The lobster special was delicious and the presentation was clever.
We had a wonderful dinner there on a busier than average night - right after The Military Bowl, so basically a home football game for Navy.
So they were busy, but you’d never have known it by the level of service, the speed in which the drinks and food were served, etc...
Three of the four of us ordered their crab cakes, which were excellent and the fourth really enjoyed his fish special.
The cocktails were a hit too!
Our waitress was Beatrice and she did a great job.
Amazing food and service. Took my dad there for his birthday and he won’t stop talking about how great the food was. Definitely recommend it.
O'Leary's remains a uniquely special dining experience in Annapolis with particular emphasis on sea food It has become a dining spot where we to seeking an exceptional dining experience and have never been disappointed. The atmosphere, variety and imaginative presentation of their menu choices is strongly complimented by superb and genuinely personable service. Enjoyed the lobster over risotto and it met our every expectation.
Awesome evening with special friends. Staff awesome, recommendations spot on! Ahi tuna appetizer, OH MY. Drinks and drink selection, so so. Poor bloody, no old bay on rim, hello!! Staff and food exceeded expectations for sure.
I love this place but we went for a birthday and they were out of a few key items on the menu and the music was bar style music not a romantic dinner a little loud. Might have been off day because we love the food it's exceptional.
Fabulous meal and service and a table with a view of the harbor. Perfect!
The service was impeccable, the food delicious. What more could you ask for?
The evening went smoothly but it was not spectacular as I had expected from the reviews that I read. Service was okay, perhaps a little on the slow side. Parking was very good and easy, which is relief in downtown Annapolis. The food was adequate but nothing was extraordinary, considering the cost it is just an okay value.
Outstanding cuisine. Consistently exceeds expectation.
We had Salmon and the seafood pasta for dinner. We asked to have the salmon cooked medium o medium rare. We said this twice and the waitress repeated the order. It was my mothers 87 th Birthday, so she didn't speak-up when her meal came out well done, if not burned.
When I saw her cutting the salmon and noticed the poor job cooking, I called the waitress over to complain. All she said was," I'll tell the chef". Nothing was done to correct this issue.
Of course for a birthday, I wasn't going to complain. But nothing!!! Poorly done Mr. owner and chef!
My wife and I went to O'Leary's for Sunday brunch. Wife had shrimp and grits and I had fish taco's . The shrimp and grits had a nice portion of shrimp and andouille sausage. She said it had a good taste. The fish tacos featured mahi, guacamole and salsa. It was a very good combination. Service was good but customers were few. Parking on site in Eastport.
The bacon jam! It was delicious with and without the sea scallops. The baked oysters were also delicious. I had the special, lobster, over risotto with crab and shrimp. It was delicious. My date had the pasta with shrimp. Our portions were substantial.
I hate to write such a stellar review because I don't want the whole town to find out about this gem of a spot for a perfect Sunday Brunch.
Without a doubt the best Bloody Mary I have ever had! Gorgeous, loaded with surprises and delicious!
The Scottish Egg wrapped in a Crab Cake over hash browns was inventive and again, superb.
The service was impeccable, the waiter was personable, attentive, but not overly so.
I will be back very soon!
Charming converted harbor side house. Beautiful presentations of delicious seafood. Fun fish artwork. Full bar and good wine list. Reasonable pricing for great food.
O'Leary's is a seafood favorite in a seafood town. Creative fish dishes abound, with seasonal specialties to choose from. Even devoted meat eaters are likely to find a seafood dish to tempt them. Demitri waited on us our last visit and his recommendations were all spot on. We each chose a different entreé -- honey basted salmon, crispy rockfish, blackened tuna and whole black cod -- and each thought ours was the best -- which tells us we've got a sure winner.
Anniversary...came from Charlotte to DC and travelled to Annapolis, MD do to the recommendations. We where NOT disappointed!!!!! Small and cozy restaurant with an excellent service. The waitress was accommodating to all of our requests. We will be back shortly guaranteed!
Denise is THE BEST. Personal & professional, she'll make you feel welcome whether it's your first visit or a familiar regular. My wife and I just celebrated our 13th anniversary at Oleary's. There are many fine dining establishments in downtown Annapolis. (some on the same block w/ Oleary's).
Because of Denise , her fellow servers and the management/ ownership, we hold Oleary's at the top of our list for that "special occasion" venue.
The food, the ambience and staff were phenomenal. Dimitri was welcoming and a fountain of knowledge on both the food and wine. Carrot/citrus soup and crabcake, fried green tomato eggs benedict are amazing.
Great food at a great location. Best crab cakes in Maryland. Wil is a terrific host!
Th food was absolute delicious!! I will certainly be back!
Outstanding menu; chef’s specials were terrific. Service was amazing. Nice location!
Best food in Annapolis, great parking, cozy atmosphere
Quiet Sunday Dinner. A long time favorite that did not disappoint. You cannot go wrong eating dinner at O'Leary's, food and service are always great.
Service was friendly and prompt, but not rushed. Excellent seafood options! Ate every bite!
WE HAVE BEEN HERE MANY TIMES OVER THE YEARS AND IT IS ONE OF OUR FAVORITES
Our favorite restaurant in Annapolis!
From the moment we arrive, to being seated next to an open window to enjoy the beautiful evening breeze and view of the moon, our server Jennifer was highly informative, attentive and prompt in seeing that we were continually being well cared for -she was excellent. our entrée's of shrimp and scallop was succulent; and the lobster risotto with crab outstanding. our calamari appetizer was served in a broth that could have been a full meal. we brought home the apple bread pudding for the next day, which was delicious. O'Leary's is our "go to" place for special events .
Linda Hanifin Bonner
First time but hopefully not the last time. Don’t get down that way often but it sure was a great dinner experience.
Wonderful crab cakes!
Four of us dined on a Saturday night. Reservations are recommended - the place was packed, busy with walk-ins waiting for a table... The food was good...
I drove 660 miles to see a football game and also to eat at O'Leary's. The game was awful O'Leary's was its normal self that means maybe the best seafood house on the East Coast. Great menu but be prepared for a full meal and for god's sakes do not expect to be able to finish the deserts, they are amazingly good but very rich and after a full O'Leary's meal good luck. For O'Leary's nothing special means a great meal they never disappoint you.
Had not been to O'Leary's for many years still a great place. Good food and good service. Will be back
Tuna tartar was off the hook! Snapper was a little over cooked.
Great spot for great food and a quiet intimate dinner. Wine list was pretty good as was the service. The menu is seafood oriented which is what you would expect and the prices are in line with the Annapolis area. Waitress was attentive but not intrusive. Parking limited.
O’Leary’s is among our favorites in Annapolis, and offers the best seafood in town.
The restaurant has been much improved - both the physical space and the menu offerings, over the past couple of years.
Visit and enjoy!
Outstanding local cuisine. Limited wines by the glass. Excellent service.
This restaurant is a special occasion place. The food is always delicious and special.
One recommendation to management. Such a fancy restaurant should have a nice bathroom. The bathroom was disgusting when I was there. The toilet had leaked all over the floor. It was overall very rundown, smelly and in need of repair.