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    Deep Dish

    4.8 (4 reviews)
    Closed 4:00 pm - 9:00 PM
    Updated 3 months ago

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    Pirilo - El Pecado

    Pirilo

    4.4(821 reviews)
    0.2 km
    $$

    If you're walking by, this restaurant would be very easy to miss. The entrance looks like a doorway…read moreleading to a stairwell or service entrance, and I honestly didn't even notice a sign. Luckily, there was a gentleman outside directing people in, otherwise we may have walked right past it. Once you climb the two flights of stairs, you're rewarded with a beautiful dining space. The restaurant has a rustic, old-world charm with gorgeous décor and an Italian-inspired atmosphere. It immediately felt warm and inviting. There were four of us dining, and we started with two appetizers: the Setas Rellenas and the Chorizo al Vino. Both were excellent, but the Chorizo al Vino was my absolute favorite--absolutely delicious! For my entrée, I ordered the chicken lasagna. I expected chunks of chicken, but it was made with shredded chicken, and wow--it was incredible. The flavor was outstanding, and it ended up being one of my favorite meals of our trip. My husband ordered the beef lasagna, which was also made with shredded beef rather than traditional ground beef. He absolutely loved it. Our friends ordered the Milanesa de Berenjena and the Milanesa de Pollo with a side of gnocchi, and both raved about their meals as well. Since nearly every table seemed to be ordering pizza, we knew we had to try one. We ordered a small pizza for the table, and each of us had a slice. Now we understand why they're known for their pizza--it was fantastic! A special shoutout to our server, Rouil Rodz, who was attentive, friendly, and provided excellent service throughout the evening. Don't let the unassuming entrance fool you. This restaurant is a hidden gem with a beautiful atmosphere, outstanding food, and excellent service. If you're visiting Old San Juan, I highly recommend adding it to your list.

    Killer pizza in an old school Puerto Rican spot. Kids loved…read morethe pizza. Wife smashed a sangria. I enjoyed a couple local beers.

    Photos
    Pirilo - Beautiful inside

    Beautiful inside

    Pirilo - Caprese salad, was incredible

    Caprese salad, was incredible

    Pirilo - Margarepa

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    Margarepa

    Fiore's Pizzeria and Bar - Meat lovers pizza small size

    Fiore's Pizzeria and Bar

    4.6(8 reviews)
    0.2 km

    Fiore's is such a cool spot to come in and grab a pizza while sightseeing in Viejo San Juan, it has…read morea really great atmosphere and the staff is amazing. We started with the pastelillo appetizer, they were fried to crispy golden perfection and both the beef and chicken ones were delicious. The green sauce that came with them was herbaceous perfection and we even got some more so that we can dip our pizza in. We got the pie with roasted garlic, prosciutto and pepperoni which was absolutely delicious. The pizza came out hot and fresh and all of the ingredients on it worked really well together and everything had great flavor. The little bites of whole roasted garlic cloves gives you that slightly sweet, caramelized garlicky goodness that us garlic lovers adore. The legal drinking age in Puerto Rico is 18 so my 19 year old nephew was over the moon that he was able to order himself a pomegranate margarita so it was fun to see him experience ordering his adult beverage! Overall we had a really great experience and the bartender was super friendly and helpful in all of the food and drink recommendations. Definitely add this to your next stop in Viejo San Juan.

    Okay, this is a super cool pizza joint located in San Juan near the ports. It is a great location,…read morewith a clean and cozy dining area inside and outside. They have big screen TV's and music. The service was great, our waitress/bartender made great drinks and our food came out quickly. The empanadas de pollo were hot, fresh, and really good! I would've ordered more but we didn't want leftovers. We ordered a really delicious pizza that had pepperoni, prosciutto, roasted garlic, and salad. It was perfection! The sauce ratio, the crust, the toppings, a true perfect blend! I know people don't travel to Puerto Rico for pizza but I had my fill of the traditional food and this pizza hit the spot! The margarita is basic, the pina colada was to be as expected, but the pomegranate mojito was extraordinary! (And really expensive! $13) Overall I really enjoyed this meal but $40 of the bill was food, $35 drinks! Next time I'll skip on the drinks or just get a beer.

    Photos
    Fiore's Pizzeria and Bar - Beautifully painted pizza peels

    Beautifully painted pizza peels

    Fiore's Pizzeria and Bar - Sampler Plate

    Sampler Plate

    Fiore's Pizzeria and Bar - Nice crunchy crust, won't disappoint

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    Nice crunchy crust, won't disappoint

    Penny's Pizza

    Penny's Pizza

    3.7(3 reviews)
    0.6 km

    My wife and I stopped in here one evening to check out the menu and have a glass of wine. The staff…read morewere very friendly and we ended up ordering a veggie pizza. I have to say it was the best pizza we've had in Old San Juan bar none. Even better than the famous Pirilo's! Here's why; the crust was perfect, not too thin, not too thick and just the right amount of chewiness. The cheese was real mozzarella not that awful local queso that gives pizza a whole other texture. Then the toppings were REALLY fresh. TOP MARKS! The location is within walking distance of the old city and the restaurant itself isn't much to shout about, but the pizza - Trust me.. if mine was not an untypical experience, you will not be disappointed. Sorry I have no picture to post, but I will be going back, so next time I will be sure to get a photo BEFORE I eat it all!

    Great place overall! Nice atmosphere, reasonable prices, and quality of food to be delighted…read more Stopped for a beer and appetizers and was just pleased by the service and attention received from the staff. The home made malanga croquettes and the spinach and mushroom empanadas were just perfect. By the freshness and taste of the ingredients, you can tell that the chef and cooks put a lot of effort on making these. Not to forget the strawberry tiramisu. Yeah, you read that right...strawberry. Like made in heaven, the perfect combination of sweet and bitterness topped with a layer of walnuts. Looking forward to go back and taste the variety of pizzas they offer!

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    Penny's Pizza
    Penny's Pizza
    Penny's Pizza - Vegetarian Pizza and Vegetarian Fussiloni

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    Vegetarian Pizza and Vegetarian Fussiloni

    Deep Dish - pizza - Updated July 2026

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