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    Southwind Pizza

    4.2 (101 reviews)
    Closed Closed

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    Business Info

    SOUTHWIND PIZZA ATMOSPHERE

    What's the vibe?
    Casual
    Moderate noise
    Dogs allowed
    Outdoor seating

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    Recommended Reviews - Southwind Pizza

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    Rigby Island and New Pointe pizza
    Patricia B.

    The restaurants in Deltaville were full at 8pm on a Friday night in early October which was unexpected, so our group of five friends drove to Mathews to get pizza. We called and ordered ahead, a Rigby Island pizza and a New Pointe pizza. When we arrived they were getting ready to close but the staff said we could sit on the porch to eat which was super nice of them. They served us drinks and dessert as if we had ordered for dine in. We were so happy to have such friendly and welcoming service since it was so late. Our waiter Michael was wonderful and we will certainly be back. That buttermilk parmesan dressing they have is worth the drive.

    Looking out on the porch
    Alyson B.

    Cute little restaurant in the middle of the cute town center of Mathews. Not a huge menu, which I love because normally it means the food is fresh. This was definitely the case for Southwinds! Family friendly atmosphere and very laid back. While we weren't in the mood for pizzas, the menu changed our minds. The Caribbean Jerk Chicken pizza hit the spot! Great service and overall experience!

    the menu for the restaurant
    Eileen T.

    Great place to eat, fast service, nice casual atmosphere. We got the Big Island and Berkely 8 inch pizzas and the bang bang shrimp appetizer which I highly recommend.

    blueberry lemon cake after the ride home, delicious
    Sandy C.

    we were in the area and needed a lunch break. gave the Southwind Cafe a try. we had our little pupper with us and they have outdoor seating in the shade. Morgan quickly came out to greet us and take our order. our dog got a bowl of water. we decided to try the pizzas. we did the big island and the tangier island. they were delicious. they are cut into 4 slices but we only could finish 3 each. as long as we were taking home the other slices we had to add some cake for later. so we took home a slice of lemon blueberry and a slice of carrot cake. they were amazing. its good to know I have a go to place for food when I am in the area. you have to stop in here. friendly service, small town kindness and great food.

    Crab cake sandwich
    Angie L.

    *3.5/5 Let me preface: my crab cake sandwich was delicious. Filling. Scrumptious. Insert all other positive adjectives. Satisfying to the point that I'd give Southwind Pizza a strong 4 stars if not for the subpar service. I get it -- I've worked in the service industry before, it's hard to be smiley and cheery all the time. Standoffish service? It happens. But it's also hard to ignore the fact that we were a group of POC in a town that proudly flew Confederate battle flags on their streets. I'm not trying to assert anything or the other, but yeah, it was a thought in my mind. Not factoring this into the score, since I'm not sure how much control Southwind has over this, but the water had the weirdest aftertaste.

    Bar
    Beth H.

    We drive an hour from Yorktown a few times a year to have lunch or dinner at Southwind. The pizza is great, the beer is cold, the service is friendly. We've had the Goodwin Island pizza and damn it's good!

    A ton of draft beers !!
    Lord Big Of Tasty S.

    Lord of big tasty had a hankering for some pie and suds. We were offered fresh home made cinnamon buns from the chief! Beer was cold and refreshing . What a surprise to have such great fresh ingredients! The pizza pie was amazing. The crust was perfectly cooked .. will be back

    $20 for this!!!

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    13 years ago

    I love Southwind! Dean and his staff are friendly and welcoming. Be sure to order pizza!

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    8 years ago

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    9 years ago

    Great little spot, staff was very courteous in a charming, historic interior.

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    10 years ago

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    11 years ago

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    12 years ago

    Best pizza ever staff are wonderful and the sunday brunch is awesome. Will be back again

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    10 years ago

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    10 years ago

    Wonderful pizza and must try the house sauce! Very friendly staff and owner. Definitely a place you have to try in Mathews.

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    10 years ago

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    17 years ago

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    12 years ago

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    11 years ago

    Great little restaurant. Had a delicious lunch with friends here. Highly recommend the tomato pie.

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    11 years ago

    Wonderful food and great staff. Everything we ordered was delish ie squash soup, shrimp salad, tomato pie. Yum yum, you must go visit

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    15 years ago

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    13 years ago

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    Page 3 of 3

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    Gerry's Ristorante - 2 slices of sausage pizza  $6.52 at lunch.

    Gerry's Ristorante

    4.7(35 reviews)
    21.7 mi
    $$

    Gerry's is no longer its name. It has had a new owner for more than a year. Now called Froggies…read more Still good pizza.

    TL;DR: Restaurants in Cape Charles do NOT do takeout, but Gerry's does…read more When a family wedding brought us to Cape Charles, we learned an extremely interesting lesson: it's near impossible to find takeout in the town. The restaurants just do not do it. After calling several places closer to us, we eventually landed on Gerry's. It was difficult to find their menu online (much like the rest of Cape Charles). Gerry's is located right outside of the main drag of Cape Charles (I think) and the location is definitely easy to miss if you are driving at night. The building really sits on its own. Using the to-go window only (apparently they don't allow people inside right now) we picked up two sandwiches and a pizza. We were honestly just so thrilled to find a place in Cape Charles to get dinner that didn't require us to dine-in, especially after a super long car ride. I really enjoyed our shrimp pizza, which we ordered with white sauce. It comes with fresh mozzarella and garlic and is a really different type of pizza to order. We had it in the fridge for leftovers for days. It heated up surprisingly well. The gals working at Gerry's were nice and helpful and I think for the people that live here this is a solid local watering hole for pizza.

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    Gerry's Ristorante - Chef salad, I asked for turkey instead of salami and no tomatoes.

    Chef salad, I asked for turkey instead of salami and no tomatoes.

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    Southwind Pizza - newamerican - Updated May 2026

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