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Delicious Pineapple Upside-Down Cupcakes Recipe

Delicious Pineapple Upside-Down Cupcakes Recipe


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4.5 from 18 reviews

  • Total Time: 45 minutes
  • Yield: 12 1x

Description

Classic pineapple upside-down cupcakes blend tropical sweetness with nostalgic charm. Caramelized fruit tops moist vanilla cake, offering guests a delightful dessert that sparkles with Southern hospitality.


Ingredients

Scale

Main Ingredients:

  • 1 box yellow cake mix
  • 1 can (20 ounces / 567 grams) pineapple slices in juice
  • 1 jar (6 ounces / 170 grams) maraschino cherries

Sweeteners and Binding:

  • 1/2 cup packed brown sugar
  • Vegetable oil (as called for in cake mix instructions)
  • 2 eggs (as called for in cake mix instructions)

Preparation Ingredient:

  • 1/4 cup butter

Instructions

  1. Heat the oven to 350F (175C), ensuring precise temperature for optimal baking results.
  2. Create a rich caramel base by melting butter in a saucepan over medium heat, then thoroughly incorporate brown sugar until it fully dissolves and becomes smooth.
  3. Prepare the muffin tin with cooking spray, carefully distributing the butter-sugar mixture evenly across each cup to create a delectable caramel foundation.
  4. Slice pineapple into compact quarters and strategically place two pieces in each muffin cavity, then nestle a vibrant maraschino cherry half alongside the fruit.
  5. Craft the cake batter using the package instructions, ingeniously substituting pineapple juice for water to enhance the tropical flavor profile.
  6. Gently pour the prepared batter over the arranged pineapple and cherries, filling each cup approximately two-thirds full to allow room for rising.
  7. Slide the muffin tin into the preheated oven and bake for 20-25 minutes, monitoring until a inserted toothpick emerges clean, indicating perfect doneness.
  8. Allow cupcakes to rest in the pan for 5 minutes, then carefully loosen edges with a knife and invert onto a wire rack, permitting complete cooling and caramel setting.

Notes

  • Swap cake mix with gluten-free alternative for celiac-friendly version.
  • Use fresh pineapple chunks instead of canned for enhanced natural sweetness and texture.
  • Add a sprinkle of shredded coconut on top for extra tropical flavor and crunch.
  • Replace maraschino cherries with fresh dark cherries for a more sophisticated and less artificial taste profile.
  • Prep Time: 20 minutes
  • Cook Time: 25 minutes
  • Category: Desserts, Snacks
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 12
  • Calories: 180
  • Sugar: 15 g
  • Sodium: 200 mg
  • Fat: 7 g
  • Saturated Fat: 4 g
  • Unsaturated Fat: 2 g
  • Trans Fat: 0 g
  • Carbohydrates: 26 g
  • Fiber: 0 g
  • Protein: 2 g
  • Cholesterol: 30 mg