Print

Pineapple Upside Sugar Cookies Recipe

4.9 from 141 reviews

Delight in these Pineapple Upside Sugar Cookies, a creative twist on traditional sugar cookies topped with juicy pineapple rings for a tropical flair. Perfectly soft and sweet with a sparkling crunchy sugar finish, these cookies combine classic buttery flavors with the bright tang of pineapple, baked to golden perfection.

Ingredients

Scale

Cookie Dough Ingredients

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 egg
  • 1 tsp vanilla extract
  • 2½ cups all-purpose flour
  • ½ tsp baking soda
  • ¼ tsp salt

Topping

  • 1012 canned pineapple rings, well-drained and patted dry
  • Additional sugar for sprinkling

Instructions

  1. Preheat Oven: Preheat your oven to 350°F (175°C) and line baking sheets with parchment paper to prevent sticking and ensure even baking.
  2. Cream Butter and Sugar: In a large mixing bowl, cream the softened butter and granulated sugar together until the mixture becomes light and fluffy, which creates the perfect base for tender cookies.
  3. Add Egg and Vanilla: Beat in the egg and vanilla extract until fully combined, enhancing the dough’s flavor and structure.
  4. Mix Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt to evenly distribute the leavening agent and seasoning before combining with wet ingredients.
  5. Combine Dough: Gradually add the dry ingredients to the butter mixture, stirring until a soft dough forms, ready for shaping.
  6. Shape Cookies: Roll the dough into 1½ tablespoon-sized balls, then flatten slightly and place them spaced on the prepared baking sheet.
  7. Add Pineapple: Top each flattened dough disk with a well-drained pineapple ring, pressing gently to adhere without distorting the cookie shape.
  8. Sprinkle Sugar: Lightly sprinkle additional sugar over the pineapple rings to create a sparkling, sweet finish after baking.
  9. Bake: Bake in the preheated oven for 12–14 minutes until the cookie edges turn golden brown, indicating doneness.
  10. Cool: Remove from the oven, allow the cookies to cool on the baking sheet for 5 minutes to set, then transfer them to a wire rack to cool completely.

Notes

  • Ensure pineapple rings are well-drained and patted dry to prevent soggy cookies.
  • For extra flavor, sprinkle a tiny bit of cinnamon in the dough or on top of the pineapple before baking.
  • Store cookies in an airtight container at room temperature for up to 3 days.
  • For crispier edges, bake a minute or two longer but watch carefully to avoid burning.
  • You can substitute fresh pineapple rings if well-drained, but canned is preferred for dryness and consistency.

Keywords: pineapple sugar cookies, upside down cookies, tropical sugar cookies, pineapple dessert, baked pineapple cookies