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O'Leary's Seafood Restaurant

Certificate of Excellence
American, Seafood, Contemporary
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310 Third Street, Eastport, Annapolis, MD 21403-2510 (Severn Avenue)
5:00 pm - 10:00 pm
Closed now
All hours
Sun 10:00 am - 2:00 pm
Sun - Thu 5:00 pm - 9:00 pm
Fri - Sat 5:00 pm - 10:00 pm
More Info
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254 Reviews from our TripAdvisor Community

Traveler rating
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Time of year
Showing 253: English reviews
Level Contributor
5 reviews
common_n_restaurant_reviews_1bd8 10 helpful votes
5 of 5 stars Reviewed 3 days ago NEW

Every time we go to O'Leary's it's spectacular. The service and attention to detail and the quality of the food is the best that Annapolis has to offer. WE have lived here for over 20 years and there isn't a close second.

Thank Rob B
Ansonia, Connecticut
2 reviews
3 of 5 stars Reviewed 5 days ago NEW

We were a party of six for dinner with a reservation. When we arrived we were shown to a booth, we asked if a table was available and were told no - parties of six are seated in booths. We took the booth but for six people it was quite uncomfortable. To be fair our server was good too bad... More 

Thank Sharon G
Salisbury, Maryland
Level Contributor
4 reviews
5 of 5 stars Reviewed 5 days ago NEW

I requested 3 vegetable side dishes as I'm a vegetarian. The chef spun them together to create a lovely meal. Thank you so much!

Thank Kimberly R
1 review
5 of 5 stars Reviewed 2 weeks ago via mobile

Great food....fantastic service-Demetri was awesome and a great atmosphere...best food all weekend ...rockfish is amazing as are the lettuce wraps and salmon bruschetta ... Had the special black widow cod and it was delish!!! Totally coming back again!!!

Thank Michelle H
Chicago, Illinois
Level Contributor
3 reviews
4 of 5 stars Reviewed 3 weeks ago

We had a good fish dinner, but the service was very mediocre for a nice restaurant. I'm allergic to dairy and asked if one of the fish dishes could be prepared without butter and was told no. I ordered another entree which came with goat cheese on it. It's sometimes difficult to get substitutions at low-end restaurants, but I expect... More 

Thank DanLondon2014
Locust Grove, Virginia
Level Contributor
6 reviews
3 restaurant reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
4 of 5 stars Reviewed 3 weeks ago

Our waiter was very nice and friendly. He explaned the features and preparation of the dishes and offered helpful recommendations.

Thank lousyweekend
Washington DC, District of Columbia
Level Contributor
30 reviews
12 restaurant reviews
common_n_restaurant_reviews_1bd8 20 helpful votes
5 of 5 stars Reviewed 3 weeks ago

The quaint, calming atmosphere hits you as soon as you enter. Charmingly rustic exposed brick walls, small but fully stocked and open bar, and very busy waitstaff bustling throughout the space. We were seated in a smaller, more intimate room, with deep blue-covered walls, and it was a treat to be away from the hustle and bustle of the rest... More 

Thank CinderL
Pasadena, MD
Level Contributor
15 reviews
8 restaurant reviews
common_n_restaurant_reviews_1bd8 10 helpful votes
5 of 5 stars Reviewed 4 weeks ago

Four of us had dinner the night before Father's Day, celebrating two birthdays that I noted on OpenTable.com, and which brought us two complimentary chocolate mousses for dessert. Appetizers were calamari, smoked salmon bruschetta and grilled oysters with herb butter and cheese - all fantastic. One had the soft crab special and they were huge! Any very tasty. Three of... More 

Thank TLP261
Level Contributor
3 reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 4 weeks ago

If you want to experience the local fare, you have to visit O'Leary's. The food was excellent. Great attention to detail, great service and great value.

Thank francesp639
Philadelphia, Pennsylvania
Level Contributor
66 reviews
50 restaurant reviews
common_n_restaurant_reviews_1bd8 15 helpful votes
4 of 5 stars Reviewed 4 weeks ago via mobile

There are a variety of fish restaurants in Annapolis. We chose O'Leary's as in addition to specific dishes we could select a fish and have it prepared how we wanted it. To start I had the Spanish terrine which was wonderful. The thinly sliced cantaloupe layered in was a pleasant surprise as it was not mentioned in the description. My... More 

1 Thank crkoer

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Restaurant Details

Rating summary
  • Food
    4 of 5 stars
    4 of 5 stars
  • Value
    3.5 of 5 stars
    4 of 5 stars
Average prices
$28 - $37
American, Seafood, Contemporary
Restaurant features
Takeout, Parking Available, Serves Alcohol, Reservations, Seating, Waitstaff, Free Off-Street Parking, Full Bar, Wine and Beer, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover, Private Dining, Wheelchair Accessible, Free Wifi
Dining Style
Casual Elegant
Good for
Special occasions, Local cuisine, Business meetings, Romantic
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 Street, Eastport, Annapolis, MD 21403-2510
    (Severn Avenue)
  • Public Transportation: Water taxi
  • Location: United States  >  Maryland (MD)  >  Annapolis
  • Phone Number: 14102630884

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of O'Leary's Seafood Restaurant and other visitors
1 question
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Rippon, West Virginia
over a year ago

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Questions? Get answers from O'Leary's Seafood Restaurant staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?