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Three pineapple upside down sugar cookies on a white plate with blue trim.
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5 from 3 votes

Pineapple Upside Down Cookies

These pineapple upside down sugar cookies combine a classic sugar cookie base with coconut-covered pineapple and maraschino cherries for a delicious mashup loaded with all your favorite flavors.
Prep Time20 minutes
Cook Time17 minutes
Total Time37 minutes
Course: Dessert
Cuisine: American
Keyword: pineapple upside down cookies, pineapple upside down sugar cookies, Sugar Cookies
Servings: 16 Cookies

Ingredients

Instructions

  • Preheat the oven to 350 degrees and line two baking sheets with parchment paper.
  • In a medium bowl, whisk flour, baking powder and salt together.
  • In another medium bowl, cream butter and granulated sugar until light and fluffy.
  • Next, add egg and vanilla, and beat until combined.
  • Add dry ingredients into wet ingredients. Stir to combine. Chill
  • In a small bowl, add brown sugar.
  • Dip each pineapple ring into the brown sugar followed by dipping it into the coconut.
  • Place coconut side down on the prepared baking sheet.
  • Place a cherry in the center of each pineapple ring.
  • Cover and press cookie dough onto the rings.
  • Bake for 14 minutes or until the coconut has browned.

Notes

Tips
  • Chilling the dough is key to this recipe. You want it to remain on top of the pineapple rings, not spreading out over them.
  • Line your baking sheet with parchment paper for easy cleanup and to ensure the cookies release easily.
  • Thoroughly drain your pineapple and place it on paper towels before making the recipe to ensure the dough doesn't get soggy.