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Pineapple Upside Sugar Cookies Recipe

4.7 from 132 reviews

These Pineapple Upside Sugar Cookies are a delightful twist on classic sugar cookies, topped with juicy pineapple rings for a sweet, tropical flair. Soft and buttery with a slightly caramelized pineapple topping, they make a perfect treat for any occasion.

Ingredients

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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

Topping

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

Instructions

  1. Preheat Oven and Prepare Sheets: Preheat your oven to 350°F (175°C) and line baking sheets with parchment paper to prevent sticking and allow even baking.
  2. Cream Butter and Sugar: In a large bowl, use a mixer to cream the softened butter and granulated sugar together until the mixture is light and fluffy, which helps create a tender cookie texture.
  3. Add Egg and Vanilla: Beat in the egg and vanilla extract until fully incorporated, adding moisture and flavor to the dough.
  4. Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt to evenly distribute the leavening and seasoning.
  5. Form Dough: Gradually add the dry ingredients to the butter mixture, mixing until a soft dough forms. Be careful not to overmix to keep cookies tender.
  6. Shape Cookies: Roll the dough into approximately 1½ tablespoon-sized balls. Flatten them slightly and arrange on the prepared baking sheets, leaving enough space between each cookie.
  7. Add Pineapple Rings: Place a pineapple ring on top of each dough disk, pressing gently so the rings adhere without flattening the dough excessively.
  8. Sprinkle Sugar: Sprinkle a little extra granulated sugar over each pineapple ring for added sparkle and caramelization during baking.
  9. Bake: Bake in the preheated oven for 12-15 minutes, or until the cookies are golden around the edges and the pineapple is slightly caramelized.
  10. Cool: Allow the cookies to cool on the baking sheet for a few minutes before transferring them to a wire rack to cool completely.

Notes

  • Ensure pineapple rings are well-drained and patted dry to prevent soggy cookies.
  • Use parchment paper for easier cleanup and to prevent sticking.
  • For a deeper caramel flavor, sprinkle a bit of brown sugar instead of granulated sugar on the pineapple.
  • Store cookies in an airtight container at room temperature for up to one week.
  • For a twist, add a pinch of cinnamon or nutmeg to the dough for warm spice notes.

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