Pineapple Upside Down Cupcakes


These pineapple upside down cupcakes are great to make for family gatherings or as treats to pack into lunches. It's an easy recipe; adaptations can be made to make this completely from scratch. This is just a yummy simplified version!

Prep Time:
20 mins
Cook Time:
20 mins
Additional Time:
5 mins
Total Time:
45 mins
24 cupcakes


  • cooking spray

  • ½ cup butter, melted

  • 1 ½ cups brown sugar

  • 24 maraschino cherries

  • 1 (20 ounce) can crushed pineapple

  • 1 (18.25 ounce) package pineapple cake mix (such as Duncan Hines® Pineapple Supreme)

  • 1 ⅓ cups pineapple juice

  • cup vegetable oil

  • 3 eggs

  • 1 tablespoon confectioners' sugar for dusting, or as needed


  1. Preheat the oven to 350 degrees F (175 degrees C). Move an oven rack to the middle of the oven. Spray 24 muffin cups with cooking spray.

  2. Spoon 1 teaspoon melted butter into the bottom of each sprayed muffin cup. Spoon 1 tablespoon brown sugar into each muffin cup. Press a maraschino cherry into the center of the brown sugar in each muffin cup. Spoon a heaping tablespoon of crushed pineapple on top and compact it with the back of a spoon into an even layer.

  3. Mix 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; mix for 2 minutes.

  4. Pour batter into the muffin cups, filling them to the top; do not overfill.

  5. Bake in the preheated oven until a toothpick inserted into the center of a cupcake comes out clean, about 20 minutes.

  6. Line a work surface with waxed paper. Allow cupcakes to cool at least 5 minutes before inverting muffin cups onto the waxed paper; serve with pineapple and cherry sides up. Sprinkle cupcakes lightly with confectioners' sugar before serving.

Nutrition Facts (per serving)

237 Calories
9g Fat
39g Carbs
2g Protein
Nutrition Facts
Servings Per Recipe 24
Calories 237
% Daily Value *
Total Fat 9g 12%
Saturated Fat 4g 18%
Cholesterol 33mg 11%
Sodium 174mg 8%
Total Carbohydrate 39g 14%
Dietary Fiber 0g 1%
Total Sugars 28g
Protein 2g
Vitamin C 4mg 18%
Calcium 22mg 2%
Iron 0mg 2%
Potassium 90mg 2%

* Percent Daily Values are based on a 2,000 calorie diet. Your daily values may be higher or lower depending on your calorie needs.

** Nutrient information is not available for all ingredients. Amount is based on available nutrient data.

(-) Information is not currently available for this nutrient. If you are following a medically restrictive diet, please consult your doctor or registered dietitian before preparing this recipe for personal consumption.

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