Pineapple Upside Sugar Cookies Recipe
Introduction
These Pineapple Upside Sugar Cookies offer a delightful twist on classic sugar cookies by topping them with juicy pineapple rings. They combine buttery sweetness with a tropical touch, making them perfect for any occasion.

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.
- 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 flour, baking soda, and salt. Gradually add this to the butter mixture, stirring until a soft dough forms.
- Step 5: Roll the dough into 1½ tablespoon-sized balls, flatten them slightly, and place them on the prepared baking sheet.
- Step 6: Place one pineapple ring on top of each dough disk, pressing gently to adhere.
- Step 7: Sprinkle additional sugar over the pineapple rings to add sparkle and a little extra sweetness.
- Step 8: Bake for 12–14 minutes, or until the edges of the cookies turn golden. Let them cool on the baking sheet for 5 minutes before transferring to a wire rack to cool completely.
Tips & Variations
- Make sure the pineapple rings are well-drained and dry to prevent the dough from getting soggy.
- Try using fresh pineapple slices for a more aromatic flavor, though the baking time may need slight adjustment.
- For a tropical twist, sprinkle a little shredded coconut over the sugar before baking.
- Use brown sugar instead of granulated sugar in the dough for a richer taste.
Storage
Store the cookies in an airtight container at room temperature for up to 4 days. To keep them fresh longer, refrigerate for up to a week. Reheat gently in the microwave for 10-15 seconds to enjoy a soft, warm cookie.
How to Serve

Serve this delicious recipe with your favorite sides.
FAQs
Can I use fresh pineapple instead of canned?
Yes, fresh pineapple can be used, but make sure to slice it thinly and pat dry to avoid excess moisture. Baking time might need a minute or two longer.
How do I prevent the cookies from becoming soggy under the pineapple?
Ensure the pineapple rings are well-drained and thoroughly patted dry before placing on the dough. This will help maintain the cookie’s texture and prevent sogginess.
PrintPineapple Upside Sugar Cookies Recipe
These Pineapple Upside Sugar Cookies combine the classic sweetness of sugar cookies with a tropical twist. Each soft and buttery cookie is topped with a juicy pineapple ring, creating a delightful treat that’s perfect for any occasion.
- Prep Time: 15 minutes
- Cook Time: 14 minutes
- Total Time: 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 the oven to 350°F (175°C) and line baking sheets with parchment paper to prevent sticking.
- Cream Butter and Sugar: In a large bowl, cream the softened butter and granulated sugar together until the mixture is light and fluffy, which helps create a tender cookie.
- Add Egg and Vanilla: Beat in the egg and vanilla extract until well combined to add moisture and flavor to the dough.
- Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt to ensure even distribution of leavening and seasoning.
- Form Dough: Gradually add the dry ingredients to the butter mixture, mixing until a soft cookie dough forms without overworking it.
- Shape Cookies: Roll the dough into approximately 1½ tablespoon-sized balls, then flatten each ball slightly and place them on the prepared baking sheet with enough space between each.
- Add Pineapple Rings: Carefully top each flattened dough disk with a well-drained pineapple ring, gently pressing down to secure it on the cookie.
- Sprinkle Sugar: Lightly sprinkle additional granulated sugar on top of each pineapple ring to add sparkle and sweetness.
- Bake Cookies: Bake the cookies in the preheated oven for 12 to 14 minutes, or until the edges turn golden brown, indicating they are fully baked.
- Cool and Serve: Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack to cool completely, ensuring they firm up and are easy to handle.
Notes
- Be sure to drain and pat dry the pineapple rings thoroughly to prevent excess moisture from making the cookies soggy.
- Use parchment paper or a silicone baking mat to help with easy removal and cleanup.
- For a more tropical flavor, consider sprinkling a little cinnamon or nutmeg on the pineapple before baking.
- Store cookies in an airtight container at room temperature for up to 5 days to maintain freshness.
Keywords: Pineapple sugar cookies, upside down cookies, tropical cookies, pineapple dessert, baked cookies, sugar cookie recipe

