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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
Website
Today
17:00 - 21:00
Closed now
See all hours
Hours:
Sun 10:00 - 14:00
Sun - Thu 17:00 - 21:00
Fri - Sat 17:00 - 22:00
More Info
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279 Reviews from our TripAdvisor Community

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Showing 278: English reviews
Marlton, NJ
Level Contributor
5 reviews
3 restaurant reviews
5 of 5 bubbles Reviewed today 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 

Helpful?
Thank Jpalmtre2
Baltimore, MD
Level Contributor
164 reviews
94 restaurant reviews
common_n_restaurant_reviews_1bd8 91 helpful votes
5 of 5 bubbles Reviewed 2 days ago NEW

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 

Helpful?
Thank ltritz
annapolis, MD
Level Contributor
56 reviews
21 restaurant reviews
common_n_restaurant_reviews_1bd8 24 helpful votes
5 of 5 bubbles Reviewed 2 days ago NEW 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.

Helpful?
Thank eastporter
Thurmont, Maryland
Level Contributor
168 reviews
119 restaurant reviews
common_n_restaurant_reviews_1bd8 38 helpful votes
5 of 5 bubbles Reviewed 1 week 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 

Helpful?
Thank Billy R
Berwyn, Pennsylvania
Level Contributor
48 reviews
38 restaurant reviews
common_n_restaurant_reviews_1bd8 13 helpful votes
5 of 5 bubbles Reviewed 2 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.

Helpful?
Thank CharltonDon
Denton, Texas
Level Contributor
286 reviews
163 restaurant reviews
common_n_restaurant_reviews_1bd8 116 helpful votes
4 of 5 bubbles Reviewed 2 weeks ago

Difficult choices to make when the menu was filled with incredible options...each one sounding more and more delicious. But ~ how can you visit Maryland without choosing Maryland Crab Cakes...we don't have that luxury in many of our restaurants in Texas so my heart and stomach were set on Crab Cakes. Our server was Jessica and she was wonderfully attentive... More 

Helpful?
1 Thank Joey P
Silver Spring, Maryland
Level Contributor
94 reviews
54 restaurant reviews
common_n_restaurant_reviews_1bd8 56 helpful votes
5 of 5 bubbles Reviewed 7 December 2016

I went to O’Leary’s last night for my wife’s birthday dinner. I was keeping an open mind after reading some of the reviews , especially the one that played the race card. Upon arrival Denise the host and waitress greeted us and escorted my wife and I to our table. From that moment on we were in for a fantastic... More 

Helpful?
Thank DMAN0431
Kingston, New York
Level Contributor
56 reviews
45 restaurant reviews
common_n_restaurant_reviews_1bd8 32 helpful votes
5 of 5 bubbles Reviewed 15 November 2016

O'Leary's is located in what looks like an older cottage. Inside, it's absolutely charming, with seating arranged in different rooms; cozy without being cramped. If you'd like to start with a cocktail, there is a fun and imaginative drink menu available. But the food...wow. The seafood options are so wonderfully appealing, it's hard to choose, but be assured, no matter... More 

Helpful?
1 Thank Susan D
Level Contributor
31 reviews
25 restaurant reviews
common_n_restaurant_reviews_1bd8 9 helpful votes
5 of 5 bubbles Reviewed 11 November 2016 via mobile

A quiet little place in Eastport that serves great seafood. Janie had the salmon and I had to test out the crab cakes. Both were superb. When i drive the water taxi, and am asked where to go I mention the obvious ones but then say my favorite is O'Learys. Just one of those secret places that most towns have... More 

Helpful?
Thank Pete C
2 reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
4 of 5 bubbles Reviewed 2 November 2016

If you are looking for a special restaurant for a special and long dinner this is the place Service does not rush you, provides; meal was well phased. Not cheap - $50/ person..no desert and not the most expensive items on the menu [ 2 glasses house wine Menu had some uniquely prepared items.- Worth the experience for that; .Food... More 

Helpful?
1 Thank jimg545

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Restaurant Details

Rating summary
  • Food
    4.5 of 5 bubbles
    Service
    4 of 5 bubbles
  • Value
    3.5 of 5 bubbles
    Atmosphere
    4 of 5 bubbles
Average prices
US$28 - US$37
Cuisine
American, Seafood, Contemporary
Meals
Dinner
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
Business meetings, Local cuisine, Special Occasion Dining, Romantic
Open Hours
Sunday
10:00 - 14:00
17:00 - 21:00
Monday
17:00 - 21:00
Tuesday
17:00 - 21:00
Wednesday
17:00 - 21:00
Thursday
17:00 - 21:00
Friday
17:00 - 22:00
Saturday
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
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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?