Jul 30 2026
RestaurantsThe Flying Monkey Grill & BarCaptains' Cuban Rolls Recipe

Captains' Cuban Rolls Recipe

Time35m
Serves8

Pork shoulder, smoked Virginia ham, and Swiss cheese served with kosher dill pickles, mayo ketchup and dijonaise

Was this page helpful?

Help improve this recipe for others.

Send this recipe to your inbox.

We'll email it straight to you - plus weekly cooking inspiration.

Ingredients

Some product links may be affiliates. If you buy through them, you're supporting the site and Pekin may earn a commission at no extra cost to you.

For the sandwich rolls

For the mayo-ketchup (poor boy sauce)

For serving and finishing

Method

For the sandwich rolls

  1. 1

    Prep the rolls

    Preheat oven to 350°F (175°C). Slice each dinner roll lengthwise, keeping the halves attached if you prefer hinged rolls. Brush the inside cut faces lightly with melted butter (about 1/2 teaspoon per cut face).

  2. 2

    Assemble fillings

    If pork shoulder is cold, warm it gently in a skillet over medium-low heat with 1–2 tablespoons water or broth until hot and moist (about 4–6 minutes). Season shredded pork with 1/4 tsp kosher salt and 1/8 tsp black pepper. On the bottom half of each roll, layer roughly 1/4 cup warm shredded pork, one slice of smoked Virginia ham (folded if necessary), and one slice of Swiss cheese. Place two half-slices lengthwise of kosher dill pickle on top of the cheese.

  3. 3

    Finish and bake

    Replace the top halves of the rolls. Place assembled rolls on a baking sheet, brush the tops lightly with remaining melted butter, and optionally spread 1/4 tsp yellow mustard inside each roll top before closing for a traditional Cuban touch. Bake in the preheated oven until cheese is melted and rolls are toasted, about 8–10 minutes. If you want a pressed effect, after baking press each roll lightly with the back of a spatula for 10–15 seconds.

For the mayo-ketchup (poor boy sauce)

  1. 4

    In a small bowl, whisk together 1 tablespoon mayonnaise, 1 teaspoon ketchup, 1 teaspoon Worcestershire sauce, 1 teaspoon lemon juice, a dash of hot sauce (if using), and a pinch of salt and pepper until smooth. Taste and adjust seasoning. Refrigerate until ready to use.

For the dijonaise

  1. 5

    Combine 2 teaspoons Dijon mustard, 2 teaspoons mayonnaise, 1 teaspoon lemon juice, 1/4 teaspoon minced garlic, 1/2 teaspoon honey (optional), and a pinch of black pepper in a small bowl. Whisk until smooth and creamy. Adjust sweetness or acidity to taste. Refrigerate until serving.

For serving and finishing

  1. 6

    Slice the baked rolls in half if desired. Spread 1/2 teaspoon mayo-ketchup on one side of the roll and 1/2 teaspoon dijonaise on the other side (adjust to taste). Garnish with a light sprinkle of chopped parsley, and serve immediately while warm alongside extra kosher dill pickles.

More from The Flying Monkey Grill & Bar