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All 308 Annapolis Restaurants

O'Leary's Seafood Restaurant

310 Third St, Eastport, Annapolis, MD 21403-2510
410-263-0884
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Ranked #16 of 308 Restaurants in Annapolis
Certificate of Excellence 2014
Price range: $30 - $50
Hours:
Sun 5:00 pm - 9:00 pm
Mon - Sat 5:00 pm - 10:00 pm
Cuisines: Seafood, Contemporary
More restaurant details
Restaurant details
Good for: Entertaining clients
Dining options: Dinner, Reservations
Dining style: Casual Elegant
Cross street: Severn Avenue
Transit: Water taxi
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171 reviews from our community

Visitor rating
    90
    45
    18
    7
    11
Rating summary
    Food
    Service
    Value
    Atmosphere
Date | Rating
  • English first
  • Any
English first
Washington DC, District of Columbia
Senior Contributor
25 reviews 25 reviews
14 restaurant reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed January 11, 2015

Enjoyed a great seafood dinner on New Year's Eve. We were seated promptly with a reservation. Quaint location in historic home just a block from the water but it's not a huge space so I highly recommend reservations. The restaurant has a private lot so parking was easy and close. We started with a bowl of Butternut Squash Bisque and... More 

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Annapolis, Maryland
Top Contributor
71 reviews 71 reviews
38 restaurant reviews
24 helpful votes 24 helpful votes
3 of 5 stars Reviewed December 31, 2014

Had dinner there. Generous, free lot parking (a plus for the Annapolis waterfront area). Quaint, comfortably appointed interior, though small. While things started off well with waiter, he seems to have lost his way. Brought the herbal tea the two of us wanted, but then disappeared for 20 minutes and was somewhat aloof when he returned, though basically polite. Bread... More 

Was this review helpful? Yes 1
Blue Bell, Pennsylvania, United States
Senior Contributor
48 reviews 48 reviews
31 restaurant reviews
28 helpful votes 28 helpful votes
5 of 5 stars Reviewed December 27, 2014

This was a return visit to O'Leary's for me (my honey was a first-timer). We were enjoying a quick get-away to Annapolis and I knew that I wanted to celebrate my birthday dinner at O'Leary's. We had their last reservations of the December evening so we were able to enjoy a lovely, quiet restaurant. We shared one of the delicious... More 

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Senior Contributor
22 reviews 22 reviews
18 restaurant reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed December 21, 2014 via mobile

We just loved O'Leary's Seafood Restaurant, what beautiful decor, wonderful service and oh the food! We started out with calamari perfectly cooked yum and the fried grouper with jumbo shrimp was amazing! We can't wait to go back!

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Washington DC, District of Columbia
Senior Reviewer
9 reviews 9 reviews
6 restaurant reviews
6 helpful votes 6 helpful votes
4 of 5 stars Reviewed December 12, 2014

Best seafood restaurant in Annapolis. Black bean soup is amazing. All of the fish dishes come with multiple ingredients. So there is nothing boring about their entrees. Service is great. Ambiance lovely. This is a great place to bring out of town guests for a lovely meal.

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Annapolis, Maryland
Contributor
15 reviews 15 reviews
6 restaurant reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed November 6, 2014

Best variety and quality of seafood in Annapolis. They usually take reservations (recommend in summer). Pricey. Small, nice atmosphere. If you're looking for a more boisterous time eat at the bar at Ruth's across the street or Middleton's next to city market.

Was this review helpful? Yes 1
Bowie, Maryland
Senior Reviewer
6 reviews 6 reviews
3 restaurant reviews
11 helpful votes 11 helpful votes
5 of 5 stars Reviewed November 3, 2014

If you love fish and shellfish, O'Leary's should not be missed if you're visiting Annapolis. Quite small and a bit noisy because of it, that really should not be a deterrent to eating here. Tiny bar area, but with a reservation, you will be seated before having to stand at the bar for long. I have never had anything but... More 

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Sarasota, Florida
Top Contributor
589 reviews 589 reviews
427 restaurant reviews
281 helpful votes 281 helpful votes
4 of 5 stars Reviewed October 20, 2014

The tables at O'Leary's are a little too close for comfort and it does make it feel a bit crowded, but the food was excellent... as were the cocktails :-) We had the shark, which was quite a small portion for the price to be fair... Would definitely recommend though - would probably choose the swordfish over the shark next... More 

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United States
Top Contributor
112 reviews 112 reviews
58 restaurant reviews
48 helpful votes 48 helpful votes
3 of 5 stars Reviewed October 19, 2014

We have eaten here in the past and have always found the food very good. The atmosphere is crowded and the seating is tightly packed. You essentially will have no privacy in your conversations. This is not a romantic couple restaurant. The restaurant is a converted house into restaurant. Low ceilings, congested and crowding makes the acoustics almost intolerable. But,... More 

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Beaumont, Texas
Reviewer
5 reviews 5 reviews
7 helpful votes 7 helpful votes
2 of 5 stars Reviewed October 9, 2014

First time in Annapolis and we were told o'Learys was the place to eat seafood. We made reservations and showed up on time. We were seated promptly and the waitress came right over to get our drink order, but I left my cheaters in the car and had to go get them to read the menu. Once I got back... More 

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Additional Information about O'Leary's Seafood Restaurant

Address: 310 Third St, Eastport, Annapolis, MD 21403-2510
Phone Number: 410-263-0884
Location: United States  >  Maryland (MD)  >  Annapolis
Open Hours:
Sunday 5:00 pm - 9:00 pm
Monday 5:00 pm - 10:00 pm
Tuesday 5:00 pm - 10:00 pm
Wednesday 5:00 pm - 10:00 pm
Thursday 5:00 pm - 10:00 pm
Friday 5:00 pm - 10:00 pm
Saturday 5:00 pm - 10:00 pm
Average Prices: USD 30 - 50
Cuisine: Seafood, Contemporary

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  • Do you allow dogs on the outdoor patio?