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Pineapple Upside Down Cupcakes with caramelized pineapple and maraschino cherry.

Pineapple Upside Down Cupcakes


  • Author: Louna
  • Total Time: PT35M
  • Yield: Makes 24 cupcakes 1x
  • Diet: Vegetarian

Description

These Pineapple Upside Down Cupcakes combine the sweetness of caramelized pineapple with a moist, fluffy cake base, creating a tropical treat that’s perfect for any occasion. Each bite is a little piece of paradise, with the pineapple providing a tangy contrast to the rich brown sugar topping. These bite-sized delights are easy to make, thanks to a simple cake mix, and can be customized with different fruits or flavors. Whether you’re serving them at a summer BBQ or enjoying them as a sweet snack, these cupcakes are sure to impress.


Ingredients

Scale
  • 1/2 cup melted butter
  • 1 1/2 cups brown sugar
  • 24 maraschino cherries
  • 1 (20 ounce) can crushed pineapple (reserve juice)
  • 1 (15.25 ounce) package yellow cake mix
  • 1 1/3 cups pineapple juice (substitute for water in cake mix)
  • 2 large eggs (as called for in cake mix)
  • 1/4 cup vegetable oil (as called for in cake mix)
  • Confectioners’ sugar for dusting (optional)

Instructions

  1. Preheat the oven to 350°F (175°C). Grease a 24-cup muffin tin with cooking spray.
  2. Spoon 1 teaspoon of melted butter into each muffin cup. Top with 1 tablespoon of brown sugar.
  3. Place a maraschino cherry in the center of each muffin cup, then spoon a heaping tablespoon of crushed pineapple on top. Use the back of the spoon to spread it evenly.
  4. In a large bowl, mix the yellow cake mix according to the package instructions, replacing the water with pineapple juice. Add eggs and vegetable oil as directed.
  5. Spoon the cake batter into the muffin cups, filling them almost to the top.
  6. Bake in the preheated oven for about 20 minutes, or until a toothpick inserted into the center of a cupcake comes out clean.
  7. Allow the cupcakes to cool for 5 minutes, then carefully invert the tin onto a sheet of waxed or parchment paper to release the cupcakes.
  8. Optionally, dust with confectioners’ sugar before serving for a touch of sweetness.

Notes

  • Pineapple upside down cupcakes can be made ahead of time and stored in an airtight container at room temperature for up to 3 days.
  • If you prefer a more caramelized topping, you can increase the amount of brown sugar slightly.
  • For a unique twist, try using fresh pineapple instead of canned for a fresher, more vibrant flavor.
  • Prep Time: PT15M
  • Cook Time: PT20M
  • Category: Desserts, Cupcakes, Tropical Treats
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cupcake
  • Calories: 180
  • Sugar: 20g
  • Sodium: 150mg
  • Fat: 7g
  • Saturated Fat: 3g
  • Unsaturated Fat: 4g
  • Trans Fat: 0g
  • Carbohydrates: 26g
  • Fiber: 1g
  • Protein: 2g
  • Cholesterol: 40mg

Keywords: Pineapple upside down cupcakes, Pineapple cupcakes, Tropical cupcakes, Pineapple upside-down cake cupcakes, Mini pineapple cakes