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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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  • Excellent62%
  • Very good23%
  • Average9%
  • Poor2%
  • Terrible4%
Travellers talk about
“seafood” (70 reviews)
“crab cakes” (78 reviews)
“monkfish” (30 reviews)
Closed Now
American, Seafood, Contemporary, Gluten Free Options, Vegetarian Friendly
310 Third St, Eastport, Annapolis, MD 21403-2510
All Details
Write a ReviewReviews (341)
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1 - 10 of 340 reviews

Reviewed 1 week ago 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 1 week ago

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 2 weeks ago

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 2 weeks ago

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
Reviewed 27 January 2018

We are six locals from Annapolis. We really want a great seafood house and want this restaurant to fix this problem so we can support it! O'Leary's last night was somewhat disappointing. The food was spotty in quality. My fish was cooked perfectly and presentation...More

Thank Gail B
Reviewed 22 January 2018 via mobile

We have always had a great experience here and our meal last night did not disappoint. The atmosphere is cozy and the service impeccable. Most importantly, the meal I had was amazing. I got the scallop special and the attention to detail, many layers of...More

Thank Denise Z
Reviewed 20 January 2018 via mobile

Very good meal, nice atmosphere and our waiter Dimitri was very very nice. Parking is available at the side of the restaurant.

Thank laytonblue02
Reviewed 2 January 2018

We had a very nice New Years Eve dinner at O'Leary's. We started with the broiled oysters which were good, and the tuna tartar which was amazing. My husband had the red snapper and I had the tuna for entrees. Both were very good. It's...More

Thank JLF923
Reviewed 8 December 2017

We had Salmon and the seafood pasta for dinner. We asked to have the salmon cooked medium o medium rare. We said this twice and the waitress repeated the order. It was my mothers 87 th Birthday, so she didn't speak-up when her meal came...More

2  Thank O2055VKscottk
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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
US$28 - US$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, Local cuisine, Business meetings, 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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