Dessert

Pineapple Upside Sugar Cookies That Brighten Your Day Recipe

ByMarina Montclair October 29, 2025October 29, 2025

Introduction

Brighten your day with these delightful Pineapple Upside Sugar Cookies. Combining the tropical sweetness of pineapple with tender, buttery sugar cookie dough, these treats are perfect for any occasion. Finished with a cream cheese frosting and a hint of coconut and chocolate, they offer a burst of flavor in every bite.

The image shows several small round pineapple upside-down cakes on a white plate, placed over a white marbled surface. Each cake has two layers: the bottom layer is a light golden brown cake with a soft, slightly crumbly texture, and the top layer is a shiny, circular yellow pineapple slice. In the center of each pineapple slice, there is a small, deep red cherry that looks glossy and slightly sticky. The cakes are spaced evenly, and the focus is on the closest one at the bottom center of the image. photo taken with an iphone --ar 4:5 --v 7

Ingredients

1 cup crushed pineapple (fresh or well-drained canned)
1 cup granulated sugar
½ cup unsalted butter (at room temperature)
2 cups all-purpose flour (measured accurately)
1 teaspoon baking powder
1 teaspoon pure vanilla extract
1 large egg
Cream cheese frosting (for drizzling or spreading)
Shredded coconut (for sprinkling)
Chocolate drizzle (for drizzling)

Instructions

Step 1: Preheat your oven to 350°F (175°C) and line two baking sheets with parchment paper.
Step 2: In a bowl, whisk together the flour and baking powder until well combined; set aside.
Step 3: In a mixing bowl, cream the softened butter and granulated sugar together until light and fluffy, about 3 to 5 minutes.
Step 4: Beat in the egg and vanilla extract until smooth and creamy.
Step 5: Gradually add the flour mixture to the wet ingredients, mixing just until combined.
Step 6: Gently fold in the crushed pineapple, ensuring it is evenly distributed throughout the dough.
Step 7: Drop tablespoon-sized portions of dough onto the prepared baking sheets, spacing them about one inch apart.
Step 8: Bake for 12 to 15 minutes, or until the edges are golden brown and the centers remain soft.
Step 9: Allow the cookies to cool completely on wire racks.
Step 10: Drizzle or spread cream cheese frosting over the cooled cookies, then sprinkle with shredded coconut and add a chocolate drizzle if desired.

Tips & Variations

For best results, use well-drained canned pineapple or fresh crushed pineapple to avoid soggy cookie dough.
Try to measure the flour accurately by spooning it into the measuring cup and leveling it off, which helps keep the cookies tender.
Substitute the cream cheese frosting with a simple glaze of powdered sugar and pineapple juice for a lighter touch.
Add chopped macadamia nuts or toasted pecans for extra crunch and flavor.

Storage

Store the cookies in an airtight container at room temperature for up to 3 days. If you prefer, refrigerate them to keep the cream cheese frosting fresh, but allow cookies to come to room temperature before serving. For longer storage, freeze the cookies without frosting for up to 1 month and add frosting after thawing.

How to Serve

The image shows several small round cakes arranged neatly on a white marbled surface. Each cake has two layers: the bottom layer is a golden yellow, soft-looking sponge base with a slightly crumbly texture. On top of this base, there is a thin, shiny ring of yellow pineapple slice that forms a flower-like shape, with visible segments radiating outwards. At the very center of each pineapple ring sits a bright red, glossy cherry, adding a pop of color and a smooth, jelly-like appearance. The cakes are evenly spaced, giving a clean and inviting look. photo taken with an iphone --ar 4:5 --v 7

Serve this delicious recipe with your favorite sides.

FAQs

Can I use frozen pineapple instead of fresh or canned?

Yes, but make sure to thaw and drain it thoroughly to remove excess moisture, which can affect the cookie texture.

Can these cookies be made vegan?

You can substitute the butter with a vegan butter alternative and use a flax egg (1 tablespoon ground flaxseed mixed with 3 tablespoons water) instead of a regular egg. For frosting, try a dairy-free cream cheese or omit it altogether.