Pineapple Upside Down Sugar Cookies (Printable Version)

Soft sugar cookies meet pineapple and cherry for a classic, sun-kissed dessert with golden caramelized topping.

# What You'll Need:

→ Cookie Dough

01 - 225 g unsalted butter, room temperature
02 - 300 g granulated sugar
03 - 2 large eggs
04 - 2 tsp vanilla extract
05 - 120 g sour cream
06 - 375 g all-purpose flour
07 - 1 tsp baking powder
08 - 1 tsp cornstarch
09 - 0.5 tsp salt

→ Topping

10 - 13 canned pineapple slices, drained
11 - 13 maraschino cherries, drained
12 - 115 g unsalted butter, melted
13 - 200 g light brown sugar, packed

# Step-by-Step Guide:

01 - Preheat the oven to 175°C. Prepare a mini round cake pan or similar cavity-style baking tin.
02 - In a large bowl, beat together the room temperature butter and granulated sugar until light and fluffy.
03 - Add eggs, vanilla extract, and sour cream. Mix until fully incorporated.
04 - Add flour, baking powder, cornstarch, and salt. Mix just until a cohesive dough forms. Do not overmix.
05 - In a separate bowl, combine the melted butter and light brown sugar, stirring until smooth.
06 - Spoon approximately 1 tablespoon of the brown sugar mixture into the base of each cake pan cavity. Spread evenly.
07 - Place one pineapple slice over the brown sugar mixture, then center a maraschino cherry within the pineapple ring.
08 - Scoop about 3 tablespoons of cookie dough onto each pineapple-cherry assembly. Flatten the dough gently to cover the fruit and fill the cavity using an offset spatula.
09 - Bake in the preheated oven for 25 minutes, or until the edges turn golden and the brown sugar mixture bubbles around the sides.
10 - Let the cookies cool in the pan for 10 minutes. Invert onto a wax paper-lined surface, allowing excess caramel to run off. If pineapple slices stick, reposition on the cookies.
11 - Allow cookies to cool completely before serving. Store the cookies in an airtight container and consume within 2 to 3 days for optimal texture.

# Additional Notes:

01 - Ensure pineapple slices and cherries are well-drained to prevent excess moisture in the topping.
02 - Using wax paper when unmoulding prevents sticking and contains the caramel runoff.