O'Brien's Oyster Bar & Seafood Tavern

10/29/2026

The moon is full, the tide is high, and the spirits are pouring at O’Brien’s Oyster Bar! 🌕🦪👻

We cordially invite you to our two-night Halloween bash on October 30th and October 31st. Break out the face paint and the fake blood, because our Costume Contest is going to be fiercely competitive. We are crowning winners on both nights across three bewitching categories.

Here is what is up for grabs on both nights:

👻 Scariest: 1st Place - $100 Gift Card | 2nd Place - $50 Gift Card

😂 Funniest: 1st Place - $100 Gift Card | 2nd Place - $50 Gift Card

🔥 Sexiest: 1st Place - $100 Gift Card | 2nd Place - $50 Gift Card

With $450 in prizes handed out each night, the stakes are high. Whether you're coming to compete or just want to sip a martini while people-watching the madness, O'Brien's is the only place you'll want to be this Halloween.

Join us Friday and Saturday night starting at 10:30pm! 🎃🥂

Fresh seafood from the Chesapeake, served in a setting rich in Annapolis history.

10/17/2026

Brunch hits different at O’Brien’s 🍳 Benedicts poached to perfection, lump crabmeat, and rich Hollandaise over an English muffin - our Crab Benedict is calling your name! Start your weekend off right at O'Brien's, your table is waiting.

10/13/2026

Midweek craving: SATISFIED. Crisp golden lump crab cakes, fresh oysters, and cold drinks are waiting for you. Why wait for the weekend to eat this good? Gather your friends and make weeknight dinner ‘oh so delicious’ right on Main Street.

10/04/2026

Cinnamon Roll French Toast on your Sunday scroll?

Dive into soft, gooey, cinnamon-swirled bites at our historic Annapolis tavern and watch your brunch dreams come true! Book your reservation now. https://www.obriensoysterbar.com/reservations

10/01/2026

🦪 $1 OYSTERS ARE BACK! 🦪

Every Tuesday and Wednesday, all day, grab fresh oysters for just $1 each at O'Brien's Oyster Bar & Seafood Tavern.

Stop in for lunch, swing by after work, or make it your midweek date night. Pair them with a cold draft or one of our crushes and you've got the best deal in Annapolis.

📅 Tuesdays & Wednesdays
⏰ Open to close
📍 O'Brien's Oyster Bar & Seafood Tavern

Tag the friend you're bringing. 👇

O'Brien's Oyster Bar & Seafood Tavern in Annapolis, MD. Call us at (410) 268-6288. Check out our location and hours, and latest menu with photos and reviews.

10/01/2026

Seafood + a cold one - your weeknight plans just got easy.

Swing by O’Brien’s Oyster Bar & Seafood Tavern for The Annapolis Crab Cake Sandwich and pair it with a Guinness, Naptown L***r, or Miller Lite on draft. Historic Annapolis vibes included (no time machine required).

09/30/2026

FILET MIGNON is the kind of entrée that makes dinner feel effortlessly refined—grilled filet mignon, broiled to your taste, finished with bourbon sauce, and served with mashed potatoes. Rich, tender, and deeply satisfying from the first bite to the last at O'Brien's Oyster Bar & Seafood Tavern. 🥩✨

09/28/2026

MARYLAND SUNDAE FOR TWO is the kind of dessert worth lingering over—rich chocolate brownie topped with smooth vanilla ice cream for that warm-and-cool contrast in every bite. A simple, satisfying finish that feels even better when shared at O'Brien's Oyster Bar & Seafood Tavern. 🍨✨

09/26/2026

Sometimes the simplest finish is the most satisfying. BOWL OF ICE CREAM is cool, classic, and just right when you want to end your time at O'Brien's Oyster Bar & Seafood Tavern on a smooth, sweet note. 🍨✨

09/23/2026

CRAB PRETZEL has earned its place as a guest favorite at O'Brien's Oyster Bar & Seafood Tavern. A soft Bavarian pretzel topped with creamy Chesapeake crab dip made with lump crab meat, it's the kind of dish people come back for again and again. 🦀🥨