Pineapple Upside Down Sugar Cookies (Print Version)
Soft sugar cookies with caramelized pineapple and maraschino cherries for a tropical twist on the classic cake.
# List of Ingredients:
→ Topping
01 - ½ cup unsalted butter, melted
02 - ⅔ cup light brown sugar, packed
03 - 9 canned pineapple rings, halved
04 - 18 maraschino cherries, drained and patted dry
→ Sugar Cookie Dough
05 - 2½ cups all-purpose flour
06 - ½ teaspoon baking powder
07 - ¼ teaspoon salt
08 - 1 cup unsalted butter, softened
09 - 1 cup granulated sugar
10 - 1 large egg
11 - 2 teaspoons vanilla extract
# Step-by-step Instructions:
01 - Preheat oven to 350°F. Line two large muffin tins (18 wells) or baking sheets with parchment paper.
02 - Spoon 1 teaspoon melted butter into the bottom of each muffin cup or onto the lined baking sheet, then sprinkle 1 teaspoon brown sugar on top.
03 - Place a halved pineapple ring and a maraschino cherry in the center of each cup or mound.
04 - In a medium bowl, whisk together flour, baking powder, and salt.
05 - In a large bowl, cream the softened butter and granulated sugar until light and fluffy. Beat in the egg and vanilla extract.
06 - Gradually add the dry ingredients to the wet, mixing until just combined.
07 - Scoop about 2 tablespoons of dough, roll into a ball, and flatten slightly. Place each dough disc over the pineapple and cherry, covering them completely.
08 - Bake for 18–20 minutes, or until edges are lightly golden.
09 - Cool in the pan for 5 minutes, then run a knife around the edges and carefully invert onto a wire rack. Let cool completely.
# Expert Advice:
01 -
- You get that nostalgic caramelized pineapple flavor in a handheld, eatable-anywhere format
- The brown sugar butter topping creates this incredible sticky caramel layer that nobody can resist
02 -
- Cooling in the pan for those five minutes is absolutely crucial or the fruit will stick and your perfect presentation falls apart
- Patting those cherries completely dry with paper towels prevents the dreaded soggy bottom situation
03 -
- Add a pinch of cinnamon to the brown sugar topping for extra warmth that complements the pineapple perfectly
- Work quickly once you start placing the dough discs so the butter doesn't solidify and create uneven layers