+1 408-629-7775
Located in the heart of South San Jose, Tony Di Maggio’s Pizza is a standout destination for lovers of authentic New York-style Italian cuisine. Nestled at 3852 Monterey Rd, this charming pizza restaurant has built a loyal following thanks to its dedication to freshness, generous portions, and a menu packed with irresistible classics. Whether you’re a longtime fan or a first-time visitor, Tony Di Maggio’s invites you to savor a genuine Italian dining experience that feels both comforting and vibrant.
The true star of the menu is undoubtedly the Stromboli—a masterful roll of dough filled with a blend of melted cheeses, savory Italian sausage, and tangy pepperoni, served piping hot and paired perfectly with a side of marinara sauce for dipping. Customers can’t stop raving about its perfect balance of flavors and satisfying texture. Alongside this, the Extra Large Pepperoni Pizza and the hearty Meatball Sandwich—loaded with light, flavorful meatballs, gooey cheese, and rich marinara—are standout choices that consistently wow visitors.
Complementing these crowd-pleasers are dishes like the crisp and savory Eggplant Parmesan, the classic Cheese Ravioli Tray, and the comforting homemade Manicotti. For sides, the Garlic Bread with Cheese and crunchy bread sticks offer perfect, mouthwatering accompaniments to your meal. And if you’re looking to finish on a high note, indulge in authentic Italian desserts such as the creamy, coffee-kissed Tiramisu or the delectably sweet Cannoli filled with rich ricotta cream—both treats that echo traditional Italian flavors and bring a sweet closure to your dining experience.
The atmosphere at Tony Di Maggio’s is warm, clean, and inviting. Reviewers often highlight the friendly, attentive service and organized, comfortable dining environment that make guests feel right at home. Sheri M notes the exceptional freshness and flavor of each dish served, while Vanessa Loop passionately recommends trying the stromboli, emphasizing how this beloved dish has kept her coming back for years. The staff’s genuine hospitality creates a vibe that turns first-timers into regulars.
Even diners from afar are drawn to Tony Di Maggio’s. Corinna Herber admires the vast menu variety, affordable prices, and convenient parking, stating she drives over two hours just to enjoy a meal here—an authentic testament to the restaurant’s quality and appeal. After a recent reopening following a roof fire, newcomer Alex Ramirez was pleasantly surprised at the rich flavors and cozy atmosphere, particularly praising the stromboli as a must-try.
Whether you’re craving a hearty slice, a luscious Italian entree, or a sweet Italian finish, Tony Di Maggio’s Pizza is a true gem in San Jose’s dining scene. Its dedication to quality ingredients, traditional recipes, and a welcoming dining experience makes it not just a restaurant but a deliciously memorable journey into Italian comfort food. A visit here feels like a warm invitation to savor a slice of authentic Italian hospitality.
Contact & Location
3852 Monterey Rd, San Jose, CA 95111
Phone: +1 408-629-7775
We had stromboli and combination pizza today. It's was very fresh, flavorful and hot. Service was excellent as usual. Restaraunt was clean and organized.
The meatball sandwich is amazing here..... the menu has lots of fresh choices and variety to choose from. Great parking and prices. Amazing vibes and people. I dont live anywhere nearby but I have driven over 2 hours to get a meal. If I go to or through San Jose im stopping in to buy food.
Great little Italian restaurant located in South San Jose off of Monterrey Road. Best known for their Stromboli, this place serves traditional New York style Italian cuisine. I had the 8 inch meatball sandwich with cheese. The meatballs were light and flavorful and there was plenty of cheese and marinara sauce placed on top. My mom had the Rigatoni with meat sauce complimented with a side of garlic bread. Pasta was cooked to perfection. I will definitely be coming here in the future, and will be sure to try the Stromboli.
Tony Di Maggio's is one of my all time favorites in San Jose. I've been enjoying their stromboli my entire life. The staff is friendly and their stromboli is delicious. You need to try the stromboli. Do it today. Share with friends or eat it all by yourself I dont care I just think you should try it.
Heard they just re-opened after a roof fire. Couldn’t believe it I haven’t ever been here!? Oh was I missing out. The cheese pizza was just an added bonus because I actually came in for their Stromboli.
First time eating here. Ordered their famous stromboli and it was very good. I will definitely eat here again. It's an old family restaurant. It could use some updating, but it was still clean.
Always delicious. The flavors haven’t changed in years and it’s magnificent. Family operated and super authentic. We split a large Stromboli and each had a salad n soda, and lunch was less than 40 bucks. I’ve been here several times and am glad it’s stayed open thru these years. No fuss, straight forward and delicious.