Pineapple Upside Down Sugar Cookies
Pineapple Upside Down Sugar Cookies are a delightful and creative twist on the classic pineapple upside-down cake. Featuring a soft, buttery base topped with caramelized pineapple rings, these cookies offer all the flavors of the cake in a handheld form.
- Prep Time: 20 minutes
- Cook Time: 14 minutes
- Total Time: 34 minutes
- Yield: 12 large cookies
- Category: Dessert
- Method: Baking
- Cuisine: American
- Diet: Vegetarian
Ingredients
Cookie Dough Base:
1 cup unsalted butter, softened to room temperature
1 cup granulated sugar
1 large egg
1 teaspoon vanilla extract
Dry Ingredients:
2 1/2 cups all-purpose flour
1/2 teaspoon baking soda
1/4 teaspoon salt
Pineapple Topping:
10–12 canned pineapple rings, well-drained and patted dry
Extra granulated sugar for sprinkling on top
Instructions
- Preheat the Oven: Preheat your oven to 350°F (175°C) and line your baking sheets with parchment paper.
- Make the Dough: Cream the softened butter and sugar in a large bowl until light and fluffy (3–4 minutes using an electric mixer).
- Add Wet Ingredients: Beat in the egg and vanilla extract until smooth and combined.
- Combine Dry Ingredients: Whisk together flour, baking soda, and salt in a separate bowl. Gradually add this mixture to the wet ingredients, mixing until just combined (do not overmix).
- Form the Cookies: Roll dough into 1 1/2 tablespoon balls, place on the prepared baking sheets, and flatten slightly into disks.
- Add the Pineapple Topping: Place a pineapple ring on top of each dough disk, pressing it gently into the dough.
- Sprinkle Sugar: Lightly sprinkle extra sugar over each pineapple ring for caramelization.
- Bake the Cookies: Bake for 12–14 minutes, or until edges are golden and cookies are set. For crispier edges, bake for 1–2 additional minutes.
- Cool the Cookies: Let the cookies cool on the pan for about 5 minutes, then transfer to a wire rack to cool completely before serving or storing.
Notes
For extra flavor, add maraschino cherries to the center of each pineapple ring.
For a tropical twist, sprinkle shredded coconut on top of the pineapple before baking.
To make these gluten-free, substitute the all-purpose flour with a gluten-free flour blend.
Nutrition
- Serving Size: 1 cookie
- Calories: 180
- Sugar: 14g
- Sodium: 80mg
- Fat: 9g
- Saturated Fat: 5g
- Unsaturated Fat: 3g
- Trans Fat: 0g
- Carbohydrates: 24g
- Fiber: 1g
- Protein: 2g
- Cholesterol: 30mg
