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Pineapple Upside-Down Cookies with caramelized tops

Pineapple Upside-Down Cookies , 7 Sweet Reasons to Bake Today


  • Author: Marlene Quinn
  • Total Time: 29 minutes
  • Yield: 24 cookies 1x
  • Diet: Vegetarian

Description

These Pineapple Upside-Down Cookies are buttery, soft, and sweetly nostalgic. Topped with caramelized pineapple and a hint of vanilla, they’re a tropical twist on the beloved classic cake, now in cookie form.


Ingredients

Scale

1 cup unsalted butter, softened

1 cup brown sugar

1 cup granulated sugar

2 large eggs

2 teaspoons vanilla extract

2 ½ cups all-purpose flour

1 teaspoon baking soda

½ teaspoon salt

1 cup finely chopped pineapple (well-drained)

¾ cup crushed walnuts or pecans (optional)

A pinch of ground cinnamon


Instructions

1. Preheat oven to 350°F (175°C). Line baking sheets with parchment paper.

2. Cream butter, brown sugar, and granulated sugar until fluffy.

3. Beat in eggs one at a time, then add vanilla extract.

4. In a separate bowl, whisk flour, baking soda, salt, and cinnamon.

5. Gradually mix dry ingredients into wet ingredients until just combined.

6. Gently fold in chopped pineapple and optional nuts.

7. Scoop heaping tablespoons of dough onto lined sheets.

8. (Optional) Spoon a small amount of pineapple glaze mixture on top.

9. Bake for 12–14 minutes, until edges are golden.

10. Cool on baking sheets for 2–3 minutes, then transfer to wire racks.

Notes

Ensure pineapple is well-drained to avoid soggy cookies.

Add a caramelized pineapple glaze on top for an authentic upside-down cake effect.

These cookies freeze well—perfect for make-ahead treats.

  • Prep Time: 15 minutes
  • Cook Time: 14 minutes
  • Category: Cookies
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cookie
  • Calories: 145
  • Sugar: 13g
  • Sodium: 65mg
  • Fat: 7g
  • Saturated Fat: 4g
  • Unsaturated Fat: 2.5g
  • Trans Fat: 0g
  • Carbohydrates: 19g
  • Fiber: 0.5g
  • Protein: 1.5g
  • Cholesterol: 25mg

Keywords: pineapple upside-down cookies, pineapple dessert, fruit cookies, nostalgic cookies, summer treats