Mini Pineapple Upside-Down Cheesecakes
Welcome to my kitchen! Today, I’m sharing my Mini Pineapple Upside-Down Cheesecakes, a dessert that’s always a hit at gatherings. I first tried a version of this at a summer potluck years ago, and I couldn’t stop thinking about how the tangy pineapple perfectly balanced the rich, creamy cheesecake. That experience inspired me to create my own twist on these individual pineapple cheesecakes, and they’ve been a staple in my dessert rotation ever since. This recipe is perfect for anyone who loves an easy pineapple dessert and wants something delicious, impressive, and surprisingly simple to bake.
What makes these little beauties so special? They combine the nostalgic charm of pineapple upside-down cake with the luxurious texture of cheesecake, all in perfectly portioned servings. No need to slice and serve—each guest gets their own gorgeous mini dessert. The caramelized pineapple topping glistens beautifully, while the graham cracker crust adds just the right amount of crunch. Whether you’re hosting a dinner party, bringing dessert to a friend’s house, or simply treating yourself on a Tuesday evening, this small batch cheesecake recipe delivers big flavor without the fuss of a full-sized cake. Let’s dive in and see why these Mini Pineapple Upside-Down Cheesecakes are a must-try!
Table of Contents
Quick Recipe Facts
Prep Time: 20 minutes
Cook Time: 25 minutes
Chill Time: 3 hours
Total Time: 3 hours 45 minutes
Servings: 12 mini cheesecakes
Difficulty: Easy
Calories: ~285 per serving
This recipe is surprisingly quick and easy – perfect for busy afternoons! The hardest part is waiting for them to chill, but trust me, they’re worth the patience.
Ingredients
For these Mini Pineapple Upside-Down Cheesecakes, you’ll need simple ingredients that you might already have in your pantry. You can swap regular cream cheese with reduced-fat cream cheese for a lighter tropical dessert idea, though I prefer the full-fat version for that ultra-creamy texture. The brown sugar creates a beautiful caramel layer that makes your individual pineapple cheesecakes taste like they came from a fancy bakery.
For the Pineapple Topping:
- 3 tablespoons unsalted butter, melted
- ⅓ cup packed light brown sugar
- 12 pineapple rings (canned or fresh), drained well
- 12 maraschino cherries (optional, for classic presentation)
For the Crust:
- 1½ cups graham cracker crumbs (about 10 full crackers)
- ¼ cup granulated sugar
- 6 tablespoons unsalted butter, melted
- Pinch of salt
For the Cheesecake Filling:
- 16 ounces (2 packages) cream cheese, softened to room temperature
- ½ cup granulated sugar
- 2 large eggs, room temperature
- 1 teaspoon pure vanilla extract
- ¼ cup sour cream
- 2 tablespoons all-purpose flour
- Pinch of salt
Ingredient Notes: Room temperature ingredients are crucial for a smooth, lump-free filling. If you’re using canned pineapple, make sure to drain and pat the rings dry with paper towels—excess moisture can make your cheesecakes soggy. Fresh pineapple works beautifully too, just slice it into thin rounds.
Instructions
Step 1: Prepare Your Pan
Preheat your oven to 325°F. This lower temperature helps your Mini Pineapple Upside-Down Cheesecakes bake evenly without cracking. Line a 12-cup muffin tin with paper liners or grease generously with butter. I prefer using cupcake liners because they make removal so much easier.
Step 2: Create the Pineapple Base
In a small bowl, mix the melted butter and brown sugar until well combined. Spoon about 1 teaspoon of this mixture into the bottom of each muffin cup. Place one pineapple ring in each cup, pressing gently into the brown sugar mixture. If using cherries, place one in the center of each pineapple ring. This creates that gorgeous upside-down effect we’re after.
Step 3: Make the Crust
In a medium bowl, combine graham cracker crumbs, sugar, melted butter, and salt. Mix until the texture resembles wet sand. Press about 1 tablespoon of this mixture firmly on top of each pineapple ring, creating an even layer. Use the bottom of a small glass or measuring cup to pack it down. This crust layer adds wonderful texture to your easy pineapple dessert.
Step 4: Prepare the Cheesecake Filling
In a large bowl, beat the softened cream cheese with an electric mixer on medium speed for about 2 minutes until smooth and fluffy. Don’t skip this step—properly beaten cream cheese eliminates lumps. Add the sugar and beat for another minute. Mix in the eggs one at a time, beating just until incorporated. For a silky-smooth filling, avoid overbeating once the eggs are added.
Step 5: Add Final Filling Ingredients
Stir in the vanilla extract, sour cream, flour, and salt. Mix gently until just combined. The sour cream adds a subtle tang that balances the sweetness perfectly. The small amount of flour helps stabilize the filling so your mini cheesecakes hold their shape beautifully.
Step 6: Fill and Bake
Spoon or pipe the cheesecake filling over the crust in each muffin cup, filling them about three-quarters full. They’ll puff up slightly while baking. Bake for 22-25 minutes, until the centers are almost set but still have a slight jiggle. The edges should look set while the centers remain just a bit wobbly—they’ll firm up as they cool.
Step 7: Cool and Chill
Remove from the oven and let the cheesecakes cool in the pan for 15 minutes. Then carefully transfer them to a wire rack to cool completely to room temperature. Once cooled, refrigerate for at least 3 hours or overnight. This chilling time is essential for the perfect creamy texture.
Step 8: Invert and Serve
When ready to serve, carefully invert each cheesecake onto a serving plate. The pineapple topping should be on top with that beautiful caramelized brown sugar glaze. If any pineapple sticks to the liner, simply place it back on top. Your stunning Mini Pineapple Upside-Down Cheesecakes are ready to impress!

Pro Tips
Tip 1: Use room temperature cream cheese and eggs—this is the secret to a lump-free, velvety filling. Leave them out for about 30-45 minutes before starting.
Tip 2: Don’t overbake! The centers should still jiggle slightly when you remove them from the oven. They’ll continue setting as they cool, and overbaking can lead to cracking or a dry texture.
Tip 3: For extra tropical flavor, add ½ teaspoon of coconut extract to the cheesecake filling. It takes this small batch cheesecake recipe to another level!
Tip 4: Pat those pineapple rings completely dry. I use paper towels and really press down. Excess moisture is the enemy of a good crust.
Tip 5: Want to make these ahead? They actually taste better the next day after the flavors have melded together. Store covered in the refrigerator for up to 3 days.
Tip 6: If you don’t have a muffin tin, you can make these in a regular cupcake pan or even use ramekins for a slightly larger version. Just adjust the baking time by a few minutes.

By following these steps, you can make a stunning and tasty easy pineapple dessert. Your small batch cheesecake recipe will give you beautiful individual pineapple cheesecakes. They are sure to impress your guests.
Serving Suggestions
These individual pineapple cheesecakes are beautiful on their own, but here are some ways to make them even more special. Serve them slightly chilled or at room temperature—both ways are delicious. They pair wonderfully with a cup of strong coffee or tropical iced tea.
For an extra indulgent presentation, add a dollop of coconut whipped cream on top. You can also drizzle any remaining caramel sauce from the pan over the cheesecakes for added richness. Fresh mint leaves make a beautiful garnish that adds a pop of color.
If you’re serving these at a party, arrange them on a platter with fresh pineapple wedges and other tropical fruits like mango or kiwi. The bright colors create a stunning display that screams tropical paradise. These serving ideas truly elevate your tropical dessert idea into something memorable.
For kids, you can add colorful sprinkles around the edges or serve with rainbow sprinkles on the side. The individual portions make them perfect for birthday parties or bake sales.
Storage & Reheating
Store your leftover Mini Pineapple Upside-Down Cheesecakes in an airtight container in the refrigerator for up to 4 days. Unlike many desserts, these actually benefit from being refrigerated—it keeps them fresh and maintains that perfect creamy texture.
You can freeze these for up to 2 months. Wrap each one individually in plastic wrap, then place them all in a freezer-safe container. Thaw overnight in the refrigerator before serving. The texture stays remarkably good after freezing, making this an excellent make-ahead dessert.
There’s no need to reheat these—they’re best served cold or at room temperature. If you prefer them slightly less chilled, take them out of the fridge about 15 minutes before serving. Leftover Mini Pineapple Upside-Down Cheesecakes stay moist and delicious when stored properly in the fridge.
With these ingredients, you can make a delicious and unique mini dessert recipe. It combines the flavors of bite-sized cheesecakes and homemade pineapple upside-down cake.
Health & Nutrition Info
While these are definitely an indulgent treat, you can make some simple swaps to lighten them up. Use reduced-fat cream cheese and Greek yogurt instead of sour cream for a protein boost. You can also substitute half the sugar with a natural sweetener like coconut sugar or monk fruit sweetener.
Each mini cheesecake contains approximately 285 calories, with about 18g of fat, 26g of carbohydrates, and 4g of protein. They’re rich in calcium from the cream cheese and provide a good dose of vitamin C from the pineapple.
For a gluten-free version, use gluten-free graham crackers or crushed gluten-free cookies for the crust. The recipe works perfectly with this substitution. Dairy-free? Try using cashew cream cheese and coconut cream—the tropical flavors pair beautifully.
The pineapple adds natural enzymes and antioxidants, making this healthier than many dessert options. Of course, these are still treats meant for enjoyment in moderation, but knowing you can adjust the recipe makes it more versatile. This healthier easy pineapple dessert option is perfect for weekend celebrations or special occasions when you want something that feels special but not overly heavy.
Conclusion
These Mini Pineapple Upside-Down Cheesecakes are everything a dessert should be: delicious, beautiful, and surprisingly easy to make. The combination of caramelized pineapple, buttery graham cracker crust, and creamy cheesecake filling creates the perfect balance of flavors and textures. They’re ideal for any occasion—from casual family dinners to elegant dinner parties.
What I love most about this recipe is how it takes two classic desserts and combines them into something new and exciting. The individual portions eliminate the stress of slicing and serving, and everyone loves having their own personal dessert. Plus, they look absolutely stunning on a dessert table.
Try this Mini Pineapple Upside-Down Cheesecakes recipe and let me know how it turned out! I’d love to hear about any creative twists you added or how your family reacted to these tropical treats. Leave a comment below, rate the recipe, or share a photo on social media—tag me so I can see your beautiful creations!
Looking for more tropical desserts? Check out my Coconut Lime Bars, Mango Cheesecake Bites, or Classic Pineapple Upside-Down Cake for more fruity inspiration. Happy baking!
FAQ
Can I freeze these Mini Pineapple Upside-Down Cheesecakes?
Yes, your Mini Pineapple Upside-Down Cheesecakes can be frozen for up to 2 months. Wrap each one individually in plastic wrap, then store them in an airtight container. Thaw overnight in the refrigerator before serving. The texture remains wonderfully creamy after freezing.
What if I don’t have a muffin tin?
No problem! You can use individual ramekins or a cupcake pan. For ramekins, you’ll get about 8-10 slightly larger cheesecakes. Just add 3-5 minutes to the baking time and watch for that gentle jiggle in the center.
Can I make these ahead of time?
Absolutely! These actually taste better when made a day ahead. The flavors have time to develop and meld together. Prepare them up to 2 days in advance and store covered in the refrigerator. Invert them just before serving for the best presentation.
How can I adjust the sweetness?
If you find them too sweet, reduce the sugar in the filling by 2 tablespoons. You can also use unsweetened pineapple and skip the cherry. For a tangier version, add an extra tablespoon of sour cream or a teaspoon of lemon juice to the filling.
Can I use fresh pineapple instead of canned?
Yes! Fresh pineapple works beautifully. Slice it into thin rounds about ¼-inch thick. Make sure to pat them very dry with paper towels since fresh pineapple contains more moisture than canned. The flavor will be even more vibrant and fresh.
Why did my cheesecakes crack?
Cracking usually happens from overbaking or sudden temperature changes. Make sure to remove them when they still have a slight jiggle in the center. Let them cool gradually—don’t put them straight from the oven into the fridge. The low oven temperature in this recipe helps prevent cracking.
Can I make these without the pineapple topping?
While the pineapple is what makes these special, you could substitute other fruits like peaches, cherries, or even caramelized bananas. The basic cheesecake recipe is versatile enough to work with various toppings.
What’s the best way to get them out of the pan?
Using cupcake liners makes this so much easier—just peel them away after inverting. If you greased the pan directly, run a thin knife around the edges before inverting. Make sure they’re completely chilled first, as this helps them release more cleanly.
Have You Tried Our Recipe?
There are no reviews yet. Be the first one to write one.
