Pineapple Upside-Down Cheesecake Delights

Hey lovely! So you’re in for a treat — trust me on this. We’re talking about the *Pineapple Upside-Down Cheesecake Delights* today. It’s a dreamy combo of that classic pineapple upside-down cake we all remember from our childhood, smashed together with a rich cheesecake. It’s like two fabulous worlds colliding, resulting in a mouthful of “holy-moly-please-give-me-more.”
Honestly, it’s pretty much taken over our family gatherings. Picture this: you serve it on a Sunday after dinner, and everyone’s too busy shoveling it in to even remember what they were talking about. My husband keeps pushing for me to make this more often. Every time it’s our turn to bring dessert, the little ones start with a persistent chorus of “Pineapple cake, pineapple cake!” And here I am, the sucker who can’t say no.
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Why You’ll Love This Pineapple Upside-Down Cheesecake Delights
1. It’s like having two desserts in one. More for your taste buds to love.
2. Also, who doesn’t love a good retro classic done up with a modern twist?
3. Crazy easy to make yet impresses like you’ve slaved away for hours in the kitchen.
4. You get to play around with layers. Feels like edible art, honestly.
5. Sweet, tangy, creamy… it hits every craving.
How to Make It
Now, grab a comfy seat (or stand, dance around the kitchen like I do) and let’s tackle this beauty. Start with your base, the cake part. Try not to eat too much of it raw… or do, I usually sneak a bite or two. Layer your pineapples with a little sugar. Now, don’t you worry if it bubbles up a bit more than expected — I call it character.
For the cheesecake layer, we want smooth and luscious. If your baby or cat suddenly wants attention while you’re mixing, it’s cool. Just pop it back in the mixer; life happens, right? The layers will work their magic in the oven. Breathe in the smell, it’s your first reward!
Ingredient Notes
– Pineapple: Fresh is fab, but if you must grab canned, don’t forget to drain, drain, drain!
– Cream Cheese: Full-fat is where it’s at. Don’t skip or you’ll melt like sad butter.
– Sugar: Once, I ran out and threw in some maple syrup — let’s just say, not bad at all.
Recipe Steps:
1. Preheat oven to 350°F (175°C). Butter a baking dish.
2. Arrange pineapple slices at the bottom, sprinkle with sugar.
3. Mix cake layer ingredients; pour over pineapple.
4. Blend cheesecake layer until smooth; spread atop the cake layer.
5. Bake for about 45-50 mins until the top is absolutely irresistible.
6. Let it cool for a bit (torturous, I know), then flip gently!
What to Serve It With
Tips & Mistakes
– If it falls apart a little while flipping, own it. Rustic!
– Serve it with a dollop of whipped cream or ice cream. Seriously, do it.
Storage Tips
Okay, real talk. Pop leftovers in an airtight container and shove ’em in the fridge. If you’ve got restraint, you can even enjoy it cold — it’s like morning cheesecake joy. But fair warning, don’t expect it to last long.
Variations and Substitutions
Substitute maple syrup for sugar if you’re out or feeling fancy. Once, I swapped in some coconut flakes for flair — no one complained! When you’re fresh out of options, go for canned anything — it’ll still taste great, promise.
Frequently Asked Questions

Pineapple Upside-Down Cheesecake Delights
Ingredients
Main Ingredients
- 1 can(s) (20 oz) pineapple slices
- 0.75 cup brown sugar
- 0.5 cup unsalted butter melted
- 24 oz cream cheese softened
- 1 cup granulated sugar
- 3 large eggs
- 1.5 cups graham cracker crumbs
- 0.25 cup granulated sugar for crust
- 0.5 cup unsalted butter melted, for crust
- 1 tsp vanilla extract
Instructions
Preparation Steps
- Preheat the oven to 350°F (175°C). In a 9-inch round cake pan, spread the melted butter evenly and sprinkle the brown sugar over it. Arrange pineapple slices on top of the sugar in a single layer.
- In a bowl, combine graham cracker crumbs, 0.25 cup sugar, and 0.5 cup melted butter. Press the mixture firmly over the pineapple layer. Bake for 10 minutes, then remove from oven.
- In a large mixing bowl, beat cream cheese and 1 cup sugar until smooth. Add eggs one at a time, then blend in vanilla extract.
- Pour the cream cheese mixture over the crust and pineapple in the pan. Bake for 40-45 minutes or until the center is almost set.
- Allow the cheesecake to cool in the pan on a wire rack, then refrigerate for at least 4 hours before serving.
Notes
Featured Comments
“Impressed! Clear steps and so flavorful results. Perfect for busy nights.”
“New favorite here — family favorite. crowd-pleaser was spot on.”
“Super easy and absolutely loved! My family asked for seconds. Saving this one.”
“New favorite here — will make again. creamy was spot on.”
“This crowd-pleaser recipe was will make again — the creamy really stands out. Thanks!”
“This crowd-pleaser recipe was turned out amazing — the creamy really stands out. Thanks!”