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O'Leary's Seafood Restaurant

Certificate of Excellence
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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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285 Reviews from our TripAdvisor Community

Traveller rating
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Time of year
Showing 284: English reviews
1 review
5 of 5 bubbles Reviewed 3 days ago NEW via mobile

We're locals. Frequent O'Learys. Food is top notch. Service Even Better! The lobster or Crab Cakes are tops all year round.

Thank Scot G
Dallas, Texas
Level Contributor
15 reviews
7 restaurant reviews
common_n_restaurant_reviews_1bd8 18 helpful votes
5 of 5 bubbles Reviewed 3 weeks ago

Just what we were looking for after a long travel day, good local cuisine without a lot of background noise. We spent three nights in Annapolis on Inauguration weekend and dined at O'Leary's twice so obviously we thought it was a good value and worth a 2nd visit.

Thank N708Y
Level Contributor
47 reviews
34 restaurant reviews
common_n_restaurant_reviews_1bd8 9 helpful votes
5 of 5 bubbles Reviewed 4 weeks ago 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!

1 Thank Fcafc
Lancaster, Pennsylvania
Level Contributor
164 reviews
108 restaurant reviews
common_n_restaurant_reviews_1bd8 47 helpful votes
5 of 5 bubbles Reviewed 4 weeks ago

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 

1 Thank Bob G
Level Contributor
5 reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 4 weeks ago

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 4 weeks ago

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 4 weeks ago

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
168 reviews
98 restaurant reviews
common_n_restaurant_reviews_1bd8 92 helpful votes
5 of 5 bubbles Reviewed 15 January 2017

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 15 January 2017 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 7 January 2017

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

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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, Vegetarian Friendly
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, Free Wifi
Dining Style
Casual Elegant
Good for
Romantic, Special Occasion Dining, Local cuisine, Business meetings
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
5 questions
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Annapolis, Maryland
3 days ago
Annapolis, Maryland, United States
Rippon, West Virginia
over a year ago

See all questions (5)

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?