Pepper-Stuffed Grilled Flank Steak

Juicy flank steak wraps around tender peppers for a company-worthy dinner.

Southern Living Pepper-Stuffed Grilled Flank Steak on a cutting board to serve
Photo:

James Ransom, Food Stylist: Chelsea Zimmer, Prop Stylist: Christina Daley

Active Time:
50 mins
Total Time:
1 hr
Servings:
4

Flank steak is a great choice for casual summer grilling, but this rolled Pepper-Stuffed Grilled Flank steak is all dressed up for company! Flavorful roasted and pickled peppers, creamy provolone, and fresh basil team up to create a colorful filling that takes average flank steak to a delicious new level.

Don’t let its impressive looks fool you; this dish is super simple to make. Just use a sharp knife to slice the steak almost in half horizontally, then open it like a book. Layer on the fillings, then roll it, tie it tightly with butcher’s twine, and fire up the grill.

Ingredients

  • 1 (2-lb.) flank steak (3/4 inch thick), excess fat trimmed

  • 1 Tbsp. minced garlic (from 4 garlic cloves)

  • 2 1/2 tsp. kosher salt, divided

  • 1 tsp. black pepper, divided

  • 1/2 cup chopped fresh basil

  • 1 (12-oz.) jar roasted red bell peppers, drained, patted dry, and chopped (about 1 cup, such as Mt. Olive)

  • 1/2 cup seeded and chopped pickled hot or sweet cherry bell peppers

  • 4 sharp provolone cheese slices

  • 1 Tbsp. olive oil

Directions

  1. Preheat a gas grill to high (450°F to 500°F) on 1 side, or push hot coals to 1 side of a charcoal grill. To butterfly the steak, place steak on a cutting board with 1 long side facing you. Trim short edges as needed to form a rough rectangle. Press 1 hand flat on steak to steady it. Holding knife parallel to cutting board and starting on one short side, slice horizontally to within 3/4 inch of the opposite side. Open cut steak like a book.

  2. Sprinkle cut sides of steak evenly with garlic, 1 1/2 teaspoons of the salt, and 1/2 teaspoon of the black pepper. Top with basil, leaving a 1-inch border on all sides. Arrange bell peppers and cherry bell peppers evenly over basil, leaving a 1-inch border on all sides. Overlap cheese slices on top of peppers, leaving a 1-inch border on all sides. Roll up steak away from you into a tight cylinder.

  3. Tie cylinder crosswise at about 1 1/2-inch intervals starting from center and working out toward the ends using kitchen twine. Rub with oil. Sprinkle with remaining 1 teaspoon salt and 1/2 teaspoon black pepper.

  4. Place steak on oiled grates over lit side of grill. Cook, uncovered, turning occasionally, until grill marks appear all over, about 10 minutes. Transfer to unlit side. Grill, covered, turning occasionally, until a thermometer inserted into thickest portion of steak registers 130°F to 135°F (medium-rare), 30 to 40 minutes, or to desired degree of doneness. Transfer steak to a clean cutting board. Let rest 10 minutes. Remove and discard kitchen twine. Cut crosswise into 8 slices.

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