why make this recipe
Mini Pineapple Upside Down Sugar Cookies bring a delightful twist to the classic pineapple upside-down cake. These cookies are soft, chewy, and bursting with tropical flavor. They are perfect for summer gatherings, celebrations, or simply as a sweet treat to enjoy at home. The combination of buttery sugar cookies and juicy pineapple, topped with a maraschino cherry, makes these cookies a fun and tasty dessert everyone will love.
how to make Mini Pineapple Upside Down Sugar Cookies
Ingredients:
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 1/2 cup brown sugar
- 2 large eggs
- 1 teaspoon vanilla extract
- 2 1/2 cups all-purpose flour
- 1 teaspoon baking soda
- 1/2 teaspoon salt
- 1 cup crushed pineapple, drained
- Maraschino cherries for topping
Directions:
- Preheat the oven to 350°F (175°C).
- In a large bowl, cream together the butter, granulated sugar, and brown sugar until light and fluffy.
- Beat in the eggs one at a time, then stir in the vanilla.
- In another bowl, combine the flour, baking soda, and salt.
- Gradually add the dry ingredients to the wet mixture, mixing until just combined.
- Fold in the crushed pineapple.
- Drop spoonfuls of dough onto a baking sheet lined with parchment paper.
- Top each cookie with a maraschino cherry.
- Bake for 10-12 minutes or until the edges are golden.
- Allow to cool on the baking sheet before transferring to a wire rack.
how to serve Mini Pineapple Upside Down Sugar Cookies
These cookies can be served warm or at room temperature. They make a wonderful addition to dessert platters at parties or can be enjoyed with a glass of milk. You can also dust them with a little powdered sugar for extra sweetness before serving.
how to store Mini Pineapple Upside Down Sugar Cookies
Store leftover cookies in an airtight container at room temperature for up to one week. If you want to keep them fresh for longer, you can freeze them. Place the cookies in a freezer bag, separating layers with parchment paper, and freeze for up to three months. Just thaw them at room temperature before serving.
tips to make Mini Pineapple Upside Down Sugar Cookies
- Make sure to drain the crushed pineapple well to avoid overly wet dough.
- For even baking, ensure cookies are spaced apart on the baking sheet.
- Experiment with different toppings like nuts or chocolate chips if you’re feeling adventurous.
variation
You can change up the flavors by adding in coconut flakes or using different fruits like peaches or cherries. For a more decadent twist, try adding cream cheese frosting on top after baking.
FAQs
Can I use fresh pineapple instead of crushed pineapple?
Yes, you can use fresh pineapple, but make sure to process it into small pieces and remove excess moisture.What if I don’t have brown sugar?
You can substitute brown sugar with an equal amount of white sugar, but the cookies may lack a bit of depth in flavor.Can these cookies be made gluten-free?
Yes, you can use a gluten-free all-purpose flour blend to make them gluten-free. Just ensure that all your other ingredients are gluten-free as well.

Mini Pineapple Upside Down Sugar Cookies
Ingredients
Method
- Preheat the oven to 350°F (175°C).
- In a large bowl, cream together the butter, granulated sugar, and brown sugar until light and fluffy.
- Beat in the eggs one at a time, then stir in the vanilla.
- In another bowl, combine the flour, baking soda, and salt.
- Gradually add the dry ingredients to the wet mixture, mixing until just combined.
- Fold in the crushed pineapple.
- Drop spoonfuls of dough onto a baking sheet lined with parchment paper.
- Top each cookie with a maraschino cherry.
- Bake for 10-12 minutes or until the edges are golden.
- Allow to cool on the baking sheet before transferring to a wire rack.
Notes

Name: Yumi HwagByline: Founder & Recipe Developer, YumimealsBio : Yumi tests weeknight-friendly air fryer, slow cooker, and BBQ recipes in a small home kitchen. She focuses on simple steps, real-family testing, and clear food-safety guidance. Contact: [email protected]

