.

After a long day of work (including a reception where I forgot to eat - too busy…read moreworking/networking), I needed a meal and a nightcap this past Wednesday night. I'd had Dry 85 on my list for a while, and it sounded just right on that cold, snowy day. I walked in, grabbed a seat at the bar, and was immediately welcomed and handed menus and given a glass of water. This welcome was consistent with great service throughout. I love sitting at a bar (especially for a solo meal), because it allows you to chat with the bartenders, and the bartenders at Dry 85 were great. I had one of their burgers and fries, and it was delicious. Add a bourbon cocktail and TVs playing college basketball, and I was a happy girl. Truly a good place for a meal or drinks. Cozy, warm, with solid food, drinks, and service. I'd be happy to return.

Super fun spot. They have plenty of arcade machines to try out. We played some street fighter, a…read moreracing game, some pinball, and old school Mario bros. The also had skiball, basketball, some shooting games, guitar hero, arcade golf, a Simpson game, and some claw machines among other games. Don't forget to bring cash to exchange for coins to operate the machines!

GameOn is a chain that has four locations: one in DC, Downtown Annapolis, Baltimore City (Fed…read moreHill), and Columbia. This location is pretty solid. It has a little outdoor area with some seating which is good since this location is small and doesn't have a ton of indoor seating beyond the bartop. The arcade game selection of these three locations is in my opinion the weakest of the four locations. But the options are decent and provides a few hours of fun. There's also only one bar in this location as some of the others like Columbia and DC have two bars. However this location does offer a private karaoke option which is great since a private karaoke room is uncommon in that area. Which makes this location stand out. And with the other locations the drink menu is incredible though each location varies slightly. Like the shot o'clock wheel at Annapolis allows you to spin the wheel instead of the bartender spins it.

Great food, quick service, and my server, Jenna, gave execelent recommendations. Would definitely…read morecome back.

Our server Jenna was on target. We couldn't have gotten better service. Great job! The food was…read moregood and the atmosphere was classic Eastport.

My wife and I were looking to try something new in Annapolis and came across Chessie's Wharf on…read moreYelp. When we arrived, it was pretty busy. All the outdoor seating was full, and inside there was only one table available. Most of the tables are larger, so we noticed some groups sharing space, which actually worked out fine. The restaurant has a great open-air feel even indoors thanks to the large garage-style door that opens up an entire wall. For drinks, my wife ordered iced tea and I had a Peach Mule. The mule was good, but next time I'd skip the rim garnish. They also have a big beer selection, and the prices seemed very reasonable. For food, we ordered the brisket burger (single patty with cheese, topped with shaved brisket, jalapeño slaw, raw onion, pickles, and sauce). They offer a deal where you can add a side and drink for $5, so we added onion rings and also ordered the Serpent Fries as an appetizer. The fries came out first and looked great and they did not disappoint. Fresh cut with bacon, pico, scallions, and a serpent sauce (seemed like a beer cheese). Really flavorful, I did ask for ranch, which was an extra $0.50. I understand charging for extras, but not everyone uses ketchup or mustard, so that felt a little unnecessary. The burger came out shortly after, and it was excellent. We split it, and it was packed with flavor. Honestly, adding bacon would make it even better a "Triple B" (Bacon, Brisket, Burger) would be perfect. The only letdown was the onion rings. The onions inside were very thin and overcooked, leaving them dried out with little flavor. Even without the over-frying, the onions themselves just didn't have much taste. Definitely something they could improve. Overall, it's a great spot for burgers and fries, and we'll definitely be back for that. We saw other dishes come out that looked good too, so there's more to try next time.

BLUF: RAR beer and bar eats like burgers and tots with minimal parking…read more What I love about Chessie's Wharf is that it plays on the local lore of Chessie the Sea Monster. Also, the decor is great and the tap line is long. Aside from RAR beers there are a few rotating handles with beer from "guest" breweries. But no need to venture out to guest brews, RAR has great selections. If you're not a beer drinker they also have spirits and seltzers. I'm not sure about wine but I suspect they have a few options. Foood selections are comforting and simple - mostly burgers, wings, fries, tots and salads. For slightly more special options they have a brisket burger, crab dip and a few other tantalizing selections. I'll gladly work my way through the whole menu. I love that they brand Chessie into the buns. So cute! Chessie's has bar seating and lots of community tables so introverts be aware. When the weather is nice they have a great patio. To relive the memories of this great neighborhood bar, they sell merch and canned beer.

Upon entry you can immediately tell that this where the locals go! As you can guess by the name,…read morethe walls are decorated ceiling to floor with patches of heroes of all branches, ranging from EMS to Marines. The menu has traditional pub fare. We ordered the appetizer sampler, fish and chips, and the chicken strips. Everything was hot and crispy, cooked well, and the jalapeño poppers were my personal favorite. They also have trivia on Wednesdays which was a fun surprise!

Total hole in the wall, i.e "locals place" with a great beer selection and even better food…read more Will definitely be back when visiting Annapolis.

I visited Harold Black for an event Wednesday night, and I can't wait to return. It's an intimate…read morespeakeasy bar in the basement under Acqua al 2; you enter from a side door on Church Circle. With a menu of cocktails, wine, beer, and lots of NA option (mocktails and NA beers and wines), they have something for everybody. And then on top of that, they have a food menu that I love - a few snacks, a couple apps, a cheeseburger, and then a bunch of desserts. Since I was there for an event, I only drank - several glasses of their very good Bordeaux, but I'd love to return for cocktails, a burger, and dessert next time! The service was also great, and the vibes are immaculate - dark, moody, intimate - perfect for a speakeasy. I'm sure I'll be back!

Living in D.C. and frequenting Harold Black on Capitol Hill for years before they closed during…read moreCOVID, my buddy and I made the 30-minute drive to Annapolis to visit Harold Black, also in Acqua al 2. It was a different experience than the one in D.C. What's the same is that they are both in a good Italian restaurant, but the Annapolis one if in the basement and more of a bar than an actual speakeasy. When we went, it was crowded so we're glad we had a reservation. Service was great! Our server was hilarious, but not as knowledgeable on cocktails. The menus were very basic. Our drinks were not bad, but not at the level of the D.C. Harold Black. I appreciated the Maryland hard cider on the menu. We're glad we went, but the Harold Black in D.C. was special.