Pineapple Upside Sugar Cookies
Patricia Collins
These Pineapple Upside Sugar Cookies combine the nostalgic flavors of pineapple upside-down cake with a soft, chewy sugar cookie base. With crushed pineapple, coconut, and a brown sugar coating, they’re a tropical twist on a classic. A maraschino cherry in the center makes them as beautiful as they are delicious.
Prep Time 15 minutes mins
Cook Time 15 minutes mins
Total Time 30 minutes mins
Servings 24 cookies
Calories 180 kcal
- 1 cup unsalted butter softened
- 1 cup granulated sugar
- 1 large egg
- 1 teaspoon vanilla extract
- 2½ cups all-purpose flour
- ½ teaspoon baking powder
- ¼ teaspoon salt
- ½ cup crushed pineapple well-drained
- ½ cup brown sugar for rolling
- ¼ cup unsweetened shredded coconut
- Maraschino cherries optional, for garnish
Preheat oven to 350°F (175°C). Line baking sheets with parchment paper.
Cream butter and granulated sugar until light and fluffy.
Add egg and vanilla; beat until combined.
In a separate bowl, whisk flour, baking powder, and salt.
Gradually mix dry ingredients into wet ingredients until just combined.
Fold in crushed pineapple and shredded coconut.
Mix brown sugar with 1–2 teaspoon flour in a small bowl.
Scoop tablespoon-sized dough balls and roll in brown sugar mixture.
Place 2 inches apart on baking sheets and flatten slightly.
Optionally press a maraschino cherry into each center.
Bake 12–15 minutes until edges are golden.
Cool 5 minutes on the sheet, then transfer to a wire rack.
-
Drain pineapple well to prevent overly moist dough.
-
Add lime zest for extra tropical flavor.
-
Use parchment between cookie layers during storage.
-
Cookies freeze well; thaw at room temperature.
-
Optional glaze: mix powdered sugar with pineapple juice to drizzle.