Description
Pineapple Upside Down Sugar Cookies are soft, chewy sugar cookies infused with crushed pineapple and topped with a caramelized fruit center. Inspired by the classic pineapple upside-down cake, these cookies deliver tropical sweetness and buttery goodness in every bite.
Ingredients
Scale
- 2 ½ cups all-purpose flour
- 1 tsp baking soda
- ½ tsp salt
- 1 cup unsalted butter, softened
- 1 ½ cups granulated sugar
- 1 large egg
- 2 tsp vanilla extract
- 1 cup crushed pineapple, drained
- ¼ cup brown sugar, packed
- ½ cup maraschino cherries (optional)
Instructions
- Preheat your oven to 350°F (175°C) and line baking sheets with parchment paper.
- In a medium bowl, whisk together flour, baking soda, and salt.
- In a large bowl, cream the butter and granulated sugar using an electric mixer until light and fluffy (about 3–4 minutes).
- Add in the egg and vanilla extract, mixing until fully combined.
- Gradually add the dry mixture to the wet mixture, mixing until a thick dough forms.
- Fold in the drained crushed pineapple and sprinkle in the brown sugar, mixing gently.
- Use a cookie scoop to drop tablespoons of dough onto baking sheets, spacing them 2 inches apart. Optionally, press a maraschino cherry into the center of each cookie.
- Bake for 10–12 minutes or until edges are golden and centers are slightly soft.
- Cool cookies on the baking sheet for 5 minutes before transferring to a wire rack to cool completely.
Notes
- Use well-drained crushed pineapple to prevent soggy dough.
- Add shredded coconut or coconut extract for extra tropical flavor.
- Make it gluten-free by using a certified gluten-free flour blend.
- For a dairy-free version, substitute butter with coconut oil or plant-based butter.
- Prep Time: 15 minutes
- Cook Time: 12 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 cookie
- Calories: 160
- Sugar: 13g
- Sodium: 95mg
- Fat: 8g
- Saturated Fat: 5g
- Unsaturated Fat: 2g
- Trans Fat: 0g
- Carbohydrates: 21g
- Fiber: 0.5g
- Protein: 1.5g
- Cholesterol: 20mg
Keywords: pineapple upside down sugar cookies, tropical sugar cookies, pineapple cookie recipe, fruity dessert cookies