Go Back
+ servings
Pineapple Upside Sugar Cookies

Pineapple Upside Sugar Cookies

Jada Parker
These Pineapple Upside Sugar Cookies bring the tropical charm of pineapple upside-down cake into a soft, chewy sugar cookie. With caramelized pineapple tops and a buttery base, they’re the perfect sunny-day dessert that’s as eye-catching as it is delicious.
No ratings yet
Prep Time 15 minutes
Cook Time 15 minutes
Total Time 30 minutes
Course Dessert, Snack
Cuisine American, tropical
Servings 16 cookies
Calories 180 kcal

Ingredients
  

  • 1 cup unsalted butter softened
  • 1 cup granulated sugar
  • 1/2 cup brown sugar plus extra for topping
  • 1 large egg
  • 2 teaspoons vanilla extract
  • 2 1/4 cups all-purpose flour
  • 1/2 teaspoon baking powder
  • 1/4 teaspoon salt
  • 8 canned pineapple rings patted dry and halved or quartered

Instructions
 

  • Preheat oven to 350°F (175°C). Line baking sheets with parchment paper.
  • In a large bowl, cream together the butter, granulated sugar, and brown sugar until light and fluffy.
  • Add egg and vanilla extract. Beat until well combined.
  • In a separate bowl, whisk together flour, baking powder, and salt. Gradually mix into the wet ingredients to form a dough.
  • Scoop 2 tablespoons of dough, roll into balls, and place on prepared baking sheets. Flatten each slightly.
  • Top each cookie with a pineapple piece. Sprinkle a bit of brown sugar on top.
  • Bake for 12–15 minutes or until the edges are golden.
  • Let cookies cool on the sheet for 5 minutes before transferring to a wire rack.

Notes

  • For best results, ensure pineapple slices are well-drained and patted dry.
  • Add a maraschino cherry to the center for a classic upside-down look.
  • For extra caramelization, broil the cookies for 1 minute after baking.

Nutrition

Calories: 180kcal
Keyword fruity cookie recipe, Pineapple Dessert, pineapple sugar cookies, tropical cookies
Tried this recipe?Let us know how it was!