Description
Delightfully tropical and fun, these Pineapple Upside-Down Sugar Cookies combine the classic flavors of pineapple upside-down cake with a soft, buttery cookie base. Topped with a caramelized butter-brown sugar mix, fresh pineapple, and a cherry, they make for a perfect dessert that’s sure to impress!
Ingredients
Scale
For the Cookies:
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 1 large egg
- 1 teaspoon vanilla extract
- 2 ½ cups all-purpose flour
- 1 teaspoon baking powder
- ½ teaspoon baking soda
- ½ teaspoon salt
For the Topping:
- 1 can (8 oz) pineapple slices, drained (reserve juice)
- ¼ cup unsalted butter
- ½ cup brown sugar, packed
- Maraschino cherries (one for each cookie)
Instructions
- Preheat your oven to 350°F (175°C) and line two baking sheets with parchment paper.
- In a mixing bowl, cream the softened butter and granulated sugar together until light and fluffy (about 3-4 minutes).
- Incorporate the egg and vanilla extract, mixing until well blended.
- In a separate bowl, whisk together the all-purpose flour, baking powder, baking soda, and salt.
- Gradually add the dry mixture to the creamed butter mixture, stirring gently until just combined.
- In a small saucepan, melt ¼ cup of unsalted butter with the brown sugar over medium heat, stirring continuously until bubbly and smooth.
- Spoon about a tablespoon of the butter-sugar mixture into the center of each cookie spot on the prepared baking sheets. Place a pineapple slice on top of each.
- Position a maraschino cherry in the center of each pineapple slice.
- Scoop about 1 tablespoon of cookie dough and gently spread it over each pineapple slice, ensuring to cover it slightly while keeping some fruit visible.
- Bake in the preheated oven for 12-15 minutes, or until the cookie edges turn light golden brown.
- Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack for complete cooling.
Notes
- For best results, use fresh pineapple if available.
- These cookies can be stored in an airtight container for up to a week.
- Prep Time: 15 mins
- Cook Time: 15 mins
- Category: Dessert
- Cuisine: American
Nutrition
- Serving Size: 1 cookie
- Calories: 150
- Sugar: 12g
- Sodium: 100mg
- Fat: 7g
- Saturated Fat: 4g
- Unsaturated Fat: 2g
- Trans Fat: 0g
- Carbohydrates: 20g
- Fiber: 0g
- Protein: 1g
- Cholesterol: 25mg