Easy Pineapple Upside-Down Cupcakes Recipe – Sweet, Tropical, and Irresistible

Bring a taste of the tropics to your kitchen with these Easy Pineapple Upside-Down Cupcakes! Perfectly moist, topped with caramelized pineapple and cherries, and bursting with flavor, these cupcakes are a fun twist on the classic dessert. Ideal for parties, potlucks, or a sweet treat at home, this recipe is simple, quick, and sure to impress.

Prep & cook Time: 40 minutes | Calories: Approximately 220 kcal per cupcake

Ingredients 

  • For the Topping:

    • 6 pineapple rings (canned or fresh), cut into smaller pieces

    • 6 maraschino cherries

    • 3 tbsp (45g) unsalted butter, melted

    • ⅓ cup (70g) packed light brown sugar

    For the Cupcake Batter:

    • 1 ½ cups (190g) all-purpose flour

    • 1 ½ tsp baking powder

    • ¼ tsp salt

    • ½ cup (113g) unsalted butter, softened

    • ¾ cup (150g) granulated sugar

    • 2 large eggs, room temperature

    • 1 tsp pure vanilla extract

    • ½ cup (120ml) whole milk


     

      Directions

    1. Preheat and Prepare: Preheat your oven to 350°F (175°C). Line a 12-cup muffin tin with parchment liners or grease thoroughly.

    2. Prepare the Topping: In a small bowl, mix the melted butter and brown sugar. Spoon about 1 teaspoon of the mixture into the bottom of each muffin cup. Place a few pieces of pineapple and a cherry in each cup, pressing gently into the sugar mixture.

    3. Make the Batter: In a medium bowl, whisk together the flour, baking powder, and salt. In a separate large bowl, beat the softened butter and granulated sugar until light and fluffy. Add the eggs one at a time, mixing well after each addition. Stir in the vanilla extract.

    4. Combine Wet and Dry Ingredients: Gradually add the dry ingredients to the butter mixture, alternating with the milk. Begin and end with the dry ingredients, mixing until just combined.

    5. Fill the Cups: Divide the batter evenly among the prepared muffin cups, filling each about ¾ full.

    6. Bake: Bake for 18-22 minutes, or until a toothpick inserted into the center comes out clean.

    7. Cool and Invert: Let the cupcakes cool in the pan for 5 minutes, then carefully invert them onto a wire rack or serving plate. Allow them to cool completely before serving.

Frequently Asked Questions

1. Can I use fresh pineapple instead of canned?
Yes, fresh pineapple works beautifully. Just make sure to cut it into small, thin pieces to fit the muffin cups.

2. Can I make these cupcakes ahead of time?
Absolutely! Store them in an airtight container at room temperature for up to 2 days or in the fridge for up to 5 days.

3. Can I use a different type of fruit?
Yes, you can experiment with other fruits like peaches or mangoes, but pineapple and cherries are classic for this recipe.

4. How do I prevent the topping from sticking to the pan?
Ensure the muffin cups are well-greased or use parchment liners. Invert the cupcakes while they’re still slightly warm.

5. Can I freeze these cupcakes?
Yes, freeze the cupcakes (without toppings) in an airtight container for up to 2 months. Thaw at room temperature and add fresh toppings before serving.

Tools You'll Need

  • 12-cup muffin tin

  • Parchment liners or non-stick spray

  • Mixing bowls (medium and large)

  • Electric mixer or stand mixer

  • Whisk

  • Spatula

  • Measuring cups and spoons

  • Wire cooling rack

Tips

  • Use room temperature ingredients for a smoother batter.

  • Don’t overmix the batter to ensure a light and fluffy texture.

  • For extra flavor, add a splash of pineapple juice to the batter.

  • Garnish with additional cherries or a drizzle of caramel sauce for a stunning presentation.

Allergy Information

  • Contains: Wheat, Dairy, Eggs

  • Gluten-Free Option: Substitute all-purpose flour with a gluten-free flour blend.

  • Dairy-Free Option: Use dairy-free butter and milk alternatives.

Conclusion

These Pineapple Upside-Down Cupcakes are a delightful and easy-to-make treat that brings a tropical twist to your dessert table. With their caramelized pineapple topping, moist cake, and vibrant cherries, they’re as beautiful as they are delicious. Whether you’re baking for a special occasion or just because, these cupcakes are sure to bring joy to everyone who tries them. Give this recipe a try, and don’t forget to share your results – they’re bound to be a hit! Happy baking!

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