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Caramelized Pineapple Stuffing Recipe

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3.9 from 15 reviews

This Caramelized Pineapple Stuffing recipe combines the sweet, tropical flavor of caramelized pineapple with the warm spices of cinnamon and the comforting texture of toasted Italian bread. Perfectly moist and richly flavored, this unique twist on traditional stuffing is baked to golden perfection and makes a delicious side dish for holiday meals or special occasions.

  • Total Time: 1 hour 15 minutes
  • Yield: 10 servings

Ingredients

For the Stuffing

  • 1/2 cup (1 stick) salted butter, softened to room temperature (plus more for greasing baking dish)
  • 1/2 packed cup light brown sugar
  • 4 large eggs
  • 1 20 oz can pineapple chunks, with juice
  • 1 lb Italian bread, cut into small cubes (1/2″)
  • 1 tsp Cinnamon (Vietnamese/Saigon Cinnamon preferred)
  • 2 tbsp light brown sugar (for caramelizing pineapples)

Instructions

  1. Preheat Oven and Toast Bread: Preheat your oven to 350°F. Cut the Italian bread into 1/2 inch cubes and spread them evenly on 1-2 baking sheets. Toast the bread in the oven for 10-15 minutes, stirring or flipping once, until lightly toasted but still slightly soft inside. Allow the toasted bread to cool.
  2. Prepare Pineapple: Drain the juice from the canned pineapple and set the juice aside. In a large nonstick frying pan, add the drained pineapple chunks along with 2 tablespoons of light brown sugar. Toss to coat the pineapple evenly.
  3. Caramelize Pineapple: Place the pan over medium heat and cook the pineapple undisturbed for 4-5 minutes until edges start browning. Toss and cook another 2 minutes on the other side until nicely caramelized. Remove from heat and allow to cool.
  4. Cream Butter and Sugar: Using a stand mixer or hand mixer, cream the softened butter and 1/2 cup light brown sugar on medium speed for about 1 minute until the mixture is light and fluffy.
  5. Add Eggs: Reduce mixer speed to low and add the eggs one at a time, ensuring each is fully incorporated before adding the next.
  6. Process Pineapple: Transfer the cooled caramelized pineapple to a food processor and pulse 10-15 seconds. The pineapple should be well ground yet still have some small chunks remaining for texture.
  7. Combine Mixtures: Add the processed pineapple and reserved juice to the butter, sugar, and egg mixture. Fold gently with a spatula until combined, even if the mixture appears slightly curdled—it’s normal.
  8. Add Cinnamon: Stir the cinnamon into the mixture thoroughly.
  9. Fold in Bread: Place the toasted bread cubes into a large mixing bowl. Pour the pineapple mixture over the bread and gently fold with a silicone spatula until all bread cubes are evenly coated.
  10. Prepare Baking Dish: Grease a 9×13 inch ceramic baking dish with butter. Transfer the stuffing mixture into the dish, spreading it out evenly.
  11. Bake Stuffing: Bake the stuffing uncovered in the preheated oven for 45 minutes until the top is well browned.
  12. Finish Baking Covered: Remove the dish from the oven, cover it with foil, and bake for an additional 15 minutes until the stuffing is tender.
  13. Rest and Serve: Allow the stuffing to cool for 10-15 minutes before serving to let it set up and enhance flavors.

Notes

  • For best flavor, use Vietnamese or Saigon cinnamon which has a more intense aromatic profile.
  • Allow the bread cubes to dry out slightly during toasting to prevent sogginess in the stuffing.
  • The pineapple’s caramelization adds a rich depth of flavor and balances sweet and savory elements.
  • This stuffing pairs excellently with poultry dishes and tropical-inspired meals.
  • Leftover stuffing can be reheated covered in the oven to maintain moisture.
  • Author: Maya
  • Prep Time: 20 minutes
  • Cook Time: 55 minutes
  • Category: Side Dish
  • Method: Baking
  • Cuisine: American