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O'Leary's Seafood Restaurant

310 Third St, Eastport, Annapolis, MD 21403-2510
+1 410-263-0884
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  • Excellent62%
  • Very good23%
  • Average9%
  • Poor2%
  • Terrible4%
Travellers talk about
“seafood” (70 reviews)
“crab cakes” (78 reviews)
“monkfish” (30 reviews)
Closed Now
All hours
American, Seafood, Contemporary, Gluten Free Options, Vegetarian Friendly
310 Third St, Eastport, Annapolis, MD 21403-2510
All Details
Write a ReviewReviews (337)
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1 - 10 of 336 reviews

Reviewed 1 week ago via mobile

Stopped in last night for our “date night.” Sat at the bar and was served by Jennifer- she was so informative and great to chat with as we shared food and travel stories back and forth.. We tried several signature cocktails- the Apothecary.. Boca Fiesta.....More

Thank BooksandWine
Reviewed 3 weeks ago

We are six locals from Annapolis. We really want a great seafood house and want this restaurant to fix this problem so we can support it! O'Leary's last night was somewhat disappointing. The food was spotty in quality. My fish was cooked perfectly and presentation...More

Thank Gail B
Reviewed 4 weeks ago via mobile

We have always had a great experience here and our meal last night did not disappoint. The atmosphere is cozy and the service impeccable. Most importantly, the meal I had was amazing. I got the scallop special and the attention to detail, many layers of...More

Thank Denise Z
Reviewed 4 weeks ago via mobile

Very good meal, nice atmosphere and our waiter Dimitri was very very nice. Parking is available at the side of the restaurant.

Thank laytonblue02
Reviewed 2 January 2018

We had a very nice New Years Eve dinner at O'Leary's. We started with the broiled oysters which were good, and the tuna tartar which was amazing. My husband had the red snapper and I had the tuna for entrees. Both were very good. It's...More

Thank JLF923
Reviewed 8 December 2017

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...More

1  Thank O2055VKscottk
Reviewed 6 December 2017

this is truly a seafood restaurant. The "whole black bass" was outstanding with a terrific presentation, felt like a plate from "Top Chef" (but with plenty to eat). The ambience is simple but the lighting makes it soothing & intimate. Adding to all this was...More

2  Thank gerry1mon
Reviewed 4 December 2017

We had heard great things. The ambiance is good. The service is very good. The food tasted good ( with the exception of one item). But, I can get fish flown in from around the world anywhere. We wanted a local fishing village experience. The...More

1  Thank Richard D
Reviewed 10 November 2017

Some friends from Baltimore recommended we go to O'Leary's. It is a quaint smaller restaurant with decent atmosphere. Nice not fancy. Both my wife and I were very pleased with our food. In fact my wife felt that her Lump Crab Cake was the best...More

1  Thank ifly737
Reviewed 3 November 2017

Located in Eastport (walkable from town), the place is smallish and busy (recommend reservations in busy times). Small wine list had some nice Italian choices.

1  Thank Wiggleglass
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Ask a question
Questions & Answers
Christina A
22 January 2018|
AnswerShow all 5 answers
Response from LindasList123 | Reviewed this property |
It’s small but we were told yes you can.
18 February 2017|
AnswerShow all 4 answers
Response from Wil P | Property representative |
I have 2 parking lots on either side of the restaurant.
26 January 2017|
AnswerShow all 2 answers
Response from ltritz | Reviewed this property |
VERY attentive!
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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, Accepts Credit Cards
Dining Style
Casual Elegant
Good for
Romantic, Business meetings, Local cuisine, Special Occasion Dining
Open Hours
10:00 AM - 2:00 PM
5:00 PM - 9:00 PM
5:00 PM - 9:00 PM
5:00 PM - 9:00 PM
5:00 PM - 9:00 PM
5:00 PM - 9:00 PM
5:00 PM - 10:00 PM
5:00 PM - 10:00 PM
Location and Contact Information
  • Address: 310 Third St, 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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