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Homemade Best-Ever Pineapple Cookies (Pineapple Tarts) photo

Best-Ever Pineapple Cookies (Pineapple Tarts)

These Best-Ever Pineapple Cookies are buttery, crumbly, and packed with luscious homemade pineapple filling. A festive treat you'll want to bake again and again!
Prep Time40 minutes
Cook Time25 minutes
Total Time1 hour 5 minutes
Course: Dessert, Snack
Cuisine: Asian
Keyword: Butter, Cookies, Easy, Festive, Pineapple, Sweet, Tarts
Servings: 24 servings

Ingredients

For the Cookie Dough:

  • 3 sticks butter at room temperature for easy blending
  • 3.5 oz sweetened condensed milk adds rich sweetness and moisture
  • 2 egg yolks egg yolks for richness and binding
  • 18 oz all-purpose flour the base for the cookie dough

For the Pineapple Filling:

  • 2.5 kg pineapple flesh fresh, from about 16 lbs (7 kg) whole pineapples
  • 1.5 cups sugar adjust to taste for the filling
  • 1 tablespoon lemon juice enhances the pineapple flavor
  • 0.5 tablespoon cloves optional, for a warm, spiced flavor
  • 2 egg yolks egg yolks additional for the filling
  • 0.25 teaspoon condensed milk for added creaminess in the filling
  • 0.5 teaspoon oil to grease the baking sheet

Instructions

Prepare the Pineapple Filling

  • Peel, core, and chop the pineapples to yield about 2 1/2 kg of flesh. Place the chopped pineapple in a blender or food processor and pulse until smooth.
  • In a saucepan, combine the pineapple puree, sugar, lemon juice, and cloves (if using). Cook over medium heat, stirring frequently until thickened, about 20-30 minutes. Allow to cool.

Make the Cookie Dough

  • Cream together softened butter and sweetened condensed milk in a large mixing bowl until light and fluffy. Add two egg yolks and mix well.
  • Sift the all-purpose flour into another bowl. Gradually add the flour to the butter mixture, mixing until a soft dough forms. Add more flour if dough is too sticky, but do not overwork.

Shape and Assemble Cookies

  • Roll out the dough on a floured surface to about 1/4 inch thickness. Use cookie cutters to cut out shapes.
  • Place half of the cut-out cookies on a lined baking sheet. Spoon a small amount of cooled pineapple filling onto each cookie, then top with remaining cookies. Use a fork to gently seal the edges.
  • In a small bowl, combine the remaining egg yolk and 1/4 teaspoon condensed milk. Brush over the tops of the cookies for a golden finish.

Bake and Serve

  • Preheat oven to 350°F (175°C). Bake the cookies for 15-20 minutes or until lightly golden.
  • Remove cookies from oven and let cool on a wire rack. Enjoy fresh or store for later.

Equipment

  • Mixing Bowls
  • Whisk
  • Rolling Pin
  • Cookie cutters
  • Baking Sheets
  • Blender or food processor

Notes

  • Use ripe, fragrant pineapples for the best filling flavor.
  • Adjust sugar in filling to your sweetness preference.
  • Cookies store well at room temperature up to one week or freeze up to three months.
  • If you don't have cookie cutters, cut dough into squares or desired shapes with a knife.
  • Prepare dough up to 3 days ahead and refrigerate before rolling out.