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O'Leary's Seafood Restaurant

310 Third St, Eastport, Annapolis, MD 21403-2510
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Ranked #9 of 296 restaurants in Annapolis
Certificate of Excellence 2014
Price range: $30 - $50
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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146 reviews from our community

78% Recommend
Rating summary
Date | Rating
  • English first
  • Any
English first
Baltimore, Maryland
1 review
4 of 5 stars Reviewed July 22, 2014 NEW

We discovered O'Leary's a couple of years ago, and keep going back because the food, service, and ambiance are good, reasonably (not cheaply) pricedHe has been very happy with his steak every time he's accompanied us. We usually go as a couple, but there are enough acceptable dishes on the menu for our meat-loving (NOT seafood loving) son. The crabcakes... More

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Senior Contributor
21 reviews 21 reviews
19 restaurant reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed July 19, 2014 NEW via mobile

O'Leary's remains the best seafood restaurant in Annapolis. Our server, Elaine, was professional, timely, knowledgeable, and a delight. The food was close to perfect. We had 4 different entrees and nobody wanted to share. Grouper, crab cakes, salmon, and shrimp & grits were outstanding. The flash fried oyster appetizers were just as good. We left as happy campers. O'Leary's and... More

Was this review helpful? Yes 1
Tennessee, United States
Senior Contributor
42 reviews 42 reviews
30 restaurant reviews
13 helpful votes 13 helpful votes
4 of 5 stars Reviewed June 25, 2014

The crab cakes were wonderful and huge. We had a excellent server who let us know you could order only one if you'd prefer. Easy to walk to O'Leary's from anywhere in the historic area.

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Elizabethtown, Pennsylvania
Top Contributor
54 reviews 54 reviews
21 restaurant reviews
19 helpful votes 19 helpful votes
4 of 5 stars Reviewed June 4, 2014

We went on a Monday eve for our first visit to O'Leary's. This was a good choice since the restaurant was not full. Our waitress was very attentive with enthusiastic information on the menu. My husband had a special fish for the day which he loved, my dish was also very satisfying. The atmosphere is pleasant. The prices are very... More

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Saint Paul, Minnesota
Top Contributor
74 reviews 74 reviews
47 restaurant reviews
51 helpful votes 51 helpful votes
5 of 5 stars Reviewed May 26, 2014

Despite many trips to Annapolis, we hadn't eaten at O'Leary's for a few years. We weren't disappointed . It is still one of the best if not the best in Annapolis. This time we were there on a Sunday evening and it was much quieter and lot less crowded that on our previous visits which we appreciated. Reservations are a... More

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Wilmington, Delaware
Senior Reviewer
8 reviews 8 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed May 9, 2014

O'Leary's is truly a great place for seafood in Annapolis, or actually in Eastport, across the Spa Creek Bridge. The food is fresh, tastefully prepared and served. And a great feature of this restaurant in parking-starved Annapolis is that they have an ample parking lot right next to the restaurant.

Was this review helpful? Yes 1
Salisbury, Maryland
Top Contributor
58 reviews 58 reviews
38 restaurant reviews
22 helpful votes 22 helpful votes
4 of 5 stars Reviewed May 5, 2014

We arrive early for our reservation and we exactly needed to expand by one. The host did not seem very happy that we asked for an extra accommodation (when in the end, it was no big deal at all!!). That kind of started us on the wrong foot.....but our server quickly helped us forget about that. He was extremely attentive... More

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Senior Contributor
32 reviews 32 reviews
17 restaurant reviews
11 helpful votes 11 helpful votes
3 of 5 stars Reviewed April 18, 2014

Our dinner was okay. Crab cakes were all lump crab, but not especially tasty. I would not advise against this restaurant, but would try another one next time.

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Fort Lauderdale, Florida
17 reviews 17 reviews
7 restaurant reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed April 15, 2014

Our hotel Marriott water view recommended this restaurant and it was a home run! The building seemed to be historic house turned into a restaurant with lovely decor with a quaint atmosphere! Food was spectacular and service was too!

Was this review helpful? Yes 1
Top Contributor
63 reviews 63 reviews
28 restaurant reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed March 23, 2014

The crabcakes with the sauce are probably the best in town. The sauce with it is tasty. Potatoes are made with maple bacon. The lobster was done just right as a special. Atomosphere is nice but may not be for everyones taste. Prices are a bit high but worth a visit if you can.

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