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Grilled Flatiron Steaks with Tomatoes and Tapenade

This Mediterranean-inspired grilled flat iron steak is a vibrant choice for anyone seeking a diabetes-friendly main course that doesn't compromise on bold flavours. The beef is marinated in citrus, smoked paprika, and oregano, then grilled until perfectly charred and juicy. Served alongside a fresh tomato salad and peppery watercress, the dish is finished with a salty, homemade olive tapenade that brings a sophisticated depth to the plate.

Rich in protein and healthy fats from the olives and olive oil, this meal is as nourishing as it is delicious. It is a fantastic option for a weekend lunch or an easy yet impressive dinner for friends. By using lean cuts like flat iron or hanger steak, you enjoy a melt-in-the-mouth texture that pairs beautifully with the acidity of the orange and lemon dressing.

Continue reading below

Ingredients for Grilled Flatiron Steaks with Tomatoes and Tapenade

  • 80ml (or more) olive oil

  • 60ml vegetable oil

  • 240ml pitted olives (such as Niçoise or Kalamata), chopped

  • 1 tablespoon minced capers

  • 1 garlic clove, minced

  • 1 anchovy fillet packed in oil, drained, minced (optional)

  • 900g flatiron, flank, hanger, or skirt steak

  • Kosher salt

  • Zest and juice of 1 orange

  • 60ml thinly sliced shallots

  • 2 tablespoons chopped fresh oregano

  • 2 tablespoons minced garlic

  • 2 tablespoons smoked paprika

  • 2 tablespoons vegetable oil

  • 1 tablespoon crushed red pepper flakes

  • 4 large tomatoes (about 1.4kg ), sliced 1/4" thick

  • 1 shallot, thinly sliced into rings

  • 1/4 cup (loosely packed) flat-leaf parsley leaves

  • 1 tablespoon olive oil plus more for drizzling

  • Flaky sea salt and freshly ground black pepper

  • 1 bunch watercress, tough stems removed (about 950ml )

  • 1 tablespoon fresh lemon juice

  • Ingredient info: Smoked paprika is sold at specialty foods stores and latienda.com.

How to make Grilled Flatiron Steaks with Tomatoes and Tapenade

Stir 80ml olive oil, next 4 ingredients, and anchovy, if using, in a small bowl. Add more olive oil for a thinner tapenade, if desired. (For a smoother sauce, purée tapenade in a food processor or blender.) Set aside.

Place steak in a large baking dish and season generously with salt. Stir orange zest and juice and remaining 6 ingredients in a small bowl to combine. Spread mixture evenly over both sides of steak and let marinate at room temperature for 1 hour.

Build a medium-hot fire in a charcoal grill, or heat a gas grill to high. Grill steak, turning once, until nicely charred, about 5 minutes on each side for medium-rare. Transfer to a carving board and let rest for 5-10 minutes.

Arrange tomatoes on a serving platter. Scatter shallot and parsley over; drizzle with oil and season with salt and pepper. In a medium bowl, toss watercress with 1 tablespoon each oil and lemon juice. Season watercress to taste with salt.

Mound watercress on platter. Slice steak against the grain; transfer to platter with tomatoes and watercress. Spoon tapenade on steak and serve alongside.

Disclaimer

While every effort has been made to ensure the information is accurate and up to date, individual needs may vary and dietary requirements can differ based on personal health conditions. Always check food labels and allergen information before preparing or consuming any recipe. If you have specific health concerns, allergies, intolerances, or are following a medically prescribed diet, seek advice from your GP, pharmacist, or a registered dietitian before making significant changes to your diet or lifestyle.

Article history

The information on this page is peer reviewed by qualified clinicians.

  • 16 Jan 2026 | Originally published

    Authored by:

    UK recipe editors

    Peer reviewed by

    UK recipe editors
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