Pineapple Upside Sugar Cookies Recipe
Introduction
Pineapple Upside Sugar Cookies offer a delightful twist on a classic treat, combining the tropical sweetness of pineapple with soft, buttery sugar cookies. These charming cookies are perfect for sharing and bring a sunny vibe to any dessert spread.

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 dry mixture to the butter mixture and stir until a soft dough forms.
- Step 5: Roll the dough into balls about 1½ tablespoons each. Flatten them slightly and place on the prepared baking sheets.
- Step 6: Place a pineapple ring on top of each dough disk, pressing gently to adhere.
- Step 7: Sprinkle additional sugar over the pineapple rings to add a sparkling finish.
- Step 8: Bake for 12–14 minutes, or until the edges of the cookies are golden brown. Allow them to cool on the baking sheet for 5 minutes, then transfer to a wire rack to cool completely.
Tips & Variations
- Use fresh pineapple rings if available; just pat dry well to avoid soggy cookies.
- Add a pinch of cinnamon or nutmeg to the dough for a warm spice twist.
- For extra texture, sprinkle chopped toasted pecans or coconut flakes on top before baking.
Storage
Store the cookies in an airtight container at room temperature for up to 4 days. To refresh their softness, warm them briefly in the microwave for 10-15 seconds before serving.
How to Serve

Serve this delicious recipe with your favorite sides.
FAQs
Can I use fresh pineapple instead of canned?
Yes, you can substitute fresh pineapple rings, but be sure to drain and pat them dry thoroughly to prevent excess moisture from making the cookies soggy.
How do I keep the cookies from spreading too much?
Chilling the dough balls for 15-30 minutes before placing the pineapple rings can help minimize spreading. Also, make sure your butter is properly softened but not melted.
PrintPineapple Upside Sugar Cookies Recipe
These Pineapple Upside Sugar Cookies offer a delightful twist on classic sugar cookies by topping each soft, buttery dough disk with a juicy pineapple ring. Perfectly golden with a touch of extra sparkle from sprinkled sugar, these cookies combine sweet, tropical flavors with a tender crumb, making them an irresistible treat for any occasion.
- Prep Time: 10 minutes
- Cook Time: 14 minutes
- Total Time: 29 minutes
- Yield: 12 servings 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 even baking.
- Cream Butter and Sugar: In a large mixing bowl, cream together the softened butter and granulated sugar until the mixture is light and fluffy, which helps incorporate air for a tender cookie texture.
- Mix 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. Gradually add this dry mixture to the butter mixture, stirring until a soft dough forms.
- Shape Cookies: Roll the dough into 1½ tablespoon-sized balls, flatten them slightly, and arrange them spaced on the prepared baking sheets.
- Add Pineapple Rings: Top each slightly flattened dough piece with a well-drained pineapple ring, pressing down gently to adhere the pineapple to the dough.
- Sprinkle Sugar: Sprinkle additional granulated sugar over the pineapple rings for a sparkling caramelized finish when baked.
- Bake: Bake the cookies in the preheated oven for 12–14 minutes or until the edges turn golden brown.
- Cool and Transfer: Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack to cool completely.
Notes
- Ensure pineapple rings are well-drained and patted dry to prevent excess moisture from making the cookies soggy.
- Use parchment paper to make removal easier and prevent sticking.
- Flattening the dough balls slightly helps the cookies hold the pineapple rings better during baking.
- These cookies can be stored in an airtight container at room temperature for up to 3 days.
- For a different flavor twist, try using mandarin orange segments instead of pineapple rings.
Keywords: Pineapple sugar cookies, upside-down cookies, pineapple desserts, fruit topped cookies, baked cookies

