Pineapple Upside-Down Cupcakes

Pineapple Upside-Down Cupcakes bring a tropical twist to the traditional upside-down cake. This dessert is beloved for its caramelized topping, made of golden-brown sugar, buttery pineapple, and a bright maraschino cherry at the center. The tender, moist cake base is infused with pineapple juice, adding depth to each bite. These cupcakes are simple to make and perfect for any occasion, offering a blend of sweet, fruity flavors in each serving.

INGREDIENTS

• Unsalted butter: 1/4 cup, melted, for caramelized topping
• Brown sugar: 1/2 cup, packed, for sweet topping
• Pineapple slices: 12 slices, cut to fit muffin tins, for the fruity base
• Maraschino cherries: 12 pieces, for the classic topping
• All-purpose flour: 1 1/2 cups, for the cupcake batter
• Granulated sugar: 1/2 cup, for sweetness in the cake
• Brown sugar: 1/2 cup, packed, for added depth of flavor
• Unsalted butter: 1/2 cup, softened, for a moist base
• Large eggs: 2, for structure and richness
• Pineapple juice: 1/2 cup, reserved from the can, for flavor and moisture
• Milk: 1/4 cup (whole or 2%), for a tender crumb
• Vanilla extract: 1 tsp, for added flavor
• Baking powder: 1 tsp, for leavening
• Baking soda: 1/2 tsp, for lift
• Salt: 1/4 tsp, to balance sweetness

INSTRUCTIONS

Step 1:

Preheat the oven to 350°F (175°C) and grease a 12-cup muffin tin thoroughly.

Step 2:

For the topping, mix melted butter and brown sugar, then distribute evenly in each muffin cup. Place a pineapple slice and a maraschino cherry in each cup.

Step 3:

Cream together softened butter, granulated sugar, and brown sugar until light and fluffy. Beat in eggs one at a time, then add vanilla extract.

Step 4:

In a separate bowl, whisk together flour, baking powder, baking soda, and salt. Gradually add the dry ingredients to the butter mixture, alternating with pineapple juice and milk. Mix until just combined.

Step 5:

Spoon the batter over the pineapple and cherries in each cup, filling them 3/4 full.

Step 6:

Bake for 20-25 minutes, or until a toothpick comes out clean. Let the cupcakes cool in the pan for 5 minutes.

Step 7:

Invert the cupcakes by placing a baking sheet over the tin and flipping them. Let cool completely before serving.

Serving and Storage Tips

• Serve these cupcakes warm or at room temperature for the best flavor.
• Store leftovers in an airtight container at room temperature for up to 2 days.

Helpful Notes

• Ensure that the muffin tin is well-greased to prevent sticking.
• Substitute fresh pineapple slices if desired; they add a firmer texture.

Tips from Well-Known Chefs

• Chef Tip: For a richer flavor, add a dash of rum to the pineapple juice before mixing it into the batter.

Why Pineapple Upside-Down Cupcakes Are a Must-Try

These cupcakes are the perfect blend of fruity sweetness and buttery richness, making them an irresistible dessert for any occasion. The caramelized pineapple creates a sticky-sweet topping that pairs perfectly with the tender cake beneath.

What Makes This Recipe Stand Out?

The unique twist of making the classic pineapple upside-down cake into individual servings elevates this dessert. The moist texture, combined with the vibrant pineapple and cherry topping, makes every bite a tropical delight.

FAQs

Can I use fresh pineapple instead of canned?

Yes, fresh pineapple can be used for a firmer texture. Be sure to slice it thinly to fit the muffin tin.

Can I make these cupcakes ahead of time?

Yes, you can make them a day in advance. Store in an airtight container at room temperature.

How should I serve these cupcakes?

They are best served warm or at room temperature, allowing the flavors to fully develop.

What’s the best way to invert the cupcakes?

Place a baking sheet over the muffin tin and quickly flip to release the cupcakes in one motion.

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Conclusion

Pineapple Upside-Down Cupcakes are a delightful dessert that combines the classic flavors of pineapple upside-down cake with the convenience of cupcakes. Each cupcake is topped with a caramelized pineapple ring and a maraschino cherry, creating a sweet, juicy topping. The cake itself is moist and buttery, made with pineapple juice for extra flavor. The recipe is easy to follow, making it perfect for beginner bakers or anyone craving a quick sweet treat. These cupcakes are a great choice for gatherings, adding a tropical touch to any dessert spread. For the best results, serve them fresh, warm, or at room temperature.