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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)
+1 410-263-0884
17:00 - 21:00
Closed now
See all hours
Sun 10:00 - 14:00
Sun - Thu 17:00 - 21:00
Fri - Sat 17:00 - 22:00
More Info
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284 Reviews from our TripAdvisor Community

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Showing 283: English reviews
Level Contributor
46 reviews
33 restaurant reviews
common_n_restaurant_reviews_1bd8 8 helpful votes
5 of 5 bubbles Reviewed 2 days ago NEW via mobile

This was our second visit and O'Leary's is still our favorite! Best Crab Cakes I have ever had for main course, we tried the Diver Scallops for an appetizer and it was fabulous! O'Leary's always has a great menu and you cannot go wrong with whatever you choose!

Thank Fcafc
Lancaster, Pennsylvania
Level Contributor
161 reviews
106 restaurant reviews
common_n_restaurant_reviews_1bd8 47 helpful votes
5 of 5 bubbles Reviewed 2 days ago NEW

It was a quiet weeknight evening in January so the restaurant was not busy at all. I can imagine that in-season this place would be quite hectic but on this night it was delightful in every sense of the word. We brought along a special bottle of wine to enjoy ($15 corkage) and the server was delighted to open it... More 

Thank Bob G
Annapolis, Maryland
Level Contributor
11 reviews
8 restaurant reviews
common_n_restaurant_reviews_1bd8 11 helpful votes
1 of 5 bubbles Reviewed 3 days ago NEW

My husband and I had a reservation. When I tried to inform the hostess, we had a miscommunication for lack of hearing due to the noise at the bar right behind us which was full and lively. My husband chimed in loudly our name and reservation, and I admit it could have been taken as rude, but later told me... More 

Thank zd21403
Level Contributor
5 reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 4 days ago NEW

Was in Annapolis for a couples overnight and what a wonderful surprise to find this Gem of a Restaurant. From Start to Finish it was the best dinner. Our waitress Jessica was fantastic and very knowledgeable about the menu & drinks. Can not wait to return in the future. It will be our go to restaurant.

Thank MARY L
Venice, FL
Level Contributor
37 reviews
23 restaurant reviews
common_n_restaurant_reviews_1bd8 18 helpful votes
3 of 5 bubbles Reviewed 6 days ago NEW

O'Leary's always has very good seafood, but it is expensive. It is a small place and tends to be quite crowded and a bit noisy.

Thank John_HVenice_Fl
Marlton, NJ
Level Contributor
5 reviews
3 restaurant reviews
5 of 5 bubbles Reviewed 6 days ago NEW

A wonderful anniversary dinner. We have been to O'Leary's before and it has never let us down. Hubby had the crab cakes his favorite, and O'Leary's has his favorite on the bay, that's saying something since he has tried them everywhere! The Mediterranean pasta dish was to die for large shrimp and plump scallops with sundried tomatoes and kalamata olives.... More 

Thank Jpalmtre2
Baltimore, MD
Level Contributor
165 reviews
95 restaurant reviews
common_n_restaurant_reviews_1bd8 91 helpful votes
5 of 5 bubbles Reviewed 1 week ago

This was our first visit and will definitely recommend. It was a cold rainy night but the place soon filled up. I'm glad we made reservations for 7:00 on this Saturday night, to celebrate my birthday. We were seated immediately. Our waitress was the best. Everything she explained, sounded delicious. We had the tuna for an appetizer, which had huge... More 

Thank ltritz
annapolis, MD
Level Contributor
56 reviews
21 restaurant reviews
common_n_restaurant_reviews_1bd8 24 helpful votes
5 of 5 bubbles Reviewed 1 week ago via mobile

We've been here many times for dinner, but have started going for Sunday brunch about once a month. It's all a la carte, with great soups, entrees like shrimp with jalapeño and cheese grits, eggs Benedict and build-your-own omelets. Wonderful bloody marys. Good service and nice atmosphere - a great addition to the annapolis Sunday brunch scene.

Thank eastporter
Thurmont, Maryland
Level Contributor
168 reviews
119 restaurant reviews
common_n_restaurant_reviews_1bd8 38 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago

My wife and I had the pleasure of dining here for the first time on New Years Eve. We had reservations at 530 and upon our arrival we were seated in a small dining area, very quite and intimate off to the left of the bar and facing Third Street. We ordered Scallop en Croute for our appetizer [a large... More 

Thank Billy R
Berwyn, Pennsylvania
Level Contributor
50 reviews
40 restaurant reviews
common_n_restaurant_reviews_1bd8 13 helpful votes
5 of 5 bubbles Reviewed 3 weeks ago via mobile

Look no further for best seafood in Nap town. High end special place on the water. Sauces they serve with fresh fish outstanding. Need reservations very popular with locals. Highly recommend.

Thank CharltonDon

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Restaurant Details

Rating summary
  • Food
    4.5 of 5 bubbles
    4 of 5 bubbles
  • Value
    3.5 of 5 bubbles
    4 of 5 bubbles
Average prices
US$28 - US$37
American, Seafood, Contemporary
Restaurant features
Takeout, Parking Available, Serves Alcohol, Reservations, Seating, Waitstaff, Free Off-Street Parking, Wheelchair Accessible, Wine and Beer, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover, Full Bar, Free Wifi
Dining Style
Casual Elegant
Good for
Romantic, Business meetings, Special Occasion Dining, Local cuisine
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

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of O'Leary's Seafood Restaurant and other visitors
3 questions
Ask a question
Annapolis, Maryland, United States
Rippon, West Virginia
over a year ago

See all questions (3)

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?