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Pineapple Upside Down Sugar Cookies Recipe

Sara Collins
Pineapple Upside Down Sugar Cookies Recipe is a fun and tropical twist on classic cookies. They are soft, sweet and slightly tangy.
Prep Time 15 minutes
Cook Time 30 minutes
Total Time 45 minutes
Course Dessert
Cuisine American
Servings 24 Cookies
Calories 150 kcal

Ingredients
  

  • 1/2 cup unsalted butter softened
  • 1/2 cup granulated sugar
  • 1/4 cup brown sugar
  • 1 large egg
  • 1 teaspoon vanilla extract
  • 1 1/2 cups all-purpose flour
  • 1/2 teaspoon baking soda
  • 1/4 teaspoon salt
  • 1/2 cup crushed pineapple drained
  • 1/4 cup brown sugar for topping

Instructions
 

Preheat Oven

  • Preheat oven to 350°F. Line a baking sheet with parchment paper for easy cookie removal.

Mix Butter and Sugar

  • In a bowl, beat butter, granulated sugar and brown sugar until light and fluffy.

Add Egg and Vanilla

  • Add the egg and vanilla extract. Mix until fully combined and smooth.

Combine Dry Ingredients

  • In a separate bowl, mix flour, baking soda and salt. Stir to blend evenly.

Mix Wet and Dry

  • Gradually add dry ingredients to the wet mixture. Stir until dough forms, soft but manageable.

Scoop the Dough

  • Use a spoon or cookie scoop to place dough on the baking sheet. Space cookies about two inches apart.

Top with Pineapple

  • Place a small piece of drained pineapple on top of each cookie. Press slightly to adhere.

Sprinkle Brown Sugar

  • Sprinkle a pinch of brown sugar over the pineapple on each cookie for caramelized sweetness.

Bake the Cookies

  • Bake in preheated oven for 12–15 minutes. Cookies should be lightly golden at the edges.

Cool the Cookies

  • Let cookies cool on the baking sheet for five minutes. Transfer to a wire rack to cool completely.

Notes

  • Drain pineapple well to prevent soggy cookies.
  • Use room temperature butter for smooth mixing.
  • Press pineapple gently to avoid breaking cookies.
  • Store cookies in an airtight container for freshness.
  • Brown sugar adds extra caramel flavor; don’t skip.
Keyword Pineapple Upside Down Sugar Cookies Recipe