Description
Buttery sugar cookies topped with caramelized brown sugar, juicy pineapple slices, and bright maraschino cherries, inspired by the classic pineapple upside down cake in a delightful handheld treat.
Ingredients
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 1 large egg
- 1 teaspoon vanilla extract
- 2 cups all-purpose flour
- 1 teaspoon baking powder
- 1/2 teaspoon salt
- 1/2 cup brown sugar
- 1 can pineapple slices, drained and patted dry
- 12 maraschino cherries
Instructions
- Preheat oven to 350°F (175°C) and line a baking sheet with parchment paper.
- Cream together softened butter and granulated sugar until light and fluffy.
- Add egg and vanilla extract, mixing until smooth and fully combined.
- In a separate bowl, whisk together flour, baking powder, and salt.
- Gradually add dry ingredients to the wet mixture and mix until a soft dough forms.
- Sprinkle small circles of brown sugar onto the prepared baking sheet where each cookie will be placed.
- Place a pineapple slice over each brown sugar circle and set a cherry in the center of each slice.
- Scoop portions of dough and gently press over each pineapple slice, covering evenly.
- Bake for 12–15 minutes, or until edges are lightly golden.
- Allow cookies to cool for a few minutes, then carefully flip them so the caramelized pineapple is on top. Cool completely before serving.
Notes
- Add a pinch of cinnamon to the brown sugar for extra warmth.
- Sprinkle shredded coconut over the pineapple for added texture.
- Drain pineapple thoroughly to prevent excess moisture.
- Chill dough for 20–30 minutes if cookies spread too much.
- Store in an airtight container at room temperature for up to 3 days or refrigerate for up to 5 days.
- Freeze in a single layer before transferring to a freezer-safe container for longer storage.
Nutrition
- Serving Size: 1 cookie
- Calories: 230 kcal
- Sugar: 18 g
- Sodium: 120 mg
- Fat: 11 g
- Saturated Fat: 7 g
- Unsaturated Fat: 3 g
- Trans Fat: 0.3 g
- Carbohydrates: 30 g
- Fiber: 1 g
- Protein: 2 g
- Cholesterol: 35 mg
