Cheesecake Filled Pineapple Upside Down Cake

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Cheesecake Filled Pineapple Upside Down Cake: A Tropical Twist on a Classic Favorite

If you’re on the hunt for a dessert that’s both indulgent and a little adventurous, look no further than this Cheesecake Filled Pineapple Upside Down Cake! Imagine the luscious, creamy goodness of cheesecake nestled between a moist cake base and adorned with caramelized pineapple. It’s the perfect treat to bring to a summer barbecue, family gathering, or just to brighten up a weekend at home! Trust me; your taste buds will be throwing a tropical fiesta.

Why You’ll Love This Cheesecake Filled Pineapple Upside Down Cake

Okay, let’s talk about why this recipe is an absolute game changer. It marries two classic desserts: the rich, velvety cheesecake and the nostalgic pineapple upside-down cake. It’s sweet, it’s fruity, and guess what? It’s surprisingly easy to whip up! Plus, it’s a showstopper that’ll have your family and friends wondering if you’ve suddenly become a pastry chef. #GoalAchieved

Ingredients

You’ll need the following ingredients to create this culinary masterpiece:

For the Pineapple Topping:

  • 1 can (20 oz) sliced pineapple, drained
  • ½ cup packed brown sugar
  • ¼ cup unsalted butter
  • Maraschino cherries (optional for a pop of color!)

For the Cheesecake Filling:

  • 8 oz cream cheese, softened
  • ½ cup granulated sugar
  • 1 tsp vanilla extract
  • 1 large egg

For the Cake:

  • 1 ½ cups all-purpose flour
  • 2 tsp baking powder
  • ½ tsp salt
  • ¾ cup unsalted butter, softened
  • 1 cup granulated sugar
  • 3 large eggs
  • 1 tsp vanilla extract
  • ½ cup milk

Steps to Sweet Success

Ready to dive into the sweet world of baking? Let’s go!

1. Prepare the Pineapple Topping

  1. In a saucepan over medium heat, melt ¼ cup of butter and stir in ½ cup of brown sugar until combined.
  2. Once melted and bubbling, add the drained pineapple slices, letting them caramelize for about 5 minutes. Just enough time to fill your kitchen with the sweet aroma of heaven.
  3. Arrange the caramelized pineapple slices in a single layer on the bottom of a greased 9-inch round cake pan. Place a cherry in the center of each pineapple slice for that classic look!

2. Make the Cheesecake Filling

  1. In a mixing bowl, combine the softened cream cheese, ½ cup granulated sugar, vanilla extract, and egg. Beat until smooth and dreamy, making sure no lumps are lurking.
  2. Set aside that creamy goodness while you move on to the cake batter.

3. Bake the Cake

  1. Preheat your oven to 350°F (175°C).
  2. In a separate large bowl, whisk together the flour, baking powder, and salt.
  3. In another mixing bowl, cream together ¾ cup of softened butter and 1 cup of granulated sugar until fluffy (about 3-5 minutes).
  4. Beat in three eggs, one at a time, and add the vanilla. Gradually mix in the flour mixture followed by the milk until well combined.
  5. Pour half of the cake batter over the caramelized pineapple in the cake pan. Spread the cheesecake filling evenly on top, and then pour the remaining cake batter over the filling.

4. Bake & Cool

  1. Bake for 45-50 minutes or until a toothpick comes out clean from the center.
  2. Let it cool in the pan for about 20 minutes, then gently invert it onto a serving plate. Oh sweet success, look at that beauty!

Cooking Tips

  • Butter vs. Margarine: I know it can be tempting to swap out butter for margarine, but I say stick with real butter for that rich flavor that melts in your mouth.
  • Cool Down: Allowing the cake to cool before flipping is key; if you rush it, you might end up with a pineapple disaster instead of a tropical beauty. Trust me, it’s worth the wait!

Personal Anecdote

This cheesecake-filled wonder became a must-have at our family gatherings after my sister Patricia introduced it. I still remember the looks on everyone’s faces when they took their first bites; pure delight! It’s now the go-to dessert at any celebration—when in doubt, make this cake!

FAQs About Cheesecake Filled Pineapple Upside Down Cake

Can I substitute cream cheese?
Yes! You can use mascarpone cheese for a different flavor, but the texture may change slightly.

How do I store leftovers?
This delicious cake can be stored in the fridge for about 3-4 days in an airtight container. Good luck keeping it around that long!

Can I make this ahead of time?
Absolutely! You can make it the day before serving; just make sure to store it properly in the fridge.

Make Memories, One Slice at a Time

With this Cheesecake Filled Pineapple Upside Down Cake, you’re not just baking a dessert; you’re creating moments and memories that will last forever. This delightful twist on a classic is bound to steal the spotlight at your next gathering. So, roll up those sleeves, gather your ingredients, and let’s make some magic happen in the kitchen. I can’t wait to hear how it turns out!

For more delightful treats, don’t forget to check out my recipe for Classic Chocolate Chip Cookies or learn some Expert Baking Tips to elevate your next culinary adventure!


Meta Description

Cheesecake Filled Pineapple Upside Down Cake is the perfect recipe for impressive yet easy desserts. Quick, delicious, and sure to wow your guests!


Happy baking, and remember, life is short—eat dessert first! 🍰

Cheesecake Filled Pineapple Upside Down Cake

A delicious blend of creamy cheesecake and a classic pineapple upside down cake, perfect for summer gatherings.
Prep Time 20 minutes
Cook Time 50 minutes
Total Time 1 hour 10 minutes
Servings: 8 servings
Course: Dessert, Sweet Treat
Cuisine: American, Tropical
Calories: 320

Ingredients
  

For the Pineapple Topping
  • 1 can (20 oz) sliced pineapple, drained
  • ½ cup packed brown sugar
  • ¼ cup unsalted butter
  • to taste Maraschino cherries (optional for a pop of color)
For the Cheesecake Filling
  • 8 oz cream cheese, softened
  • ½ cup granulated sugar
  • 1 tsp vanilla extract
  • 1 large egg
For the Cake
  • 1 ½ cups all-purpose flour
  • 2 tsp baking powder
  • ½ tsp salt
  • ¾ cup unsalted butter, softened
  • 1 cup granulated sugar
  • 3 large eggs
  • 1 tsp vanilla extract
  • ½ cup milk

Method
 

Preparation
  1. In a saucepan over medium heat, melt ¼ cup of butter and stir in ½ cup of brown sugar until combined.
  2. Add the drained pineapple slices, letting them caramelize for about 5 minutes.
  3. Arrange the caramelized pineapple slices in a single layer on the bottom of a greased 9-inch round cake pan. Place a cherry in the center of each pineapple slice for that classic look!
Make the Cheesecake Filling
  1. In a mixing bowl, combine the softened cream cheese, ½ cup granulated sugar, vanilla extract, and egg. Beat until smooth and creamy.
  2. Set aside the cheesecake filling.
Bake the Cake
  1. Preheat your oven to 350°F (175°C).
  2. In a separate large bowl, whisk together the flour, baking powder, and salt.
  3. Cream together ¾ cup of softened butter and 1 cup of granulated sugar until fluffy (about 3-5 minutes).
  4. Beat in three eggs, one at a time, and add the vanilla.
  5. Gradually mix in the flour mixture followed by the milk until well combined.
  6. Pour half of the cake batter over the caramelized pineapple in the cake pan. Spread the cheesecake filling evenly on top, and then pour the remaining cake batter over the filling.
Bake & Cool
  1. Bake for 45-50 minutes or until a toothpick comes out clean from the center.
  2. Let it cool in the pan for about 20 minutes, then gently invert it onto a serving plate.

Notes

Use real butter for better flavor. Allow the cake to cool before inverting to avoid damage.

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