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O'Leary's Seafood Restaurant

Certificate of Excellence
$$$$
Seafood, Contemporary
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310 Third St, Eastport, Annapolis, MD 21403-2510 (Severn Avenue)
Water taxi
410-263-0884
Website
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Today
5:00 pm - 10:00 pm
Closed now
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Hours:
Sun 5:00 pm - 9:00 pm
Mon - Sat 5:00 pm - 10:00 pm
Dining options: Dinner, Reservations

TripAdvisor Reviewer Highlights

Read all 203 reviews
Visitor rating
  • 109
    Excellent
  • 51
    Very good
  • 23
    Average
  • 7
    Poor
  • 13
    Terrible
Rating summary
  • Food
    4 of 5 stars
    Service
    4 of 5 stars
  • Value
    3.5 of 5 stars
    Atmosphere
    4 of 5 stars
Dumbfounded

This restaurant has set the bar for the rest of my trip. The food was outstanding as was the service. It's an intimate place with great atmosphere.

4 of 5 starsReviewed August 21, 2015
John G
Good for:
  • Doing business
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203 Reviews from our TripAdvisor Community

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Date | Rating
  • English first
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English first
1 review
5 of 5 stars Reviewed August 26, 2015 NEW

My wife and I have a delightful dinner on Saturday night. We did need to wait (just a few minutes past our reservation time) but this gave us both an opportunity to enjoy a drink at the bar, both of which were wonderfully made. Dinner was exquisite, we enjoyed several courses of fish and seafood, and each dish was better... More 

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1 review
4 of 5 stars Reviewed August 21, 2015 NEW

This restaurant has set the bar for the rest of my trip. The food was outstanding as was the service. It's an intimate place with great atmosphere.

Was this review helpful? Yes
Annapolis, MD
Level Contributor
6 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed August 21, 2015 NEW

My wife and I live in Eastport and love going to O'Leary's. The food is excellent and the setting is cozy in contrast with some of the more touristy seafood restaurants in town. They do both the classics (e.g. Maryland crab cakes) and some unique dishes (the fried rockfish with shrimp is a favorite). The bartenders makes some really wonderful... More 

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Toulouse, France
Level Contributor
97 reviews
57 restaurant reviews
common_n_restaurant_reviews_1bd8 33 helpful votes
5 of 5 stars Reviewed August 17, 2015

The place is crowded (you should make a reservation the day before (at least) if you want to pick your time). The food is really excellent. So, it is worth braving the crowds.

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Annapolis, Maryland
Level Contributor
3 reviews
5 of 5 stars Reviewed August 12, 2015

Had a wonderful raspberry based cold soup !!!!! The calamari was crisp and delicious - Would recommend this small but elite restaurant to everyone who delights in great food.

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Pennsylvania
Level Contributor
93 reviews
40 restaurant reviews
common_n_restaurant_reviews_1bd8 39 helpful votes
4 of 5 stars Reviewed August 12, 2015

We like seafood. Dishes were creative and very well prepared. Lots of black linen, tablecloths and waitstaff dress. Place is slightly upscale. We were there in the heat of summer, and my wife said the host gave me a look, in my shorts and resort wear appearance. Real artwork on the walls. If you want the linen table cloth atmosphere... More 

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Los Angeles, California
Level Contributor
58 reviews
23 restaurant reviews
common_n_restaurant_reviews_1bd8 24 helpful votes
5 of 5 stars Reviewed August 11, 2015

What a great meal! What a gem of a location! It's sweet and small and very pleasing. There were three of us in our party and we all had seafood for dinner. The calamari appetizer was top notch. Two of our group had crab cakes for their entree and I had the salmon. Yummy! We chased it all with a... More 

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Mahwah, New Jersey
Level Contributor
6 reviews
5 restaurant reviews
5 of 5 stars Reviewed August 4, 2015

So glad we came here for dinner. We shared the calamari- which came with a rich aioli sauce. We both had the crispy grouper - probably the best fish I had throughout our trip. We've eaten at fine restaurants in NY and Europe and this restaurant ranks as good or better. Also has a beautiful, dramatic room.

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VA
Level Contributor
42 reviews
25 restaurant reviews
common_n_restaurant_reviews_1bd8 26 helpful votes
3 of 5 stars Reviewed July 17, 2015

every restaurant stumbles, save those (as a rule) in new york, boston , etc where problems are just not tolerated. i've been here before, love the space, love the food. went on a sunday night certainly thinking the friday/saturday night "staff/kitchen stress" would not be present. well, they were very busy, the restaurant was like a sauna, we got a... More 

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Crownsville, Maryland
2 reviews
common_n_restaurant_reviews_1bd8 2 helpful votes
3 of 5 stars Reviewed July 12, 2015

Service was great. Mussels appetizer also great - very delicate, flavorful sauce. Soft shell crab dinner special ($38), was OK, but crabs were tough and vegetables basic. Peach crisp special for dessert was again, OK - I've had (and made) better. The big issue at O'Leary's is that, while the indoor decor is lovely, the threshold and window casements are... More 

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Restaurant Details

Location and Contact Information

  • Address: 310 Third St, Eastport, Annapolis, MD 21403-2510
    (Severn Avenue)
  • Public Transportation: Water taxi
  • Location: United States  >  Maryland (MD)  >  Annapolis
  • Phone Number: 410-263-0884

Price and Cuisine

  • Average Prices: USD 30 to 50
  • Cuisine: Seafood, Contemporary

Restaurant Characteristics

  • Dining Style: Casual Elegant
  • Good for: Doing business
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

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
3 months 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?