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Tangy Pineapple Upside-Down Sugar Cookies Recipe

Tangy Pineapple Upside-Down Sugar Cookies Recipe


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4.7 from 35 reviews

  • Total Time: 30 minutes
  • Yield: 13 1x

Description

Sweet pineapple upside-down sugar cookies offer a delightful twist on classic desserts. Rich caramelized fruit and buttery cookie base create a nostalgic treat you’ll savor with each delectable bite.


Ingredients

Scale
  • 1 can or 68 fresh pineapple rings
  • ½ cup (113 g) unsalted butter
  • ½ cup (100 g) brown sugar
  • ½ cup (113 g) unsalted butter, softened
  • ½ cup (100 g) granulated sugar
  • 1 ½ cups (180 g) all-purpose flour
  • 1 large egg
  • 1 tsp (5 g) baking powder
  • 1 tsp vanilla extract
  • ¼ tsp salt
  • 46 maraschino cherries

Instructions

  1. Preheat Preparation: Heat the oven to 350F (175C) and liberally coat a muffin tin with non-stick spray, ensuring comprehensive coverage to prevent adherence.
  2. Caramel Foundation: Whisk melted butter and brown sugar into a silky, uniform mixture that will create a luscious base for the cookies, distributing the mixture evenly across each muffin cavity with approximately one teaspoon per cup.
  3. Fruit Arrangement: Meticulously position pineapple chunks and halved cherries at the base of each cavity, creating an aesthetically pleasing pattern that guarantees complete fruit coverage and visual appeal.
  4. Caramelization Process: Place the prepared tin in the preheated oven, allowing the sugary mixture to transform and the fruit to develop rich, golden caramelized edges while becoming translucent and glossy.
  5. Cooling and Unmolding: After removing from the oven, let the cookies rest briefly to set the caramelized fruit, then carefully invert the tin onto a serving platter, gently tapping to release the cookies and showcase the beautifully glazed fruit topping.
  6. Final Presentation: Allow the upside-down cookies to cool completely, ensuring the caramel and fruit remain perfectly bonded to the cookie base, creating a delectable and visually stunning dessert.

Notes

  • Prevent Sticking Carefully: Liberally coat muffin tin with non-stick spray, ensuring every surface is covered to guarantee easy cookie removal.
  • Caramelize Precisely: Watch sugar-butter mixture closely during baking to achieve perfect golden-brown color without burning or becoming bitter.
  • Fruit Placement Strategy: Arrange pineapple chunks and cherries symmetrically and gently to create visually appealing and evenly distributed fruit patterns.
  • Cooling Technique: Let cookies rest briefly after baking before inverting, allowing caramel to set and minimize potential structural breakdown during serving.
  • Prep Time: 15 minutes
  • Cook Time: 15 minutes
  • Category: Desserts, Snacks
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 13
  • Calories: 180
  • Sugar: 12 g
  • Sodium: 80 mg
  • Fat: 8 g
  • Saturated Fat: 5 g
  • Unsaturated Fat: 2 g
  • Trans Fat: 0 g
  • Carbohydrates: 25 g
  • Fiber: 1 g
  • Protein: 2 g
  • Cholesterol: 30 mg