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O'Leary's Seafood Restaurant

310 Third Street, Eastport, Annapolis, MD 21403-2510
+1 410-263-0884
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  • Excellent63%
  • Very good23%
  • Average8%
  • Poor2%
  • Terrible4%
Travellers talk about
“rockfish” (34 reviews)
“seafood” (64 reviews)
“crab cakes” (74 reviews)
Closed Now
All hours
American, Seafood, Contemporary, Gluten Free Options, Vegetarian Friendly
310 Third Street, Eastport, Annapolis, MD 21403-2510
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Reviews (319)
Traveller rating
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1 - 10 of 318 reviews

Reviewed 1 week ago

After three years of wanting to try O'Leary's, it finally worked out;,and it was definitely worth the wait. The wait staff were friendly and attentive. The food was delicious, sophisticated and innovative. The cocktails, wine and beer list were very good, and the ambience, pleasant....More

Thank fiamma11
Reviewed 1 week ago

There were three of us for brunch, and what a meal we had. Started with stuffed oysters. Beautifully done, stuffed with bacon and spinach and topped with a bearnaise sauce. Excellent! Blue Ridge Benny, smoked VA ham on English muffin halves with poaches eggs and...More

Thank Etta B
Reviewed 1 week ago

It's well-hidden but worth the trip. We had crab-cakes and various seafood. It was a good evening in a nice restaurant with good prices and service. Annapolis is full of expensive restaurants with mediocre service, this is an exception.

Thank Paul A
Reviewed 1 week ago

Im spoiled by the Lobster House in Cape May, NJ but I had Diver Scallops with Crab Rissotto. It was out of this world! I don't even like Risotto but I think this is my new favorite!

Thank Susan V
Reviewed 15 August 2017

Scallops, fish, shrimp, and crab dishes all excellent. The seafood caprese was a perfect combination ingredients, but maintained a bit more of a sweet taste than I would have ideally preferred. Attentive and friendly service. Décor is relaxing, elegant, neat, and modern. Undersea designs above...More

Thank JimmB30
Reviewed 14 August 2017

Ordered the crabcakes. EXCELLENT! Started off with the Maryland Crab soup. Very good but SPICY! Service was fast and friendly. The only weird thing was paying for the check. The waitress used a tablet at the table to swipe the credit card. If you want...More

Thank DaveHRoe
Reviewed 12 August 2017

We're from Louisiana and wanted to see how Chesapeake crab and oysters compared with Gulf seafood. We loved it, this place knows how to cook and serve great seafood. And it's a good place to go to see the harbor.

Thank Gooseview
Reviewed 8 August 2017

Even though it was a quiet Monday night, we had a fabulous experience here. The service was great, the food stellar - all of it - and the wine excellent. Scallops, mussels, crab cakes and barramundi were all top notch and the creme brulee passed...More

Thank holtspa
Reviewed 29 July 2017 via mobile

We had a wonderful dinner at O'Leary - the seafood was excellent - calamari or salmon or scallops - everything was tasty. Great family evening. We highly recommend the sommelier, Dimitri, who gave us excellent advice and did his best to make our meal and...More

1  Thank Stephgourmet
Reviewed 23 July 2017 via mobile

I loved this restaurant! It was a lovely restaurant on the smaller side with great service. I tried the Parmesan Crusted Salmon. Needless to say, that was probably the best salmon I ever had in my life! I also tried the oysters and they were...More

Thank MoPorter
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Nearby Attractions
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289 reviews
.54 km away
St. Mary's Church
71 reviews
.58 km away
Annapolis Maritime Museum
77 reviews
.63 km away
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.66 km away
Ask a question
Questions & Answers
17 February 2017|
AnswerShow all 4 answers
Response from Wil P | Property representative |
I have 2 parking lots on either side of the restaurant.
25 January 2017|
AnswerShow all 2 answers
Response from ltritz | Reviewed this property |
VERY attentive!
9 November 2016|
AnswerShow all 3 answers
Response from Wil P | Property representative |
Yes. I have a smaller dining room that can accommodate up to 25 people... If you want to discuss further, call the restaurant at 410.263.0884. Ask for Wil
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Restaurant Details

Rating summary
  • Food
  • Value
Average prices
US$28 - US$37
Restaurant features
Takeout, Parking Available, Serves Alcohol, Reservations, Seating, Waitstaff, Free Off-Street Parking, Wheelchair Accessible, Full Bar, Wine and Beer, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover
Dining Style
Casual Elegant
Good for
Business meetings, Local cuisine, Special Occasion Dining, Romantic
Open Hours
10:00 - 14:00
17:00 - 21:00
17:00 - 21:00
17:00 - 21:00
17:00 - 21:00
17:00 - 21:00
17:00 - 22:00
17:00 - 22:00
Location and Contact Information
  • Address: 310 Third Street, Eastport, Annapolis, MD 21403-2510
    (Severn Avenue)
  • Public Transportation: Water taxi
  • Location: United States  >  Maryland (MD)  >  Annapolis
  • Phone Number: +1 410-263-0884
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