Pineapple Upside Down Sugar Cookies

Introduction

Pineapple Upside Down Sugar Cookies are a delightful twist on the classic pineapple upside-down cake.
These soft, buttery sugar cookies are topped with caramelized pineapple and a cherry, delivering a perfect
balance of sweetness and tropical flavor in every bite. They are eye-catching, fun to make, and ideal for
parties, holidays, or any time you want a special homemade treat.

Ingredients

For the Topping

• ½ cup brown sugar
• 4 tablespoons unsalted butter, melted
• Pineapple slices or tidbits, well drained
• Maraschino cherries (halved if large)

For the Sugar Cookies

• 2 ¾ cups all-purpose flour
• 1 teaspoon baking powder
• ½ teaspoon salt
• 1 cup unsalted butter, softened
• 1 cup granulated sugar
• 1 large egg
• 1 teaspoon vanilla extract
• 2 tablespoons milk (if needed)

Instructions

1. Preheat your oven to 350°F (175°C). Lightly grease a muffin tin or line with parchment rounds.
2. In a small bowl, mix melted butter and brown sugar. Spoon about one tablespoon into each muffin cup.
   Place pineapple on top and add a cherry in the center.
3. In a separate bowl, whisk together flour, baking powder, and salt.
   In another bowl, cream butter and sugar until light and fluffy.
   Add the egg and vanilla, mixing well.
4. Gradually add the dry ingredients to the wet mixture until a soft dough forms.
   Add milk if needed for dough softness.
5. Scoop about two tablespoons of dough, flatten slightly, and place over the pineapple topping,
   covering it completely.
6. Bake for 14–16 minutes, or until edges are lightly golden.
7. Allow cookies to cool for 5 minutes, then carefully invert the pan onto a baking sheet to release
   the cookies.

Description

These cookies are soft and buttery with lightly crisp edges and a gooey, caramelized pineapple topping.
The cherry center adds a classic look and a burst of sweetness, making them both beautiful and delicious.

Tips

• Drain pineapple thoroughly to prevent soggy cookies.
• Do not let cookies cool completely before flipping.
• Fresh pineapple can be used for extra flavor.
• Using a muffin tin helps keep the topping in place.

Correction

• If cookies stick to the pan, invert them while still warm.
• If cookies spread too much, chill the dough for 20 minutes.
• Add cinnamon or nutmeg to the topping for extra warmth.
• Use a mini muffin tin and reduce bake time for smaller cookies.

Enjoy

Serve Pineapple Upside Down Sugar Cookies warm or at room temperature with coffee, tea, or milk.
These cheerful treats are sure to impress and bring a taste of the tropics to any occasion.
Enjoy every bite!