O'Maddy's Bar & Grille

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O'Maddy's Bar & Grille A Gulfport waterfront favorite serving fresh food, daily specials, live music, and laid-back coastal vibes.
(9173)

Cold drinks, big portions, and the kind of spot you find once and keep coming back to.

Mexican Monday is back at O’Maddy’s (or maybe you wanna call it Margarita Monday, we don’t judge)Either way, come hungry...
10/12/2026

Mexican Monday is back at O’Maddy’s (or maybe you wanna call it Margarita Monday, we don’t judge)

Either way, come hungry or thirsty because Monday’s lineup has all three favorites:

Taco Salad — $14.99
Seasoned ground beef in a crispy tortilla bowl with romaine, avocado ranch, yellow rice, black beans, tomato, onion & shredded cheese.

Chimichanga — $14.99
Seasoned ground beef, yellow rice, black beans & blended cheese in a flour tortilla, topped with queso, salsa & jalapeño.

Lisa G’s Quesadilla — $14.99
Seasoned ground beef, Mexican cheese, queso, black beans & pico de gallo in a flour tortilla.

🍹 $4 margaritas all day with Chris Keller live at 4 PM

Grab a margarita, catch some live music and enjoy Monday on the Gulfport waterfront at O’Maddy’s. Coming by water? Our docks are open, so pull up by boat and dock & dine with us.

Sunday plans: O’maddy’s. That’s it. That’s the plan. Today’s lineup:Jumbo Bavarian Pretzel — $12.99Served with b**r chee...
10/11/2026

Sunday plans: O’maddy’s. That’s it. That’s the plan.

Today’s lineup:

Jumbo Bavarian Pretzel — $12.99
Served with b**r cheese.

Jalapeño Poppers — $9.99
Served with sweet Thai chili sauce & ranch.

Loaded Bean Dip — $9.99
Refried beans topped with mixed cheese, pickled jalapeño, tomato, and onion, served with sour cream and pico de gallo.

$4 Mimosas + $4 Bloody Marys
Plus NFL drink specials all day!

Then stick around for Pred Sheds upstairs at 5PM.

Football on the TVs, live music upstairs and plenty to eat and drink, Sundays are better at O’Maddy’s.

Finally! We’ve got some sunshine today after all the rain and live music on BOTH floors tonight….. arrive by boat and en...
10/10/2026

Finally! We’ve got some sunshine today after all the rain and live music on BOTH floors tonight….. arrive by boat and enjoy all that O’maddy’s has to offer!

Chef Ronnie’s features today:

Buffalo Cauliflower Bites — $10.99
Fried cauliflower tossed in your choice of sauce, served with bleu cheese or ranch.

Shrimp & Crab Alfredo Pizza — $23.99
Grilled shrimp, lump crab, Alfredo sauce, mozzarella & green onions.

Chicken & Grits — $17.99
Fried chicken over cheesy grits, served with biscuits.

Double Chili Dogs — $14.99
Two grilled all-beef hot dogs topped with homemade chili, b**r cheese & red onion. Served with your choice of side.

🍷 $4 sangrias all day

🎶 Galbraith & Co. downstairs at 6 PM
🎶 Brian Caudill Band upstairs at 6 PM

Two floors, two bands, waterfront views and Saturday night in Gulfport. Come by land or pull up by boat, the docks are open.

Arrive by boat and join us for food, drinks & live music
10/09/2026

Arrive by boat and join us for food, drinks & live music

The docks are open again so you can arrive by boat to O’maddy’s!
10/05/2026

The docks are open again so you can arrive by boat to O’maddy’s!

Start the week at O’Maddy’s with our Monday favorites:Taco Salad — $14.99Seasoned ground beef in a crispy tortilla bowl ...
10/05/2026

Start the week at O’Maddy’s with our Monday favorites:

Taco Salad — $14.99
Seasoned ground beef in a crispy tortilla bowl with romaine, avocado ranch, yellow rice, black beans, tomato, onion & shredded cheese.

Chimichanga — $14.99
Seasoned ground beef, yellow rice, black beans & blended cheese in a flour tortilla, topped with queso, salsa & jalapeño.

Lisa G’s Quesadilla — $14.99
Seasoned ground beef, Mexican cheese, queso, black beans & pico de gallo in a flour tortilla.

$4 margaritas all day & Pred Shreds live at 4 PM

Coming by boat? Our docks are OPEN. Cruise into Gulfport, dock behind Gulfport casino & come straight in to O’maddy’s for lunch, dinner, drinks and live music. We’re a waterfront restaurant and bar in Gulfport, Florida, right on Boca Ciega Bay and accessible by both land and water.

O’Maddy’s Bar & Grille | Gulfport, FL
Boat access + docks available

Address

5405 Shore Boulevard S
Gulfport, FL
33707

Opening Hours

Monday 11am - 12am
Tuesday 11am - 12am
Wednesday 11am - 12am
Thursday 11am - 12am
Friday 11am - 12am
Saturday 11am - 12am
Sunday 11am - 12am

Telephone

+17273238643

Website

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