O'Maddy's Bar and Grill waterfront exterior at dusk, viewed from across Boca Ciega Bay with painted signage, palm trees, and patrons dining on the patio

Waterfront Bar & Grill

Gulfport, Florida — Since 1989


“Creating a unique and fun environment where you can come as you are. Providing excellent quality food, creative daily specials, generous portions at a reasonable price with superior service and a view to relax and unwind…”

— Maddy Stoehs Guenther, Founder

Seared fish fillet on fresh spinach with balsamic reduction
Colorful seafood appetizer with sesame and fresh greens
Prime rib with baked potato and orchid garnish

Gulf Seafood. House Specials. Daily.

From Ronnie's Crab Cakes to Big Mom's Lobster Mac & Cheese — every dish has a name and a story.

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Couple enjoying dinner at an outdoor table at sunset with Boca Ciega Bay in the background
Outdoor patio seating under umbrellas with bay water visible in the background

Where regulars sit down as strangers and leave as friends

The waterfront patio faces Boca Ciega Bay. The live music plays most nights. The crowd is flip-flops and sundresses, Stetson law students and retired captains, families with kids and couples watching the sunset. Everyone's a regular after the first visit.

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Come As You Are

5405 Shore Blvd S, Gulfport, FL 33707

Bar: Daily 8am – 3am

Kitchen: Sun–Thu 11am–9pm · Fri–Sat 11am–10pm

(727) 323-8643