A delightful twist on the classic pineapple upside-down cake transformed into fun, bite-sized cookies with a sweet and buttery flavor.
Servings 24cookies
Prep Time 20 minutesmins
Cook Time 12 minutesmins
Total Time 32 minutesmins
Ingredients
For the Cookie Base
1cupButter, softened
1cupGranulated sugar
1/2cupBrown sugarDark brown sugar preferred for a deeper flavor
1largeEgg
1teaspoonVanilla extract
2cupsAll-purpose flour
1teaspoonBaking powder
1/4teaspoonSalt
For the Topping
1canPineapple ringsCut into small pieces and pat dry
24piecesMaraschino cherriesOptional, for decoration
1/2cupPineapple juiceFrom the canned pineapple, optional for extra flavor
1-2teaspoonsBrown sugarFor the topping spots on the baking sheet
Instructions
Preparation
Heat the oven to 350°F and line baking sheets with parchment paper.
On the parchment, sprinkle small circles of brown sugar (1-2 teaspoons) and top with a piece of pineapple and a cherry half if using.
Cream together softened butter and granulated sugar until fluffy. Beat in the egg and vanilla, then stir in flour, baking powder, and salt until a soft dough forms.
Scoop dough balls and gently press over the pineapple topping. Do not flatten completely.
Baking
Bake for 10-12 minutes until edges are set and barely golden.
Let the cookies rest for 2-3 minutes, then carefully flip them using a thin spatula.
Notes
Pat the pineapple dry to avoid a slippery topping. Chill the dough if your kitchen is warm to maintain cookie shape.