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The Ultimate Cuban Sandwich

This recipe details how to create the ultimate Cuban sandwich. It begins with braising seasoned pork shoulder in a pressure cooker with aromatic vegetables and citrus juices until tender. The sandwich is then layered with mustard, Swiss cheese, pickles, ham, and the delicious braised pork, before being pressed and grilled in a hot skillet until golden and crispy.
Prep Time 45 minutes
Cook Time 39 minutes
Total Time 1 hour 24 minutes
Course Snack
Cuisine caribbean
Servings 4 people
Calories 3332 kcal

Equipment

  • 1 Pressure Cooker Alternatively, a Dutch oven can be used for a longer braising time.
  • 1 Large Cast Iron Skillet Or a grill pan for pressing the sandwiches.
  • 1 Kitchen Twine For tying the pork shoulder.
  • 1 Chef's knife For prepping ingredients and slicing pork.
  • 1 Heavy Object(s) for Pressing Such as another heavy skillet, bricks, or cans of tomatoes.

Ingredients
  

Main

  • 1 pound boneless pork shoulder
  • Kosher salt and freshly ground black pepper
  • 1 tablespoon ground cumin
  • 1 tablespoon dried oregano
  • 2 tablespoons extra-virgin olive oil
  • 4 cloves garlic peeled and gently smashed with the side of your knife
  • 1/4 teaspoon dried red chili flakes
  • 1 medium onion sliced
  • 1 cup fresh orange juice
  • 1 lime juiced
  • 1 cup low-sodium chicken broth
  • 2 bay leaves
  • 1 long Cuban bread roll
  • 3 tablespoons Dijon mustard
  • 8 thin slices Swiss cheese
  • 1 cup bread and butter pickles
  • 8 thin slices deli ham
  • Olive oil
  • You can do this in a regular Dutch oven but for convenience and time use a pressure cooker as follows:

Instructions
 

  • Begin by braising the pork shoulder. Tie the shoulder in 4 places with kitchen twine so it will hold its shape while being cooked or ask your butcher to do this for you. Season the pork with salt, pepper, cumin and oregano. Set the base of a pressure cooker over low-medium heat and add a 2 count of olive oil.
  • Add garlic and chili flakes and as the oil heats up it will become fragrant and infuse the oil. Add the pork. Add onions around the pork and brown slightly before adding orange juice, lime juice, stock and bay leaves.
  • Secure the lid of the pressure cooker and cook for 20 to 25 minutes depending on the size of your pressure cooker. The pork should be tender when done. When done allow to cool in juices before removing twine and slicing.
  • To prepare Cuban sandwiches, split bread in half then layer the sandwich with mustard, cheese, pickles, ham, pork then cheese again (the cheese glues everything together). Season with salt and pepper in between the ham and pork layers. (Optional: drizzle a little of the pork braising liquid over the meat as well).
  • To cook, heat a large cast iron skillet or grill pan over medium heat and lightly coat with olive oil. Place the sandwiches on the skillet and top with another heavy skillet and a couple of heavy weights (bricks, or cans of tomatoes work well). Press down firmly and cook for 5 to 7 minutes per side until the sandwich has compressed to about a third of its original size and the bread is super-crispy. Serve with beans, rice and plantain chips.

Notes

Achieving a truly great Cuban sandwich hinges on two key elements: perfectly braised pork and proper pressing. For the pork, ensure it's well-seasoned and browned before braising; cooling it in its juices maximizes tenderness and flavor. When assembling, layering cheese both below and above the meats creates a cohesive, gooey interior. For the press, uniform heat and consistent heavy pressure are crucial to compress the sandwich to a third of its size, yielding that signature super-crispy exterior. Don't rush the pressing; it's what transforms a good sandwich into a great Cuban. Serve immediately for optimal texture.