Red Wine-Marinated Steaks with Grilled Vegetables

 Throw an extra flank steak on the grill for a Cali-inspired salad and a Texas-style hash. 


IngredientsIngredient Checklist

  • 2 cups dry red wine (such as Merlot)
  • 1 tablespoon whole black peppercorns
  • 1 tablespoon fennel seeds
  • 1 bay leaf
  • 2 (1-lb.) flank steaks, trimmed and divided
  • 1 cup cherry tomatoes, halved
  • 4 tablespoons extra-virgin olive oil, divided
  • 1 tablespoon balsamic vinegar
  • 1 ½ teaspoons kosher salt, divided
  • 1 ½ teaspoons black pepper, divided
  • ½ teaspoon chipotle chile powder
  • ¼ teaspoon onion powder

2 medium zucchini, cut diagonally into 1/2-in.-thick slices

2 yellow squash, cut diagonally into 1/2-in.-thick slices

1 cup loosely packed fresh basil leaves

2 tablespoons toasted pine nuts

2 tablespoons fresh lemon juice

1 tablespoon water

3 garlic cloves, coarsely chopped

¼ cup whole-wheat panko (Japanese breadcrumbs), toasted

DirectionsInstructions Checklist

Step 1 Bring wine, peppercorns, fennel seeds, and bay leaf to a boil in a saucepan; cook 10 minutes or until reduced by half. Place in a bowl; cool. Add 1 steak, turning to coat. Cover and chill 3 1/2 hours. Let stand at room temperature 30 minutes before grilling.

Step 2 Combine tomatoes, 1 tablespoon oil, vinegar, 1/4 teaspoon salt, and 1/4 teaspoon pepper in a bowl; let stand 30 minutes.

Step 3 Preheat grill to high.

Step 4 Remove steak from marinade; discard marinade. Sprinkle marinated steak with 1/2 teaspoon salt and 1/2 teaspoon pepper. Cut remaining unmarinated steak in half. Combine 1/4 teaspoon salt, 1/4 teaspoon pepper, chile powder, and onion powder; rub over half of unmarinated steak (for Texas Barbecue Hash). Sprinkle remaining half of unmarinated steak with 1/4 teaspoon salt and 1/4 teaspoon pepper (for California Steak Salad). Coat grill grates with cooking spray. Add steaks to grill; grill 10 to 12 minutes, turning occasionally. Let marinated steak stand 10 minutes; cut across the grain into thin slices. Reserve remaining steak for California Steak Salad and Texas Barbecue Hash.

Step 5 Coat squashes with cooking spray; sprinkle with 1/4 teaspoon pepper. Grill 3 to 4 minutes on each side.

Step 6 Place remaining 3 tablespoons oil, 1/4 teaspoon salt, basil, and next 4 ingredients (through garlic) in a blender; blend until smooth. Divide squash and steak among 4 plates; top with tomato mixture, pesto, and panko.

Chef's Notes

Don't worry about the recipe's long total time, most of it is spent allowing the steak to marinate and come to room temperature before grilling.

Nutrition Facts

Per Serving:

395 calories; fat 24g; saturated fat 4.7g; mono fat 13.8g; poly fat 3.2g; protein 29g; carbohydrates 15g; fiber 3g; cholesterol 70mg; iron 4mg; sodium 562mg; calcium 90mg; sugars 7g; added sugar 0g.


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