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O'Leary's Seafood Restaurant

310 Third St, Eastport, Annapolis, MD 21403-2510
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Ranked #16 of 301 Restaurants in Annapolis
Certificate of Excellence 2014
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Price range: $30 - $50
Sun 5:00 pm - 9:00 pm
Mon - Sat 5:00 pm - 10:00 pm
Cuisines: Seafood, Contemporary
More restaurant details
Restaurant details
Good for: Entertaining clients
Dining options: Dinner, Reservations
Dining style: Casual Elegant
Cross street: Severn Avenue
Transit: Water taxi
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158 reviews from our community

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Rating summary
Date | Rating
  • English first
  • Any
English first
Annapolis, Maryland
4 reviews 4 reviews
3 helpful votes 3 helpful votes
4 of 5 stars Reviewed September 17, 2014 NEW

We have eaten at O'Leary's repeatedly for twenty years. At the moment, they are on an upswing. The menu was inventive, creative and just fine in the execution. The ambience is nice, although the tables are close together. Prices were high but not confiscatory. Be aware, however, that this restaurant is more variable over time than many as to the... More

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Chicago, Illinois
Senior Contributor
41 reviews 41 reviews
34 restaurant reviews
15 helpful votes 15 helpful votes
4 of 5 stars Reviewed September 17, 2014 NEW

We spend a lot of time in Florida where Grouper is on every menu. But this preparation was so good, we are telling our friends down there to call O'Learys for the recipe. Lobster Bisque cappuccino needs to be on your bucket list as well. We had a large group (from Florida) and the service was excellent. Extensive, reasonable priced... More

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Philadelphia, Pennsylvania
Senior Contributor
35 reviews 35 reviews
29 restaurant reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed September 16, 2014 NEW via mobile

The food was great (soft shell crab special and whole rock fish), but what made the meal was the service. Our waitress (and the chef behind the scene) went out of their way to accommodate us. From fileting the rock fish to customizing a dessert, the servers made us feel special.

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Arlington, Virginia
19 reviews 19 reviews
10 restaurant reviews
20 helpful votes 20 helpful votes
3 of 5 stars Reviewed September 2, 2014

We ate here recently on a weekend trip to Annapolis. Had hoped to have a nice, water view. However, if you are in the back room, there is no water view at all. That was a bit disappointing. The food was fine. Lobster was too chewy. Service was fine. Nothing too special about the dinner or the restaurant.

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Green Cove Springs, Florida, United States
Senior Reviewer
10 reviews 10 reviews
8 restaurant reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed August 31, 2014

The food and service here was absolutely the best. Great tuna sashimi appetizer and the crab cakes were some of the best we have had. Nice ambiance.

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Orlando, Florida
Senior Reviewer
6 reviews 6 reviews
4 restaurant reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed August 27, 2014

When O'Leary's first opened it was considered one of "the best" places to eat. Then, a couple of years ago, it seemed to lose its way and became "good, but not great". That has all changed yet again, and now O'leary's is back to its excellent creative dishes, delightful wine list, and top notch service and is indeed "better than... More

Was this review helpful? Yes 1
Orlando, Florida
Top Contributor
62 reviews 62 reviews
27 restaurant reviews
33 helpful votes 33 helpful votes
5 of 5 stars Reviewed August 25, 2014

Go across the bridge to Eastport or take water taxi from City Dock and you will not be disappointed in this restaurant. Even though it does not have water view it is worth it. The seafood dishes on the menu are wonderful: crab cakes, soft shells and Rockfish are all award winning! Reservations are a must as the restaurant is... More

Was this review helpful? Yes 1
St. Petersburg, Florida
Senior Contributor
26 reviews 26 reviews
13 restaurant reviews
19 helpful votes 19 helpful votes
2 of 5 stars Reviewed August 17, 2014

The warm greeting when we arrived gave us hope for a nice evening out. Our table was not ready for our 7:30 reservation. In spite of other empty tables in another section of the restaurant, we were directed to the bar. The bar tender was chillier than the ice in the drinks. I ordered the tuna (med rare) it came... More

Was this review helpful? Yes 1
17 reviews 17 reviews
12 restaurant reviews
9 helpful votes 9 helpful votes
4 of 5 stars Reviewed August 5, 2014

A delightful, quiet and very good restaurant away from the crowd. Celebrating my wife's ?? Birthday, the return to O'Learys was nice. The shrimp corn chowder which we shared was superb, intentionally served warm and the flavors came out wonderfully. The rockfish was exceptional along with the polenta. The soft crab/crab cake combination was good, but not great, a bit... More

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Springfield, New Jersey
Top Contributor
61 reviews 61 reviews
22 restaurant reviews
24 helpful votes 24 helpful votes
4 of 5 stars Reviewed July 28, 2014

We thoroughly enjoyed the experience of having dinner here. The atmosphere is very nice, though it was very noisy the evening we visited . The waiter was very attentive. The roll served before the meal was very good. I tried the gezpacho which was delicious. We had barbeque mahi mahi, salmon, seafood carbonara and haddock, and loved each dish. If... More

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