Pineapple Upside Down Cake Pops

Highlighted under: Deluxe Baking Inspirations

I absolutely adore these Pineapple Upside Down Cake Pops! Combining the classic flavors of a beloved dessert into a fun, pop-able treat takes me right back to my childhood. The golden pineapple, sweet caramel, and fluffy cake come together beautifully on a stick, making them perfect for parties or just a delightful snack at home. Plus, the vibrant tropical flavor is a refreshing change that never fails to impress my family and friends. I can't wait to share this recipe with you!

Andrea

Created by

Andrea

Last updated on 2026-02-04T14:57:26.950Z

When I first made these Pineapple Upside Down Cake Pops, I was amazed by how easy it was to transform a classic dessert into a handheld treat. The trick lies in baking the cake batter with caramelized pineapple at the bottom, creating a gooey base that contrasts beautifully with the fluffy cake. Using cake pop sticks made a world of difference in presentation!

I've found that letting the pops chill for a bit after assembling them really helps them hold their shape. The caramel gets slightly firmer, and it becomes easier to dip them in chocolate without making a mess. Trust me, this step will enhance both the texture and taste!

Why You'll Love These Cake Pops

  • A fun twist on a classic that brings back childhood memories
  • The perfect balance of sweet pineapple and rich cake flavors
  • Great for parties or anytime you want a special treat

Mastering the Pineapple Base

Getting the pineapple base right is crucial for the flavor profile of your cake pops. When you place the melted butter into the muffin tin, ensure that it's evenly distributed. This not only prevents sticking but also helps create a rich caramel flavor as it bakes. Try to use freshly crushed pineapple or good-quality canned pineapple for the best taste. The flavor of the pineapple should be prominent but balanced with the sweetness of the brown sugar.

It's important to drain the crushed pineapple thoroughly before using it in the recipe. Excess moisture can lead to watery batter, which might prevent your cake pops from holding their shape. After draining, consider squeezing the pineapple gently between paper towels to remove any additional liquid. The goal is to have a moist but not soggy texture that pairs perfectly with the richness of the cake.

Perfecting the Cake Batter

When mixing your cake batter, be cautious not to overmix once you incorporate the dry ingredients. Overmixing can lead to a dense cake, undermining the light and fluffy texture you want for your cake pops. Stir until just combined so that the batter retains some air, contributing to a lighter texture. If you notice lumps, that’s perfectly fine—this ensures a tender crumb once baked.

To enhance the flavor of the cake batter further, consider adding a pinch of cinnamon or nutmeg. These spices would complement the tropical flavor of pineapple nicely. You can also experiment with different types of milk, such as coconut milk, to give your cake pops an extra tropical twist.

Chilling and Storing Your Cake Pops

After you've coated your cake pops in chocolate, it's essential to chill them properly for about 15-20 minutes. This helps the chocolate set, creating a clean, glossy finish that's both pleasing to the eye and enjoyable to eat. If you live in a warmer climate, consider increasing the chilling time slightly to ensure the chocolate doesn't melt away too quickly when served.

If you have leftover cake pops, they can be stored in an airtight container in the refrigerator for up to a week. To freeze them, place the pops in a single layer on a baking sheet to harden, then transfer them to a zip-top bag. These can last for a couple of months in the freezer. Just let them thaw in the fridge before serving, and they’ll taste just as good as fresh!

Ingredients

For the Cake Pops

  • 1 cup crushed pineapple, drained
  • 1/2 cup brown sugar
  • 1/4 cup butter, melted
  • 1 cup all-purpose flour
  • 1 tsp baking powder
  • 1/2 tsp baking soda
  • 1/4 tsp salt
  • 1/2 cup sugar
  • 1 egg
  • 1/2 cup milk
  • 1 tsp vanilla extract

For the Coating

  • 1 cup semi-sweet chocolate chips
  • Sprinkles (optional)
  • Cake pop sticks

Make sure all ingredients are at room temperature for the best results!

Instructions

Prepare the Pineapple Base

Preheat your oven to 350°F (175°C). In a greased muffin tin, place a small amount of melted butter in each cup, then add brown sugar evenly. Top with crushed pineapple.

Make the Cake Batter

In a bowl, whisk together flour, baking powder, baking soda, and salt. In another bowl, beat sugar and egg until light. Gradually add milk, vanilla, and the flour mixture until just combined.

Bake the Pops

Pour the batter over the pineapple in the muffin tin. Bake for 20-25 minutes, or until a toothpick comes out clean. Allow cooling before removing from the tin.

Assemble the Pops

Once cooled, crumble the cake into a bowl, mix with a little remaining pineapple juice to form a moldable mixture. Shape into balls and insert sticks.

Coat the Pops

Melt the chocolate chips in a microwave or double boiler. Dip the cake pops in chocolate, allowing excess to drip off. Decorate with sprinkles while still wet.

Chill and Serve

Refrigerate the pops for about 15-20 minutes to set. Enjoy your delightful Pineapple Upside Down Cake Pops!

Serve chilled for the best flavor experience!

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Pro Tips

  • For an extra touch, consider adding toasted coconut to your cake pop mixture for added flavor and texture.

Serving Suggestions

These Pineapple Upside Down Cake Pops make a delightful centerpiece at tropical-themed parties or beach gatherings. Consider pairing them with a fruity punch or tropical cocktails for an elevated experience. Additionally, you can serve them with a side of whipped cream or a pineapple salsa for a fun twist. They are also a great addition to dessert tables, appealing to both kids and adults alike.

For an added layer of flavor, try drizzling some caramel sauce over the popped treats before serving. The combination of chocolate, sweet pineapple, and caramel creates an exquisite flavor explosion that is sure to impress any guest. If you're feeling adventurous, dust some flaky sea salt over the chocolate coating for a delicious contrast against the sweet toppings.

Troubleshooting Tips

If your cake pops are falling apart at the stick, the mixture may be too moist. When mixing with pineapple juice, add just enough to hold the batter together but not make it overly wet. If you encounter this issue, try adding a bit more crumbled cake to the mix to help bind it together better.

Another common problem is the chocolate coating cracking. To avoid this, ensure the cake pops are completely chilled before dipping them in chocolate. Also, melt your chocolate until it's just smooth—overheating can cause it to seize, making it hard to work with. If you prefer a thinner consistency, you can mix in a small amount of coconut oil to the melted chocolate to help smooth it out.

Questions About Recipes

→ Can I make these cake pops ahead of time?

Absolutely! You can prepare and assemble them a day in advance. Just store them in an airtight container in the refrigerator.

→ What can I use instead of pineapple?

You can substitute with chopped peaches or cherries for a different flavor twist!

→ How do I store leftover cake pops?

Store them in an airtight container in the fridge for up to 5 days. They also freeze well for up to 1 month.

→ Can I use different types of chocolate for coating?

Yes, you can use white chocolate or dark chocolate, depending on your preference. Just make sure it is melting chocolate for smooth coating.

Pineapple Upside Down Cake Pops

I absolutely adore these Pineapple Upside Down Cake Pops! Combining the classic flavors of a beloved dessert into a fun, pop-able treat takes me right back to my childhood. The golden pineapple, sweet caramel, and fluffy cake come together beautifully on a stick, making them perfect for parties or just a delightful snack at home. Plus, the vibrant tropical flavor is a refreshing change that never fails to impress my family and friends. I can't wait to share this recipe with you!

Prep Time20 minutes
Cooking Duration30 minutes
Overall Time50 minutes

Created by: Andrea

Recipe Type: Deluxe Baking Inspirations

Skill Level: Intermediate

Final Quantity: 24 pops

What You'll Need

For the Cake Pops

  1. 1 cup crushed pineapple, drained
  2. 1/2 cup brown sugar
  3. 1/4 cup butter, melted
  4. 1 cup all-purpose flour
  5. 1 tsp baking powder
  6. 1/2 tsp baking soda
  7. 1/4 tsp salt
  8. 1/2 cup sugar
  9. 1 egg
  10. 1/2 cup milk
  11. 1 tsp vanilla extract

For the Coating

  1. 1 cup semi-sweet chocolate chips
  2. Sprinkles (optional)
  3. Cake pop sticks

How-To Steps

Step 01

Preheat your oven to 350°F (175°C). In a greased muffin tin, place a small amount of melted butter in each cup, then add brown sugar evenly. Top with crushed pineapple.

Step 02

In a bowl, whisk together flour, baking powder, baking soda, and salt. In another bowl, beat sugar and egg until light. Gradually add milk, vanilla, and the flour mixture until just combined.

Step 03

Pour the batter over the pineapple in the muffin tin. Bake for 20-25 minutes, or until a toothpick comes out clean. Allow cooling before removing from the tin.

Step 04

Once cooled, crumble the cake into a bowl, mix with a little remaining pineapple juice to form a moldable mixture. Shape into balls and insert sticks.

Step 05

Melt the chocolate chips in a microwave or double boiler. Dip the cake pops in chocolate, allowing excess to drip off. Decorate with sprinkles while still wet.

Step 06

Refrigerate the pops for about 15-20 minutes to set. Enjoy your delightful Pineapple Upside Down Cake Pops!

Extra Tips

  1. For an extra touch, consider adding toasted coconut to your cake pop mixture for added flavor and texture.

Nutritional Breakdown (Per Serving)

  • Calories: 180 kcal
  • Total Fat: 7g
  • Saturated Fat: 4g
  • Cholesterol: 30mg
  • Sodium: 100mg
  • Total Carbohydrates: 30g
  • Dietary Fiber: 1g
  • Sugars: 20g
  • Protein: 2g