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Pineapple Upside Down Cupcakes


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  • Author: Olivia Rodrigo
  • Total Time: 1 hour
  • Yield: 12 cupcakes
  • Diet: Vegetarian

Description

Moist vanilla cupcakes meet buttery caramelized pineapple in this fun, mini version of a classic dessert. Topped with a sweet cherry and baked to golden perfection, these individual treats are great for parties, picnics, or whenever you’re craving a tropical twist.


Ingredients

Scale

For the topping:

¼ cup unsalted butter (melted)

12 tbsp brown sugar (1 tbsp per cupcake)

6 pineapple rings, halved

12 maraschino cherries

For the batter:

1½ cups all-purpose flour

1 tsp baking powder

½ tsp baking soda

¼ tsp salt

½ cup unsalted butter, softened

⅔ cup granulated sugar

2 large eggs

1 tsp vanilla extract

½ cup sour cream (or Greek yogurt)

¼ cup whole milk

12 tbsp pineapple juice (optional)


Instructions

  • Preheat the oven to 350°F (175°C) and grease a 12-cup muffin tin thoroughly.
  • Pour melted butter into each muffin cup and sprinkle with 1 tbsp brown sugar.
  • Place half a pineapple ring in each tin, adding a cherry to the center.
  • In a bowl, whisk flour, baking powder, baking soda, and salt.
  • In another bowl, cream butter and sugar until light. Beat in eggs and vanilla.
  • Alternate adding dry ingredients and sour cream/milk to the creamed mixture.
  • Optional: Stir in pineapple juice for added flavor.
  • Divide batter among muffin cups, filling ¾ full.
  • Bake 20–25 minutes until golden and set.
  • Cool for 10–15 minutes, then invert onto a tray.
  • Let cool fully or serve warm.

Notes

Dry pineapple slices slightly to avoid excess moisture.

Room temperature ingredients help the batter mix evenly.

For a twist, try adding a pinch of cinnamon or coconut extract to the batter.

  • Prep Time: 15 minutes
  • Cook Time: 25 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cupcake
  • Calories: 265