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Pineapple Upside Down Sugar Cookies

Irresistibly Easy Pineapple Upside Down Sugar Cookies Recipe

These Pineapple Upside Down Sugar Cookies combine classic sugar cookie charm with a fruity tropical twist, making them a delightful treat.
Prep Time 15 minutes
Cook Time 14 minutes
Cooling Time 5 minutes
Total Time 34 minutes
Course Dessert
Cuisine American
Servings 24 cookies
Calories 150 kcal

Equipment

  • Mixing bowl
  • Baking sheet
  • Oven

Ingredients
  

For the Cookie Batter

  • 1 cup Unsalted Butter softened
  • 1 cup Granulated Sugar reduce by 2-3 tablespoons for a lighter touch
  • 1 large Egg room temperature
  • 1 teaspoon Vanilla Extract use pure for best taste
  • 2 cups All-Purpose Flour or 1:1 gluten-free blend
  • 1 teaspoon Baking Soda
  • 1/2 teaspoon Salt

For the Topping

  • 1 can Canned Pineapple Rings well-drained and patted dry
  • 2 tablespoons Additional Sugar for Sprinkling

Instructions
 

How to Make Pineapple Upside Down Sugar Cookies

  • Preheat your oven to 350°F (175°C).
  • In a large mixing bowl, combine softened unsalted butter and granulated sugar. Beat until light and fluffy, about 2-3 minutes.
  • Add in one room-temperature egg and vanilla extract. Mix until fully blended.
  • In a separate bowl, whisk together flour, baking soda, and salt. Gradually fold this dry mixture into the wet ingredients.
  • Roll the dough into 1½ tablespoon-sized balls and slightly flatten them on a lined baking sheet.
  • Press a well-drained pineapple ring onto each cookie and sprinkle with a little extra sugar.
  • Bake for 12-14 minutes until edges are golden but centers remain soft.
  • Allow the cookies to cool on the baking sheet for about 5 minutes before transferring to a wire rack.

Notes

Optional: Top with a maraschino cherry for a delightful finishing touch. Experiment with toppings for a fun twist.
Keyword cookies, Dessert, easy baking, Pineapple Upside Down Sugar Cookies, sweets, tropical