Ingredients
For the Topping
- ¼ cup butter, melted
- ½ cup brown sugar
- 12 maraschino cherries, halved
- 6 pineapple rings, cut in halves
For the Cupcake Batter
- 1 ½ cups all-purpose flour
- 1 teaspoon baking powder
- ½ teaspoon baking soda
- ¼ teaspoon salt
- ½ cup unsalted butter, softened
- ¾ cup granulated sugar
- 2 large eggs
- 1 teaspoon vanilla extract
- ½ cup pineapple juice (from canned pineapple)
- ½ cup sour cream or buttermilk
Instructions
Step 1: Preheat & Prepare the Muffin Tin
- Preheat your oven to 350°F (175°C).
- Grease a 12-cup muffin tin with butter or non-stick spray.
Step 2: Make the Brown Sugar Topping
- In a small bowl, mix the melted butter and brown sugar until well combined.
- Spoon about 1 teaspoon of the mixture into the bottom of each muffin cup.
- Place half a pineapple ring in each cup and press a maraschino cherry half in the center.
Step 3: Make the Cupcake Batter
- In a medium bowl, whisk together flour, baking powder, baking soda, and salt.
- In a large mixing bowl, beat the butter and sugar until light and fluffy (about 2 minutes).
- Add eggs one at a time, beating after each addition.
- Mix in the vanilla extract.
- Gradually add the dry ingredients, alternating with pineapple juice and sour cream, mixing until smooth.
Step 4: Assemble & Bake
- Spoon the cupcake batter over the pineapple mixture, filling each muffin cup about ¾ full.
- Bake for 18-22 minutes, or until a toothpick inserted in the center comes out clean.
- Let the cupcakes cool in the pan for 5 minutes.
Step 5: Flip & Serve!
- Run a knife around the edges to loosen the cupcakes.
- Place a baking sheet or plate over the muffin tin and carefully invert the cupcakes.
- Let them cool slightly before serving warm or at room temperature.
Enjoy these mini pineapple upside-down cupcakes as a sweet, caramelized treat!
Notes
Serving Ideas & Pairings
🍍 With Whipped Cream – Add a dollop of freshly whipped cream on top.
🍨 With Ice Cream – Serve warm with a scoop of vanilla or coconut ice cream.
🥥 With Toasted Coconut – Sprinkle shredded coconut for extra tropical flavor.
☕ With Coffee or Tea – Perfect alongside a hot cup of coffee or fruity iced tea.