Print
clock clock iconcutlery cutlery iconflag flag iconfolder folder iconinstagram instagram iconpinterest pinterest iconfacebook facebook iconprint print iconsquares squares iconheart heart iconheart solid heart solid icon
Pineapple Upside Down Sugar Cookies That Delight E 2026 03 20 162206 1

Pineapple Upside Down Sugar Cookies That Delight Every Bite


5 Stars 4 Stars 3 Stars 2 Stars 1 Star

No reviews

  • Author: mateo
  • Total Time: 27 minutes
  • Yield: 24 servings
  • Diet: Vegetarian

Description

Delightful cookies combining the comfort of sugar cookies with the tropical sweetness of pineapple upside-down cake.


Ingredients

  • 2 1/2 cups (312g) all-purpose flour
  • 1 tsp baking powder
  • 1/2 tsp baking soda
  • 1/2 tsp fine salt
  • 3/4 cup (170g) unsalted butter, softened
  • 3/4 cup (150g) granulated sugar
  • 1/2 cup (100g) light brown sugar, packed
  • 1 large egg
  • 2 tsp alcohol-free pure vanilla extract
  • 2 tbsp sour cream or plain yogurt
  • 1/2 cup crushed canned pineapple, well drained and patted dry
  • 24 small canned pineapple rings or tidbits (well drained)
  • 24 halved glazed cherries
  • Optional: 1/4 cup turbinado sugar for rolling


Instructions

  1. Preheat the oven to 350°F (175°C). Line two baking sheets with parchment paper.
  2. Whisk flour, baking powder, baking soda, and salt in a bowl; set aside.
  3. Beat the butter with the granulated and brown sugars until light and fluffy, about 2–3 minutes.
  4. Beat in the egg, vanilla, and sour cream until smooth.
  5. Add the dry ingredients to the wet, mixing until just combined. Gently fold in the crushed pineapple.
  6. Scoop 1.5 tablespoon-sized dough balls and roll between palms, optionally rolling in turbinado sugar.
  7. Place dough balls on the prepared sheets 2 inches apart and press an indention into each with your thumb, adding a pineapple tidbit and half a cherry.
  8. Bake for 10–12 minutes, until edges are set and centers look slightly soft.
  9. Cool on the sheet for 5 minutes, then transfer to a wire rack to cool completely.

Notes

For crispier cookies, bake a minute longer and cool on a wire rack. Measure flour accurately for the best texture.

  • Prep Time: 15 minutes
  • Cook Time: 12 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American