3 Day Dining Guide to Gulfport Florida


3 Day Dining Guide to Gulfport

With a smorgasbord of notable and delicious restaurants in Gulfport, you’ll never be able to try them all—unless you spend your whole vacation eating. We wouldn’t judge you if you did, of course, but you’d be missing out on some quality beach time.

That’s why we (Beth and Terry of Splashy Ventures) have crafted this three-day dining guide, featuring the can’t-miss restaurants you have to squeeze in.

Sampling our complete list of recommended restaurants would take a full week of dining out for all three meals. So we made it bite-sized—perfect for those just visiting for a long weekend or other short trip. Dine your way through our pretty little town in three days!

Bon Appetit!

Try lunch at O'Maddy's in Gulfport Florida

Day 2 - O'Maddy's

Step back in time at Pia's Trattoria in Gulfport Florida

Day 2 - Pia's Trattoria

Reignite your love affair with pasta at Pia's Trattoria Gulfport Florida

Day 2 - Pia's Trattoria

Stella's of Gulfport Florida will start your day off right

Day 3 - Stella's

Try the salmon at Backfin Blue Cafe in Gulfport Florida

Day 3 - Backfin Blue Cafe

Try the crab martini at Backfin Blue Cafe Gulfport Florida

Day 3 - Backfin Blue Cafe

Breakfast Gulfport Florida

Day 4 - Bon Voyage at Skyway Jack's or Kopper Kitchen

Day 4 - Bon Voyage at Skyway Jack's or Kopper Kitchen

Day 1 Dining in Gulfport
Dinner – Siri’s Gourmet Burgers & Pizza

We put Siri’s on this list for a simple reason: the food is excellent. And we put it under dinner for your first night because it’s perfect for late arrivals, when you just want to eat something delicious ASAP. Everything at the airport will be closed, and you certainly don’t want your first stop in Gulfport to be the Golden Arches.

Luckily, Siri’s is open until midnight every night except Sundays, when they close at 8 p.m.

The pizza and burgers are both phenomenal. We usually order Byron’s burger (double burger with double cheese, bacon, grilled onions and mushrooms, and mayo), a meat lover’s pizza with added pineapple, and fresh cut fries.

Or call ahead for takeout to enjoy back at your vacation rental. In the summertime, you may want to plan to dine outside or get it to-go—it can get toasty in there with all those pizzas and buns baking.

Day 2 Dining in Gulfport
Breakfast – T and Me Tea Company

Editor's note: With a heavy heart I have to say that Gulfport has lost a gem. T and Me Tea Company has closed.  I've been in denial and have resisted updating for several months now. You cannot go wrong with Stella's your first morning.

Breakfast: the most important meal of the day! If you’re staying anywhere other than Harbor Mist, T and Me is less than a 5-minute walk from your rental to T and Me (open every day but Monday) so it’s easy to get your first coffee fix.

This little gem is tucked away at the back of the Art Village Courtyard in a little green building. It’s a family establishment—you’ll often run into T and the kids there—and it’s certainly not a fast food joint. Everything is made when you order it, and definitely made with love.

They don’t do the standard bacon and eggs or pancakes, so save those cravings for your other two breakfasts. What they do offer is an eclectic assortment of mouthwatering breakfasts that keep us coming back time and time again.

At this point, we’re so hooked on our favorites that we’re borderline boring! We’re so predictable, in fact, that Chef James will often start our orders when he sees us coming through the courtyard.

So what are our favorites? Too many for one meal, which is where your companion (companions!) come in!

My hands-down favorite is the breakfast sandwich (a.k.a. “Breakfast Sammy”). It starts with house-made flat bread—best described as some sort of heavenly bread-tortilla-naan mystery. Inside are two eggs, a cheese blend, and green onion. We ask for ham for a little more protein as an added bonus.

We also love the Mic Mic, a homemade English muffin with eggs and ham, and the Lisa bowl, hash browns topped with eggs (scrambled or poached) and either cheddar or goat cheese, plus chives. Yum!

If you like a sweet drink, T and Me serves salted caramel coffee either hot or cold.  And if you order it iced, the ice cubes are made from coffee to keep the drink from getting watered down. Genius!

We’ve been trying to cut carbs, so we’ll get a double espresso with whipped cream.  You gotta indulge sometimes, right? If you’re not a breakfast person per se, try the mango roll.

Lunch – O’Maddy’s 

Though we recommended it for lunch, O’Maddy’s is a safe bet any time of the day. They’re also open really late (3 a.m. for you night owls) so you might find yourself coming back later on.

O’Maddy’s is also one of the few places where we switch up our orders. We almost always get Sal’s Fresh Smoked Fish Spread, but that’s because fish spread is a rite of passage when you visit Florida—we order it every time we see it on a menu. Like crab cakes and key lime pie, it’s fun (and delicious) to sample the specialties of each restaurant.

If you’re in the mood for a burger, or you didn’t get one at Siri’s, O’Maddy’s are definitely worth trying. We’re fans of Donna’s Tomato Jam and Gorgonzola Burger as well as The Weiser Hammer.

If grouper is in season, try it blackened in a main or in Suzanna’s Grouper Sandwich (a Gulfport favorite, too).

Since you’re on holiday, try a Bahama mama or rum runner for a little Florida flair. Or if you just want a snack, order the Smoked Gouda Mashed Potatoes.

Dinner – Pias Trattoria

Even if food wasn’t so tasty, we might still send you to Pia’s, just for the atmosphere.

While most Gulfport restaurants are decidedly low-key, recalling a bygone era, the indoor and outdoor dining areas at Pia’s may just transport you to another continent entirely. We’ve watched Pia’s transform over the years from a small dine-in restaurant to the spacious, relaxed, and refined experience it is today. Perfect for a dinner that feels like a treat.

If the weather is nice, dining outside is simply a must. We start with the Rustic Ciabatta, carbs and all. If you want butter, or more Pesto Oil Dip, just ask. The bruschetta is can’t-stop good, so be sure to pace yourself and save room for the rest of the meal.

There’s always a soup offering and it’s always worth it. Even if you’ve never dreamed of two of the soup’s ingredients blended together, trust us, you’ll love it. And If a salad is in your plans, order the Insalata Pia

Now for the best stuff. If you eat pasta, you should get the lasagna. Period. If not, we often alternate between the Chicken Marsala and Chicken Piccata. Both come with pasta as a side dish, but you can ask for some asparagus, sautéed spinach, or sautéed vegetables instead.

Day 3 Dining in Gulfport

Breakfast – Stella’s 

The breakfast here is award-winning. No, really—Stella’s won Best of the Bay in 2016 and cinched the number three position on USA Today’s 10 Best Spots for Breakfast in St Petersburg.

You can get a traditional breakfast here, but we suggest you try the Housemade Corned Beef hash and the Southern Shrimp and Grits (let’s hear it for the dining companions again). Any day that starts out with these two is already off to a great start.

Dine outside if the weather is nice and people watch—a Gulfport tradition you’ll be sure to adopt during your stay.

Lunch – Neptune Grill

Since it’s a new day, it’s time for more lunchtime Bahama Mamas—and Neptune’s makes the best in Gulfport. Probably the best we’ve had since visiting Bahamas 30 years ago, in fact.

Though…Scully’s Johns Pass does a great job, too. Perhaps you’ll want to conduct a side-by-side taste test?

Anyway, back to the food. Ordering at Neptune is difficult because the menu is quite varied and everything—and we mean everything—is excellent.

Want a Greek Salad? Fabulous choice. How about Smoked Fish Spread again? Check! Pastichio or moussaka? You’ll think you’re in Greece.

If you’re watching carbs, you can’t go wrong with the Bacon Wrapped Filet. Substitute sautéed spinach or double vegetables for the baked potato. Or see if they’ll make the Steak Diane for you—it’s a personal favorite that’s no longer on the menu, but we’ve scored it a few times since it went away.

If you want to keep it simple, the Black Angus Burgers and fries are excellent as well. And for those who want to eat lighter, our new favorite is the Chicken Salad Sandwich. Listen to these ingredients: chicken breast, celery, raisins and cashews. It’s the chicken salad you’ve been searching for. The Lemon Chicken Soup is so, so good, too.

Dinner – Backfin Blue

Time for your last dinner in Gulfport. Backfin is a Gulfport institution and always buzzing. Get there early if you can pull yourself away from the beach!

We rotate between ordering the Backfin Blue Jumbo Lump Crab Cakes, the Homemade Meatloaf (wrapped in bacon and stuffed with gorgonzola) and the Slow Roasted Choice Prime Rib. The prime rib sells out quickly—one of the reasons early dining is so popular.

Start with the Fish Spread (of course), the Crab Martini or the Puree of Corn and Crab Chowder. The Crab Cake Starter is also solid option if you’re not having the crab cakes as your entree.

We also love indulging in their loaves of warm brown bread with butter. Get an extra to take home for a late-night snack!

Day 4 Dining in Gulfport

Breakfast – Skyway Jack’s or Kopper Kitchen

We had trouble picking an option for your final meal in Gulfport, as both Skyway Jack’s and Kopper Kitchen serve up rockstar breakfasts.

Kopper Kitchen is a traditional diner that looks straight out of the 60s and is known for its huge portions and delicious pancakes. They’re cash only and closed on Sundays.

Skyway Jack’s has been around since the 70s and has become an institution. How many restaurants can say they have a statue of a giant chicken outside? Or place two cartoon fried eggs in strategic locations on the front of the waitresses’ t-shirts?

You can get a straight-up breakfast here or you can go for the southern-style specialties, such as Chipped Beef, Chicken and Waffles, or the new-age “no cholesterol” breakfast.

We like the Breakfast Pie and the Corned Beef Hash Omelette. If you’re looking for a more traditional dish, try the French toast or pancakes.

And in all fairness, neither of these two breakfast restaurants are actually in Gulfport, but they're on your way to the airport or home.  Wherever your travels may take you!

In Gulfport for more than 3 days? Check out our full Gulfport restaurant guide below

Gulfport Food and Dining Home

The home page has links to all of our guides and posts related to food in Gulfport!

Gulfport Restaurant Guide

Our Gulfport Restaurant Guide has the inside scoop on our recommendations for restaurants in Gulfport.

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