Welcome to Rocco's Italian Grille & Bar

400 S Orlando Ave, Winter Park, FL 32789, United States

General Info

Located at 400 S Orlando Ave, Winter Park, FL 32789, Rocco's Italian Grille & Bar brings together the relaxed atmosphere of a neighborhood Italian restaurant with the polished feel of a trendy dining spot. The moment you walk in, the space feels lively without being overwhelming, making it easy to settle in for a casual dinner, drinks with friends, or a laid-back family meal. The restaurant also stands out for offering wheelchair accessible seating, convenient parking, and a welcoming environment that includes a transgender safespace, which adds to the comfortable and inclusive dining experience.

The menu leans into classic Italian comfort food while still feeling fresh and satisfying. One dish that immediately catches attention is the Veal Marsala, served with rich flavor and a smooth, savory finish that pairs well with the restaurant’s great beer selection. The Caesar Salad is another solid option, especially for diners looking for something crisp and balanced before diving into heavier entrées. Every plate feels thoughtfully prepared without trying too hard, which gives the restaurant a genuine and approachable vibe.

Desserts here deserve just as much attention as the main courses. The Tiramisu has that soft, creamy texture people expect from a classic Italian dessert, while the Cannoli delivers a satisfying crunch with a sweet filling that doesn’t feel overly heavy. For anyone wanting something richer, the Chocolate Lava Cake adds a warm and indulgent finish to the meal. These dessert options round out the menu nicely and make the overall dining experience feel complete.

What makes this Winter Park location memorable is how naturally everything comes together. The service style feels relaxed yet professional, and the atmosphere works equally well for date nights, group dinners, or casual weekend visits. Reviews often highlight how easy it is to enjoy a long meal here without feeling rushed. Between the welcoming setting, flavorful Italian dishes, and dependable service, this restaurant creates the kind of experience people usually hope to find when searching for reliable Italian dining locations in the area.

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HOUR OPENING
  • Monday
    Closed
  • Tuesday
    05:00 PM - 10:00 PM
  • Wednesday
    05:00 PM - 10:00 PM
  • Thursday
    05:00 PM - 10:00 PM
  • Friday
    05:00 PM - 11:00 PM
  • Saturday
    05:00 PM - 11:00 PM
  • Sunday
    Closed

Rocco's Italian Grille & Bar Photos

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What customers say?

“ We dined for Valentine’s Day weekend and had Vanessa as our server. She made our experience that much greater and went above and beyond. We enjoyed their lobster bisque, carpaccio, fettuccine Bolognese, carbonara and for dessert had lava cake and tiramisu. It really was such a special way to enjoy the weekend. Thank Vanessa for taking such great care of us! ”

- Kelsey Balmer -

“ Just finished our annual Christmas dinner at Rocco’s. We reserved their private room and had a wonderful evening. Food was excellent, service amazing, atmosphere is very nice. Looking forward to returning with the family. Thank you Rocco, Daniel and Michael. All the feedback from our guests was positive! Great experience! ”

- Tim Jenkins -

“ Went for our anniversary for the first time, looking for authentic Italian meal. The server was on point, attentive and thorough. The food was good but lacked in presentation overall considering the price point. The Pappardelle Cinque Terre was my fave dish, plenty of seafood, good sized pieces and fresh pasta with a delisih sauce. The bruschetta was unfortunately very soggy, and a but lacking in flavor, but the balsamic drizzle was very good. The cannoli was absolutely delish!!! We would probably give it another artificial it was a convenient option, but not likely to go out of our way to dine here again. ”

- Alison Thacker -
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Location & Contact

call to book a table & delivery:
information Rocco's Italian Grille & Bar:

400 S Orlando Ave, Winter Park, FL 32789, United States

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