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Located in the Little Italy district in downtown San Jose, California. The Littlest Little Italy is a one stop for true Italian in Italian, American cuisine and experience. Chicago style, Italian beef and sandwiches by Torino Panino, Salumi bar, gelato bar, featuring Fiorello ‘s gelato, New York style pizza by Bibo‘s, Birre, A Taproom, wine bar by Ancora Vino and a curated selection of Italian imported specialty goods.
Hours
| Friday | 11:30 AM–9:30 PM |
| Saturday | 11:30 AM–9:30 PM |
| Sunday | 11:30 AM–8 PM |
| Monday | Closed |
| Tuesday | 11:30 AM–9 PM |
| Wednesday | 11:30 AM–9 PM |
| Thursday | 11:30 AM–9 PM |
Address and Contact Information
Address: 320 Sharks Wy, San Jose, CA 95110
Phone: (408) 709-1212
Website: https://littlestlittleitaly.com/
Menu Photos
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Reviews
Ray Salazar
Was charged $20 for a sandwich that was priced at $15. I doubled checked the menu online and the pictures I took. I didn’t have any add ons and I wasn’t asked about leaving no tip. Very suspicious behavior. That aside, the sandwich was good. No great, not terrible, just good. The bread couldn’t fit all the fillings, not because it was a lot of fillings, but because the bread was small. I had tear it apart and stack it like a burger just so the sandwich could hold its own shape. Flavor was actually nice. A little too oily, but everything went tasted really well together. Might have to go back and try this place again. On the other hand, its not something I would miss if I never did.
… moreAdam Rogers
Surprisingly quiet for a Friday night but sat at the bar and had excellent service. Good pizza and really good fries. We also heard the pasta was great for will need to try that next time. Restaurant is broken into two separate areas but you can move from one to the other freely.
… moreIben Rodriguez
When all the other places in downtown San Jose are super packed and busy you can come here for some peace and quiet delicious pizza. Good drinks great service excellent salads, dessert and good company too never fails. We love this place.
… moregina garcia
Seemed like a chill place to grab a bite but $68 for a cheese ravioli dish, chicken caesar salad and two beers. Plus you have to order at the counter, multiple tables were so dirty we had to ask for them to clean one. I had to go back to the bar to get our beers as they were not brought out to us as our food was. (I get it, there was only one person working the bar and register and she did apologize). What I didn’t realize is why said to tap my card and I don’t see the screen so by the total I am going to assume like the other reviews mention that they choose the gratuity for you. The pasta ravioli was decent I liked the sauce the salad wasn’t worth it. But I would never pay those prices for that again.
… moreTamara Kleiman
Had dinner here recently. The place is nice and the service is quick.
We tried the cheese and truffle pizzas and they were both great, truffle being my personal favorite. It was delicious but not overpowering which is unusual for “truffle” dishes.
The caprese salad was a hit as well.
The pesto pasta (I believe it’s called “The Sicilian”) was not as good as I would’ve liked. Whole the ingredients were fresh I felt the basil was a little off (like from a plant that has flowered) so I didn’t enjoy the dish and took most of it home where it sits in my fridge.
The meatballs were ok, nothing special in my opinion.
We also enjoyed two different wines that complimented our meal very nicely. I will definitely come back, maybe stick to the pizzas next time.
… moreWe tried the cheese and truffle pizzas and they were both great, truffle being my personal favorite. It was delicious but not overpowering which is unusual for “truffle” dishes.
The caprese salad was a hit as well.
The pesto pasta (I believe it’s called “The Sicilian”) was not as good as I would’ve liked. Whole the ingredients were fresh I felt the basil was a little off (like from a plant that has flowered) so I didn’t enjoy the dish and took most of it home where it sits in my fridge.
The meatballs were ok, nothing special in my opinion.
We also enjoyed two different wines that complimented our meal very nicely. I will definitely come back, maybe stick to the pizzas next time.
Ashley Nguyen
I attended an event catered by Littlest Little Italy and the food was absolutely delicious. Everything was fresh, flavorful and beautifully prepared. You could really taste the quality. I’d happily attend (or host!) another event with them catering.
… moreAndrea T. Aguiar
This is such an overdue post. My husband and I rented out the entire Littlest Little Italy for our November wedding.
We have been customers since the Enoteca days and we always knew this place was special.
Our wedding was incredible and unexplainable. Josh was great to work with and the food was out of this world. And, the wine pairing and speciality was unbeatable. Mike G is a master of his craft. To this day, our guests still talk about how “unreal” the event was and gastronomy experience.
Josh is a top tier vendor and has incredible attention to detail.
Don’t overlook this place! There’s so much opportunity and space and the food is great.
We continue to frequent and go to the events they host all the time.
Downtown can have nice things!
… moreWe have been customers since the Enoteca days and we always knew this place was special.
Our wedding was incredible and unexplainable. Josh was great to work with and the food was out of this world. And, the wine pairing and speciality was unbeatable. Mike G is a master of his craft. To this day, our guests still talk about how “unreal” the event was and gastronomy experience.
Josh is a top tier vendor and has incredible attention to detail.
Don’t overlook this place! There’s so much opportunity and space and the food is great.
We continue to frequent and go to the events they host all the time.
Downtown can have nice things!
David Bonasera
I love Henry’s HI Life but there is now a Italian place across the street. The new owners are the owners of Henry’s Hi Life and the other owner is Josh who buy the way is the head chief and WOW can he make YUMMY dishes. (OMG) I go over there with my friends and get the Meat and cheese platter. there is nothing like this in the Bay area and the Meat balls are incredible. They have great salads and really interesting appetizers. Some of them you look at and say what? But when you bit into them it’s great and very special dishes.
So check this out. they have Pizza by the slice and whole pizza’s the menu is very special to say the least. During the day for lunch they have fantastic sandwich’s, pizza’s by the slice and other Yummy dishes. Now in the front section of the restaurant is a full bar with the most interesting beers. They even give you a tast to see if you like it. (Pretty cool to say the least).
And in the back is where they make the food and a full wine bar and lots of seating. this is a classy place and very comfortable.
Parking can be challenging when there is an event at the Shark Tank but you will not regret the experience at this place. I love there fettucine with Peso sauce and a Caesar salad and maybe a slice of pizza if I have room or share it with someone.
This place is really clean and well keep up. This place is fun and not stuffy. Even arcade games over in the corner for the kids.
I really think you will enjoy this.
… moreSo check this out. they have Pizza by the slice and whole pizza’s the menu is very special to say the least. During the day for lunch they have fantastic sandwich’s, pizza’s by the slice and other Yummy dishes. Now in the front section of the restaurant is a full bar with the most interesting beers. They even give you a tast to see if you like it. (Pretty cool to say the least).
And in the back is where they make the food and a full wine bar and lots of seating. this is a classy place and very comfortable.
Parking can be challenging when there is an event at the Shark Tank but you will not regret the experience at this place. I love there fettucine with Peso sauce and a Caesar salad and maybe a slice of pizza if I have room or share it with someone.
This place is really clean and well keep up. This place is fun and not stuffy. Even arcade games over in the corner for the kids.
I really think you will enjoy this.
Priscilla Vasquez
Hosted our daughter’s birthday party here and it was perfect- the service was great, the food was delicious, and the atmosphere was casual and comfortable. The staff went above and beyond to make sure the space was laid out to fit our needs and made sure we had all the help we needed. We were a fairly large group of 44 that included 12 kids so we had the opportunity to have the whole front of the restaurant to ourselves making it feel like a private event. We were allowed to bring in our own decorations and cake. The highlight was the kids being able to add toppings to their own Pizzas- which was a HIT! so much fun and definitely recommend as a family friendly event venue, dinner out with friends or casual date night option!
… moreRachel Sussman
Fabulous, authentic Italian food, neighborhood-style atmosphere. Spacious, casual. Great to eat family-style so you can sample different pizzas and pastas. Delicate, flavorful alfredo. Crispy thin crust truffle pizza. Fantastic arancini (possibly better than the ones I had in Rome). Caesar salad terrific. Wine selection to please your snobbiest friends. Real gelato for dessert! Highly recommend!
… more