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Delicious pineapple upside down sugar cookies on a plate

Pineapple Upside Down Sugar Cookies

A delightful treat that combines chewy sugar cookies with a tropical burst of pineapple and a caramelized topping, perfect for any occasion.
Prep Time 10 minutes
Cook Time 15 minutes
Total Time 25 minutes
Course Dessert, Snack
Cuisine American, Tropical
Servings 24 cookies
Calories 150 kcal

Ingredients
  

For the Cookie Dough

  • 1 cup butter, softened Can substitute some butter for coconut oil.
  • 1 cup granulated sugar
  • 1 egg
  • 2 teaspoons vanilla extract
  • 2 1/4 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1/2 teaspoon salt

For the Topping

  • 1 cup canned pineapple rings, drained and chopped You can use fresh pineapple instead.
  • 1/2 cup brown sugar Creates a caramelized layer.
  • 1/4 cup maraschino cherries (optional) Optional for decoration.

Instructions
 

Preparation

  • Preheat your oven to 350°F (175°C).
  • In a large bowl, cream together the softened butter and granulated sugar until it's light and fluffy, about 2 minutes.
  • Beat in the egg and vanilla extract until well combined.
  • In a separate bowl, whisk together the flour, baking powder, and salt.
  • Gradually add the dry mixture to the butter mixture until well combined.
  • Gently fold in the chopped pineapple pieces.

Caramel Topping

  • In a small saucepan, melt the brown sugar with a bit of butter until bubbly, about 1-2 minutes.
  • Grease a cookie sheet and spread the caramel mixture evenly on it.

Baking

  • Drop spoonfuls of the cookie dough over the caramel and pineapple mixture.
  • Place a cherry on top of each cookie if using.
  • Bake in the preheated oven for 12-15 minutes until golden.
  • Allow to cool slightly before inverting onto a serving plate.

Notes

Dough can be stored in the fridge for up to three days or frozen for 2-3 months. These cookies are versatile and can be customized with different toppings.
Keyword cookies, easy cookies, family recipe, pineapple upside down, tropical cookies