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Horizontal image of a white plate with rolled beef medallions next to arugula and fries.

Italian Stuffed Steak Pinwheels

  • Author: Meghan Yager
  • Total Time: 35 minutes
  • Yield: 4 servings 1x


Italian stuffed steak pinwheels are filled with the flavors of balsamic vinegar, provolone, and basil. Grilled to perfection, they’re sure to be a hit.


  • 1 1/2 lbs flank steak, butterflied
  • 1/2 teaspoon salt
  • 1/2 teaspoon freshly ground black pepper
  • 2 tablespoons balsamic vinegar
  • 34 slices deli-style provolone cheese
  • 15 fresh basil leaves
  • Toothpicks


  1. Preheat grill to medium-high heat.
  2. Open steak and lay flat, with the grain running from left to right. Sprinkle both sides with the salt and pepper.
  3. Drizzle balsamic vinegar on top, distributing it evenly. Place cheese slices on top, then cover the cheese with basil leaves.
  4. Starting at one of the short ends, begin to roll the steak away from you, rolling it up very tightly. Secure with toothpicks.
  5. Place steak on grill, and reduce heat to medium. Cook for a total of 20 minutes, turning in 5-minute increments to cook on all sides. The internal temperature should read 130˚F for medium rare, or 140˚F for medium well.
  6. Let rest for 5 minutes, then slice into pinwheels and remove toothpicks. Serve immediately.
  • Prep Time: 15 minutes
  • Cook Time: 20 minutes
  • Category: Steak
  • Method: Grilling
  • Cuisine: Beef

Keywords: steak, Italian, balsamic vinegar, provolone cheese, basil, grill