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Pineapple Upside-Down Sugar Cookies

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  • Author: clara
  • Prep Time: 15 minutes
  • Cook Time: 15 minutes
  • Total Time: 30 minutes
  • Yield: 12 cookies
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

These bite-sized Pineapple Upside-Down Sugar Cookies are a twist on the classic cake. With caramelized pineapple and cherries on top of soft sugar cookies, they’re a delightful treat for any occasion!


Ingredients

For the Caramelized Pineapple Topping

  • Pineapple rings (fresh or canned)
  • Maraschino cherries
  • Unsalted butter
  • Brown sugar

For the Sugar Cookie Dough

  • All-purpose flour
  • Baking powder
  • Salt
  • Unsalted butter, softened
  • Granulated sugar
  • Egg
  • Vanilla extract

Instructions

1. Prepare the Topping:

  • Preheat your oven to 350°F (175°C). Spray a muffin tin with non-stick cooking spray.
  • In a small bowl, mix the melted butter and brown sugar. Spoon about 1 teaspoon of the mixture into the bottom of each muffin cup.
  • Add a few pineapple chunks and a half cherry into each cup, arranging them neatly.

2. Make the Sugar Cookie Dough:

  • In a large bowl, cream the softened butter and granulated sugar until light and fluffy.
  • Beat in the egg and vanilla extract.
  • In a separate bowl, whisk together the flour, baking powder, baking soda, and salt. Gradually add the dry ingredients to the wet ingredients, mixing until just combined.

3. Assemble the Cookies:

  • Scoop a tablespoon of cookie dough and gently press it into each muffin cup over the pineapple and cherry mixture. Smooth the tops slightly with your fingers.

4. Bake:

  • Bake for 12-15 minutes, or until the edges of the cookies are lightly golden.
  • Let the cookies cool in the pan for 5 minutes. Run a knife around the edges of each cookie to loosen, then carefully invert the muffin tin onto a baking sheet or cooling rack. Tap gently to release the cookies.

5. Serve:

  • Let the cookies cool completely. Serve as-is or with a dollop of whipped cream for an extra treat.

Notes

  • For extra flavor, add a pinch of cinnamon to the brown sugar mixture.
  • These cookies are best enjoyed the same day, but they can be stored in an airtight container at room temperature for up to 2 days.
  • Use fresh pineapple if preferred, but ensure it’s cut into small, even chunks.