Dine Outdoors in Gulfport

Here are some of the best outdoor dining options in Gulfport

An exterior shot of O'Maddy's Bar in Gulfport

Outdoor seating at O'Maddy's offers great views of the Gulfport waterfront. Enjoy live bands and karaoke here as well.

O’Maddy’s Bar & Grille

Don’t let the name fool you - the menu here leans more all-American than Irish pub. To find this popular spot, look for the colorful umbrellas and large patio across from the Gulfport Beach and pier. It’s a fun, Key West-style atmosphere, but family-friendly, too (there’s a kids’ menu). Try This: Order the Mahi Tacos with baja slaw or the “Windy Cindy” a grilled cheese sandwich with bacon, turkey, tomato, havarti cheese and chipotle mayo on marble rye.

Yellow exterior of Pia's Trattoria

Pia's Trattoria in Gulfport has treated diners to the delicious tastes of Italy for nearly two decades.

 

Pia’s Trattoria 

Couldn’t everyone use a little romance? Or a relaxed dinner out with friends? This charming “Old World” restaurant in tiny Gulfport makes it possible with simple, fresh Italian cuisine and a never-rushed attitude. Even better, you have two outdoor dining options: sidewalk dining out front or a covered back patio. This place is popular - consider making a reservation. Try This: The Penne Quattro Formaggi al Forno (translation: penne pasta in a cream sauce with four cheeses) is divine. Choose an Italian wine to accompany your meal.

 

Three beer glasses with different color beers on top of an outside table of Gulfport Brewery.

Gulfport Brewery Craft Beer

 

Gulfport Brewery + Eatery

Gulfport Brewery + Eatery has a beautiful courtyard to sip beer from the "Best New Brewery" in Pinellas County (as voted in Creative Loafing's Best of the Bay). While beer might be in the spotlight of this establishment, don't forget to try some delicious munchies, such as their assortment of flatbreads and hotdogs.