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Pineapple Upside Sugar Cookies Recipe

4.8 from 103 reviews

Delightfully sweet and tangy Pineapple Upside Sugar Cookies combine the classic buttery sugar cookie with a tropical twist. Each cookie is topped with a juicy pineapple ring and a sprinkle of sugar, baked to golden perfection for a soft yet crisp treat perfect for any occasion.

Ingredients

Scale

Cookie Dough

  • 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

Toppings

  • 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 bowl, beat the softened unsalted butter and granulated sugar together until the mixture is light and fluffy, which usually takes about 2-3 minutes with an electric mixer.
  3. Add Egg and Vanilla: Beat in the egg and vanilla extract until the ingredients are fully combined, creating a smooth batter.
  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 salt.
  5. Combine Wet and Dry: Gradually add the flour mixture to the creamed butter mixture. Stir just until it forms a soft dough; avoid overmixing to keep cookies tender.
  6. Shape Cookies: Roll the dough into approximately 1½ tablespoon-sized balls, flatten them slightly with your hands or the bottom of a glass, and place them spaced apart on the prepared baking sheet.
  7. Add Pineapple Rings: Gently press one well-drained, dry pineapple ring onto the top of each dough disk, ensuring it adheres.
  8. Sprinkle Sugar: Lightly sprinkle sugar over the pineapple rings to add sparkle and a crispy, sweet finish.
  9. Bake: Bake the cookies for 12 to 14 minutes, or until the edges turn golden brown, indicating they are perfectly baked.
  10. Cool: Allow the cookies to cool on the sheet for 5 minutes before transferring them to a wire rack to cool completely. This helps them set and prevents breaking.

Notes

  • Make sure the pineapple rings are patted dry to prevent soggy cookies.
  • For an extra tropical flavor, sprinkle some toasted coconut flakes on top before baking.
  • Store cookies in an airtight container at room temperature for up to 5 days.
  • You can substitute unsalted butter with salted butter, but reduce added salt in the recipe accordingly.

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