In a small bowl, combine the well-drained crushed pineapple and brown sugar. Stir until the pineapple is evenly coated. Set aside.
Step 2: Make the Cookie Dough
In a mixing bowl, cream together the softened butter and granulated sugar until light and fluffy. Beat in the egg and vanilla extract until well combined. In a separate bowl, whisk together the flour, baking powder, and salt. Gradually add the dry ingredients to the wet mixture, mixing until a soft dough forms.
Step 3: Assemble the Cookies
Preheat your oven to 350°F (175°C). Line a baking sheet with parchment paper. Roll the dough into 1-inch balls and place them on the prepared baking sheet, spacing them about 2 inches apart. Gently flatten each dough ball with your fingers or the back of a spoon.
Step 4: Add the Topping
Place a small spoonful of the pineapple-brown sugar mixture on each cookie and press a halved maraschino cherry in the center.
Step 5: Bake the Cookies
Bake in the preheated oven for 10-12 minutes, or until the edges are lightly golden. Allow the cookies to cool on the baking sheet for 5 minutes before transferring to a wire rack to cool completely.
Notes
Drain Pineapple Well: Make sure the crushed pineapple is well-drained to prevent excess moisture from affecting the cookie texture.
Dough Chilling (Optional): For easier handling, chill the dough for 15-20 minutes before rolling into balls.
Extra Festive Touch: Add a sprinkle of red and green sanding sugar to the cookie tops for an extra holiday sparkle.