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Pineapple Upside Sugar Cookies

Pineapple Upside Sugar Cookies


  • Author: Christopher
  • Total Time: 35 minutes
  • Yield: 24 cookies 1x
  • Diet: Gluten Free

Description

Pineapple Upside Sugar Cookies are soft, buttery sugar cookies topped with juicy, caramelized pineapple and a subtle natural sweetness. This recipe beautifully combines the tropical brightness of fresh pineapple with the comforting texture of classic sugar cookies, making an unforgettable treat perfect for any occasion or a simple indulgence at home.


Ingredients

Scale

Cookie Dough Ingredients

  • 2 1/2 cups all-purpose flour (or gluten-free flour blend for gluten-free option)
  • 1 cup plant-based unsalted butter, softened
  • 1 cup sugar
  • 1/2 teaspoon baking soda
  • 1 teaspoon natural vanilla extract
  • 1 tablespoon apple cider vinegar
  • 1/4 cup plant-based milk, at room temperature

Pineapple Topping Ingredients

  • 1 cup fresh pineapple, sliced into rounds or bite-sized chunks
  • 2 teaspoons sugar
  • 1/2 teaspoon natural gelling agent
  • 1 teaspoon vegetarian Worcestershire sauce (natural)

Optional Variations and Garnishes

  • 1/4 cup shredded coconut (plant-based) (optional)
  • 1/2 teaspoon cinnamon or nutmeg (natural) (optional)
  • 1 tablespoon maple syrup (natural) (optional, for drizzling over pineapple)
  • Powdered sugar (natural) for dusting (optional)

Instructions

  1. Prepare the Pineapple Topping: Slice fresh pineapple into rounds or bite-sized chunks. Gently mix the pineapple with sugar, natural gelling agent, and vegetarian Worcestershire sauce. Set aside to allow the mixture to develop a caramelizing effect during baking while maintaining juiciness.
  2. Cream the Butter and Sugar: In a large bowl, beat the softened plant-based unsalted butter with sugar until the mixture becomes fluffy and lighter in color. This creates a smooth and tender base for the cookie dough.
  3. Add Wet Ingredients: Mix in the natural vanilla extract, apple cider vinegar, and plant-based milk until fully combined. These ingredients help create a soft dough and enhance flavor complexity.
  4. Combine Dry Ingredients: In a separate bowl, whisk together the all-purpose flour and baking soda. Gradually fold the dry ingredients into the wet mixture until the dough is evenly combined, smooth, and ready for assembly.
  5. Assemble the Cookies: Take small portions of the cookie dough and gently press a pineapple slice or chunk on top of each portion, ensuring it adheres well. Place each cookie on a lined baking sheet spaced evenly to allow gentle spreading during baking.
  6. Bake to Perfection: Bake the cookies in a preheated oven at 350°F (175°C) for 12-15 minutes or until the edges are golden and the pineapple topping caramelizes beautifully. Allow cookies to cool slightly on the baking sheet before transferring to a wire rack or serving.

Notes

  • Use room temperature butter and plant-based milk for smoother mixing and better dough texture.
  • Cut pineapple slices evenly for uniform baking and appearance.
  • Chill the dough for 30 minutes before baking to prevent spreading and maintain thickness.
  • Line baking sheets with parchment paper to prevent sticking and ease removal of cookies.
  • Monitor baking time closely to avoid overbaking and drying out the cookies.
  • For extra festive presentation, sprinkle shredded coconut or dust with powdered sugar before serving.
  • Store cookies in an airtight container at room temperature for up to 3 days to keep them soft and fresh.
  • Freeze cookies in a sealed container with parchment paper between layers for up to 2 months.
  • Reheat cookies gently in a low-temperature oven for 5 minutes or microwave for 10-15 seconds to refresh texture and pineapple vibrancy.
  • Prep Time: 20 minutes
  • Cook Time: 15 minutes
  • Category: Appetizers
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cookie
  • Calories: 150
  • Sugar: 12g
  • Sodium: 70mg
  • Fat: 7g
  • Saturated Fat: 2g
  • Unsaturated Fat: 4g
  • Trans Fat: 0g
  • Carbohydrates: 20g
  • Fiber: 1g
  • Protein: 1g
  • Cholesterol: 0mg

Keywords: pineapple cookies, upside down cookies, sugar cookies, plant-based cookies, tropical dessert, gluten free baking, vegan cookies