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O'Leary's Seafood Restaurant

310 Third St, Eastport, Annapolis, MD 21403-2510
+1 410-263-0884
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  • Excellent61%
  • Very good23%
  • Average9%
  • Poor3%
  • Terrible4%
Travellers talk about
“seafood” (68 reviews)
“crab cakes” (79 reviews)
“scallops” (26 reviews)
Closed Now
American, Seafood, Contemporary, Gluten Free Options, Vegetarian Friendly
310 Third St, Eastport, Annapolis, MD 21403-2510
All Details
Write a ReviewReviews (346)
Traveller rating
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1 - 10 of 345 reviews

Reviewed 6 days ago via mobile

This place was rated 2nd for seafood in Annapolis so we reserved a table when our favorite place (ChartHouse) was full. I read glowing reviews of crab cakes sandwiches, garlic fries, crab Mac n cheese, and great dessert. When we arrived, the lady looked at...More

Thank cardynlsyn
Reviewed 1 week ago via mobile

I took a friend from Canada to OLeary’s for dinner. While the reviews I read in advance where good the food was terrible. We both ordered the rock fish which was heavily battered and the fish was obviously frozen not fresh. It was chewy and...More

1  Thank henryconnolly
Reviewed 3 weeks ago

A couple that we go out with frequently recommended we try O'Leary's. They have been a few times and like it. So, the four of us gave it a go on a Saturday evening. Every restaurant is not for every body, and this is how...More

1  Thank KPR18
Reviewed 4 weeks ago

We had hoped for better. We live within a few miles of O'Leary's for the past 9 years and had never had a meal or drink there. We figured since it was restaurant week we should try something new! That's the whole idea right? First...More

Thank JOHN P R
Reviewed 4 weeks ago via mobile

Best seafood dinner I've had in a long time...Sauteed calamari with garlic sauce was oustanding...grilled scallops entree also was excellent (although a fourth scallop would have been welcome). Quaint homey atmosphere...Good, attentive service. Highly recommended.

Thank George H
Reviewed 11 March 2018 via mobile

Annapolis is a water town and every water town I’ve ever visited was lacking in the food department. Maybe it’s ready money from tourists or a transient staff but it’s held true until this treasure (plus a few in VA beach). I’ve been going here...More

Thank Yelloyellow
Reviewed 5 March 2018

O'Leary's is our favorite seafood place in Annapolis.The crab cake and the soft shell are both amazing. You can get them together during soft shell season if you like both. Pick any fish dish and you will be happy. I also love their shrimp and...More

Thank Kimberly M
Reviewed 27 February 2018

We were visit8ng Annapolis on a cool, rainy day. We found a great place for lunch at O’Leary’s. The crab cake sandwich is the best we’ve ever had. Loaded with crab and perfectly seasoned, it’s served on a brioche bun with garlic fries. The service...More

Thank KieferAZ
Reviewed 26 February 2018

Warm and welcoming (with parking!!!) not touristy We had a funny and helpful waiter and a great Crab Cake BLT with Rosemary and Garlic French Fries! All the décor details were well thought out to the fonts on the menu! Look forward to returning!

1  Thank Lovemyladyday
Reviewed 10 February 2018 via mobile

Stopped in last night for our “date night.” Sat at the bar and was served by Jennifer- she was so informative and great to chat with as we shared food and travel stories back and forth.. We tried several signature cocktails- the Apothecary.. Boca Fiesta.....More

Thank BooksandWine
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Ask a question
Questions & Answers
Christina A
22 January 2018|
AnswerShow all 5 answers
Response from LindasList123 | Reviewed this property |
It’s small but we were told yes you can.
18 February 2017|
AnswerShow all 4 answers
Response from Wil P | Property representative |
I have 2 parking lots on either side of the restaurant.
26 January 2017|
AnswerShow all 2 answers
Response from ltritz | Reviewed this property |
VERY attentive!
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Restaurant Details

Rating summary
  • Food
  • Value
Average prices
USD 28 - USD 37
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, Accepts Credit Cards
Dining Style
Casual Elegant
Good for
Special Occasion Dining, Business meetings, Local cuisine, Romantic
Open Hours
10:00 am - 2:00 pm
5:00 pm - 9:00 pm
5:00 pm - 9:00 pm
5:00 pm - 9:00 pm
5:00 pm - 9:00 pm
5:00 pm - 9:00 pm
5:00 pm - 10:00 pm
5:00 pm - 10:00 pm
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: +1 410-263-0884
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