Pineapple Upside Down Cupcakes Recipe

These delightful Pineapple Upside Down Cupcakes are perfect for any occasion, from family gatherings to packed lunches.

This simplified recipe offers a delicious twist on the classic dessert, making it a favorite for both baking enthusiasts and casual cooks alike.

Pineapple Upside Down Cupcakes

Jennifer Tirrell
Prep Time 20 minutes
Cook Time 20 minutes
Additional Time: 5 minutes
Total Time 45 minutes
Servings 24
Calories 207 kcal

Ingredients
  

  • Cooking spray
  • ½ cup melted butter
  • 1 ½ cups brown sugar
  • 24 maraschino cherries
  • 1 (20 ounce) can crushed pineapple
  • 1 (15.25 ounce) package pineapple cake mix (such as Duncan Hines Pineapple Supreme)
  • 1 ⅓ cups pineapple juice
  • ⅓ cup vegetable oil
  • 3 large eggs
  • 1 tablespoon confectioners' sugar for dusting, or as needed

Instructions
 

  • Preheat the oven to 350 degrees F (175 degrees C). Position the oven rack in the middle and spray 24 muffin cups with cooking spray.
  • Prepare each muffin cup by adding 1 teaspoon melted butter, 1 tablespoon brown sugar, and one maraschino cherry. Top with a heaping tablespoon of crushed pineapple, pressing it gently into an even layer.
  • Mix the pineapple cake mix, pineapple juice, vegetable oil, and eggs in a large bowl with an electric mixer on low speed until moistened (about 30 seconds). Increase speed to medium and mix for 2 minutes until smooth.
  • Pour the batter into the prepared muffin cups, filling them to the top but not overfilling.
  • Bake in the preheated oven for about 20 minutes, or until a toothpick inserted into the center comes out clean.
  • Cool the cupcakes in the muffin cups for at least 5 minutes, then invert them onto waxed paper. Serve with the pineapple and cherry sides up, lightly dusted with confectioners' sugar.
Keyword Pineapple Upside Down Cupcakes

FAQs

Can I make these cupcakes from scratch instead of using a cake mix?

Yes, you can prepare a homemade pineapple cake batter using flour, sugar, baking powder, pineapple juice, and eggs. Adjust the ingredients accordingly for a from-scratch version.

Can I use fresh pineapple instead of canned?

Absolutely! Dice fresh pineapple into small pieces and use it in place of the canned crushed pineapple. Ensure it’s well-drained before adding to the cupcakes.

Conclusion

These Pineapple Upside Down Cupcakes offer a simple yet impressive dessert option that’s sure to please everyone. Whether you’re baking for a special occasion or simply craving a sweet treat, this recipe provides a flavorful twist on a beloved classic.

Enjoy the delightful combination of caramelized pineapple, juicy cherries, and moist cake with every bite. Perfect for sharing or indulging on your own, these cupcakes are a must-try for pineapple lovers!

I'm Jennifer Tirrell, a self-taught baker, and founder of CakeRe. As an experienced baker and recipe publisher, I have spent over a decade working in the kitchen and have tried and tested countless baking tools and products. From classic cakes to creative twists, I've got you covered. So grab your apron and let's get baking!

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