Pineapple Upside Sugar Cookies Recipe
Introduction
Pineapple Upside Sugar Cookies offer a delightful twist on classic sugar cookies by adding juicy pineapple rings on top. These sweet treats combine soft, buttery dough with a tropical touch that’s perfect for sharing or enjoying as a special snack.

Ingredients
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 1 egg
- 1 tsp vanilla extract
- 2½ cups all-purpose flour
- ½ tsp baking soda
- ¼ tsp salt
- 10–12 canned pineapple rings, well-drained and patted dry
- Additional sugar for sprinkling
Instructions
- Step 1: Preheat your oven to 350°F (175°C) and line baking sheets with parchment paper to prevent sticking.
- Step 2: In a large bowl, cream the softened butter and granulated sugar together until the mixture is light and fluffy.
- Step 3: Beat in the egg and vanilla extract until fully combined.
- Step 4: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually add this to the butter mixture, mixing until a soft dough forms.
- Step 5: Roll the dough into balls about 1½ tablespoons each, then flatten them slightly and arrange on the prepared baking sheets.
- Step 6: Place a well-drained, dry pineapple ring on top of each dough disk, pressing gently to set it in place.
- Step 7: Sprinkle additional sugar over the pineapple rings for a sparkling finish.
- Step 8: Bake for 12–14 minutes, until the edges of the cookies turn golden. Allow them to cool on the sheet for 5 minutes before transferring to a wire rack to cool completely.
Tips & Variations
- For extra flavor, sprinkle a little cinnamon on the cookies before baking.
- Use fresh pineapple rings instead of canned for a fresher taste, but be sure to dry them thoroughly.
- Chill the dough for 30 minutes before shaping to prevent spreading while baking.
Storage
Store cookies in an airtight container at room temperature for up to 3 days. To keep them fresh longer, refrigerate for up to a week. Reheat gently in the microwave if you prefer them warm.
How to Serve

Serve this delicious recipe with your favorite sides.
FAQs
Can I use fresh pineapple instead of canned?
Yes, fresh pineapple rings can be used, but make sure to pat them dry well to prevent excess moisture from affecting the cookie dough.
Why did my cookies spread too much?
This can happen if the dough is too warm or the pineapple adds extra moisture. Chilling the dough before baking helps maintain the shape, and drying the pineapple thoroughly reduces moisture.
PrintPineapple Upside Sugar Cookies Recipe
These Pineapple Upside Sugar Cookies combine a classic soft sugar cookie base with a juicy pineapple ring topper, creating a delightful twist on traditional sugar cookies. Topped with sparkling sugar for extra sweetness and crunch, these cookies are perfect for a tropical-inspired treat.
- Prep Time: 15 minutes
- Cook Time: 12-14 minutes
- Total Time: 27-29 minutes
- Yield: 10–12 cookies 1x
- Category: Dessert
- Method: Baking
- Cuisine: American
Ingredients
Cookie Dough
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 1 egg
- 1 tsp vanilla extract
- 2½ cups all-purpose flour
- ½ tsp baking soda
- ¼ tsp salt
Topping
- 10–12 canned pineapple rings, well-drained and patted dry
- Additional sugar for sprinkling
Instructions
- Preheat Oven: Preheat your oven to 350°F (175°C) and line baking sheets with parchment paper to prevent sticking and ensure easy cleanup.
- Cream Butter and Sugar: In a large bowl, cream together the softened unsalted butter and granulated sugar using an electric mixer until the mixture becomes light and fluffy, which creates a tender cookie texture.
- Add Egg and Vanilla: Beat in the egg and vanilla extract thoroughly until well combined to incorporate flavor and moisture into the dough.
- Mix Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually add this dry mixture to the butter mixture, mixing just until a soft dough forms.
- Shape Dough Balls: Roll the dough into approximately 1½ tablespoon-sized balls, then flatten each slightly to prepare for topping.
- Assemble Cookies: Place the dough disks on the prepared baking sheets. Carefully press a well-drained pineapple ring on top of each dough disk, gently pressing to adhere them.
- Add Sugar Topping: Sprinkle a little additional granulated sugar on top of each pineapple ring to add sparkle and a sweet crunch.
- Bake: Bake the cookies in the preheated oven for 12–14 minutes or until the edges start to turn golden brown, indicating they are done.
- Cool: Allow the cookies to cool on the baking sheet for 5 minutes to set, then transfer them to a wire rack to cool completely.
Notes
- Ensure pineapple rings are well-drained and patted dry to prevent soggy cookies.
- Flatten dough balls slightly to help the pineapple rings adhere better during baking.
- You can sprinkle cinnamon sugar on top of pineapple for a spiced variation.
- Store cooled cookies in an airtight container at room temperature for up to 5 days.
Keywords: pineapple cookies, sugar cookies, upside down cookies, pineapple dessert, baked pineapple cookies

