Red Wine Marinated Flank Steak Filled with Prosciutto, Fontina and Basil with Cabernet-Shallot Reduction

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Picture of Red Wine Marinated Flank Steak Filled with Prosciutto, Fontina and Basil with Cabernet-Shallot Reduction Recipe 1 Video | Photo: Red Wine Marinated Flank Steak Filled with Prosciutto, Fontina and Basil with Cabernet-Shallot Reduction Recipe
Rated 4 stars out of 5
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  • Read 68 Reviews
Total Time:
4 hr 55 min
Prep
20 min
Inactive
4 hr 5 min
Cook
30 min
Yield:
4 to 6 servings
Level:
Easy
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Ingredients

  • 4 shallots, coarsely chopped
  • 1 cup dry red wine, such as Cabernet
  • 1/4 cup olive oil
  • 2 pounds flank steak, butterfiled
  • Salt and pepper
  • 1/4-pound thinly sliced prosciutto
  • 1/4-pound thinly sliced fontina cheese
  • 14 fresh basil leaves
  • Olive oil
  • Cabernet-Shallot Reduction, recipe follows

Directions

Whisk together shallots, wine and olive oil in a large baking dish. Add the steak and turn to coat. Cover and refrigerate for at least 4 hours or overnight.

Heat grill to high.

Remove the steak from the marinade and blot with paper towels. Lay on a flat surface, cut side up, and season with salt and pepper. Cover the surface with the prosciutto slices, then top with the cheese and a layer of basil leaves. Starting with the side facing you, tightly roll up the steak around the filling. Using kitchen string, tie the roll in 4 or 5 places.

Brush the outside of the steak with oil and season with salt and pepper. Grill the steak over high heat until browned all over, 8 to 10 minutes. Turn the steak 4 times as it cooks. Move the meat away from the direct heat and grill for 15 to 20 minutes, or until an instant-read thermometer registers 125 degrees F for medium-rare. Remove from the grill and let rest 5 minutes before slicing. Slice against the grain into 1/2-inch thick slices and drizzle with the Cabernet-Shallot Reduction.

Cabernet-Shallot Reduction:

2 teaspoons olive oil

3 shallots, finely chopped

1 bottle Cabernet wine

1 teaspoon black peppercorns

Salt

1 tablespoon honey

Heat oil in a large saucepan on the grates of the grill over high heat. Add the shallots and cook until soft. Add the wine and peppercorns, bring to a boil and cook until thickened and reduced to 1 cup. Strain the mixture into a bowl and season with salt, to taste, and honey.

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Wine Suggestion for This Recipe

Cabernet Sauvignon

Cabernet Sauvignon

Rich, intense red wine

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Newest Ratings and Reviews

Read all 68 reviews

  • on January 21, 2013

    Flag

    this ia great almost ate the whole thing myself

    people found this review Helpful.
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  • on July 08, 2012

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    This is excellent! I have made this many times and it is a sinch to make and you can change things up. I have used smoked mozzerella, and hot capicola salami. I have added sundried tomatoes, etc. You get the idea--just dont skip the fresh basil. Fresh basil is one of the greatest things on Earth and so good in this recipe. This is perfect if you are looking for something other than burgers or dogs on the grill. Yummy!

    people found this review Helpful.
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  • on January 20, 2012

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    Everybody loved it! Used havarti instead of fontina though. Folded the steak over like the video instead of rolling it and worked great.

    people found this review Helpful.
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