Pineapple Upside Sugar Cookies Recipe

Introduction

Pineapple Upside Sugar Cookies offer a delightful twist on classic sugar cookies by topping them with juicy pineapple rings. These cookies combine buttery sweetness with a tropical touch that’s perfect for any occasion.

A stack of four round pineapple upside-down cakes is shown on a white plate with a white marbled background. Each cake has two layers: the top layer is a glossy, translucent golden pineapple slice with visible segments radiating from the center, and the bottom layer is a soft, light yellow cake with a slightly crumbly texture. The edges of each cake are coated with coarse sugar crystals, giving a sparkling effect. Two additional cakes lie flat on the plate on either side of the stack, showing their top pineapple layer clearly. The lighting highlights the shine on the pineapple slices and the sugar crystals on the cake sides. photo taken with an iphone --ar 4:5 --v 7

Ingredients

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 egg
  • 1 tsp vanilla extract
  • 2½ cups all-purpose flour
  • ½ tsp baking soda
  • ¼ tsp salt
  • 10–12 canned pineapple rings, well-drained and patted dry
  • Additional sugar for sprinkling

Instructions

  1. Step 1: Preheat the oven to 350°F (175°C) and line baking sheets with parchment paper.
  2. Step 2: In a large bowl, cream the softened butter and granulated sugar together until light and fluffy.
  3. Step 3: Beat in the egg and vanilla extract until well combined.
  4. Step 4: In a separate bowl, whisk together the flour, baking soda, and salt. Gradually add this mixture to the butter mixture, stirring to form a soft dough.
  5. Step 5: Roll the dough into 1½ tablespoon-sized balls, flatten them slightly, and place on the prepared baking sheet.
  6. Step 6: Top each dough disk with a well-drained pineapple ring, pressing gently to adhere.
  7. Step 7: Sprinkle additional sugar over the pineapple rings for extra sparkle and sweetness.
  8. Step 8: Bake for 12–14 minutes until the edges are golden. Let cookies cool on the baking sheet for 5 minutes, then transfer to a wire rack to cool completely.

Tips & Variations

  • Use fresh pineapple slices if available; just be sure to pat them dry well to prevent soggy cookies.
  • For extra flavor, sprinkle a pinch of cinnamon on the dough before adding the pineapple.
  • Chill the dough for 30 minutes before baking to prevent spreading.
  • Try adding a drizzle of honey or a dusting of powdered sugar after cooling for a sweet finishing touch.

Storage

Store cookies in an airtight container at room temperature for up to 4 days. To keep pineapple moist, place a slice of bread in the container with the cookies. Reheat cookies briefly in a warm oven if you prefer them soft and warm.

How to Serve

A tall stack of four round pineapple cookies sits on a white plate, placed on a white marbled surface. Each cookie has a light golden color with coarse sugar crystals covering the edges, giving a sparkling texture. The top cookie has a juicy, translucent pineapple slice with distinct segmented sections radiating outward, slightly glossed, and a small mound of sugar crystals in the center. The cookies beneath show cracks and a soft crumbly texture, with the bottom cookie also topped with a pineapple slice. The background is softly blurred with dark green and yellow tones. Photo taken with an iphone --ar 4:5 --v 7

Serve this delicious recipe with your favorite sides.

FAQs

Can I use fresh pineapple instead of canned?

Yes, fresh pineapple works well but make sure to drain and pat it dry thoroughly to avoid excess moisture, which can make the cookies soggy.

How do I keep the cookies from spreading too much?

Chilling the dough before baking helps prevent spreading. Also, avoid flattening the dough disks too thin before topping with pineapple.

Print

Pineapple Upside Sugar Cookies Recipe

These Pineapple Upside Sugar Cookies are a delightful twist on classic sugar cookies, featuring a juicy pineapple ring atop each cookie for a tropical burst of flavor and an eye-catching presentation. Soft, buttery, and perfectly sweet, these cookies are easy to make and sure to impress at any gathering or as a special treat.

  • Author: Maya
  • Prep Time: 15 minutes
  • Cook Time: 14 minutes
  • Total Time: 29 minutes
  • Yield: 1012 cookies 1x
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Ingredients

Scale

Cookie Dough

  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 egg
  • 1 tsp vanilla extract
  • 2½ cups all-purpose flour
  • ½ tsp baking soda
  • ¼ tsp salt

Topping

  • 1012 canned pineapple rings, well-drained and patted dry
  • Additional sugar for sprinkling

Instructions

  1. Preheat Oven: Preheat your oven to 350°F (175°C) and line baking sheets with parchment paper to prevent sticking and ensure even baking.
  2. Cream Butter and Sugar: In a large bowl, beat the softened butter and granulated sugar until the mixture becomes light and fluffy, which will give the cookies a tender texture.
  3. Add Egg and Vanilla: Beat in the egg and vanilla extract until fully incorporated to add moisture and flavor to the dough.
  4. Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually add this dry mixture to the wet ingredients, mixing until a soft dough forms.
  5. Shape Dough: Roll the dough into balls about 1½ tablespoons each, then flatten them slightly and place them spaced on the prepared baking sheets.
  6. Top with Pineapple: Gently press one pineapple ring onto the top of each dough disk, making sure it adheres well without squashing the dough.
  7. Sprinkle Sugar: Sprinkle a little additional granulated sugar over the pineapple rings for a sparkling, caramelized effect when baked.
  8. Bake Cookies: Bake the cookies in the preheated oven for 12–14 minutes or until the edges turn golden brown.
  9. Cool and Transfer: Let the cookies cool on the baking sheet for 5 minutes to set, then carefully transfer them to a wire rack to cool completely.

Notes

  • Ensure pineapple rings are well-drained and patted dry to avoid soggy cookies.
  • Use parchment paper or silicone baking mats to prevent sticking and aid cleanup.
  • The cookies can be stored in an airtight container at room temperature for up to 5 days.
  • For additional flavor, sprinkle a pinch of cinnamon on the pineapple before baking.
  • Flattening the dough slightly helps the pineapple ring sit neatly on top and bake evenly.

Keywords: pineapple sugar cookies, upside down cookies, tropical cookies, soft sugar cookies, pineapple dessert

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