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Mini Pineapple Upside-Down Cheesecakes: 9 Joyful Bites

Posted on November 23, 2025

Posted by Georgina sami

Oh, let me tell you about these Mini Pineapple Upside-Down Cheesecakes! They’re a delightful twist on the classic dessert we all know and love. Just imagine a creamy cheesecake base, topped with sweet, caramelized pineapple and a cherry right on top—how can you resist? It’s like the perfect little party in every bite! I love making these for gatherings because they’re not just delicious; they also look so cute and inviting. Trust me, once you try them, you’ll be hooked on this fun, individual-sized version of the traditional pineapple upside-down cake. They’re super easy to whip up, and I know you’re going to love them as much as I do!

Mini Pineapple Upside-Down Cheesecakes - detail 1

Ingredients List

(Tip: You’ll find the full list of ingredients and measurements in the recipe card below.)

  • 1 cup crushed graham crackers
  • 1/4 cup melted butter
  • 2 cups cream cheese (softened to room temperature)
  • 1/2 cup granulated sugar
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • 1 can pineapple slices (in juice, drained)
  • 8 maraschino cherries
  • 1/4 cup brown sugar (for sprinkling on top)

How to Prepare Mini Pineapple Upside-Down Cheesecakes

  1. First things first, preheat your oven to 350°F (175°C). You want it nice and toasty for those cheesecakes!
  2. In a mixing bowl, combine the crushed graham crackers and melted butter. Give it a good stir until it’s all mixed up and looks like wet sand. This will be the base of your cheesecakes!
  3. Now, take a muffin tin and press the graham cracker mixture firmly into the bottom of each cup. I like to use the back of a measuring cup to really pack it down. It should be about 1/4 inch thick.
  4. In another bowl, beat the cream cheese and granulated sugar together until it’s super smooth and creamy. You want to get rid of any lumps here—trust me, it makes a big difference!
  5. Add in the eggs, one at a time, along with the vanilla extract. Mix just until combined. Don’t overdo it; we want a light and airy filling!
  6. Now, it’s time to place a pineapple slice right on top of each graham cracker crust. Make sure it fits nicely; this is where the magic happens!
  7. Spoon that creamy cheesecake mixture over the pineapple slices, filling each muffin cup almost to the top. Oops, try not to spill—though a little mess is all part of the fun!
  8. Sprinkle a little brown sugar on top of each cheesecake for that extra caramelized goodness. It adds a lovely sweetness that pairs perfectly with the pineapple.
  9. Pop them in the oven and bake for about 20-25 minutes, or until they’re just set. You’ll know they’re done when they don’t jiggle too much in the center.
  10. Once they’re out of the oven, let them cool in the tin for about 10 minutes. Then, carefully transfer them to a wire rack to cool completely. After that, refrigerate them for at least 2 hours before serving. This chilling time is key for the best flavor and texture!

Nutritional Information

Before we dive into the deliciousness, let’s talk about the numbers! Just a heads up, the nutrition values can vary based on the specific ingredients and brands you use, so consider these figures as estimates. Here’s what you can expect for each Mini Pineapple Upside-Down Cheesecake:

  • Calories: 220
  • Fat: 12g
  • Saturated Fat: 7g
  • Unsaturated Fat: 4g
  • Trans Fat: 0g
  • Cholesterol: 50mg
  • Sodium: 150mg
  • Carbohydrates: 25g
  • Fiber: 1g
  • Sugar: 14g
  • Protein: 4g

So, while these little treats are definitely an indulgence, I promise they’re worth every calorie! Enjoy them as a special dessert and savor each bite!

Why You’ll Love This Recipe

  • They’re quick to prepare, so you can whip them up in no time!
  • Each step is straightforward and easy to follow, making them perfect for cooks of all skill levels.
  • The flavor is out of this world—creamy cheesecake paired with sweet, caramelized pineapple is a match made in dessert heaven!
  • These mini treats are super cute and make for an impressive presentation at any gathering.
  • They’re perfect for portion control, so you can indulge without going overboard.
  • Leftovers? No problem! They keep well in the fridge and are just as delicious the next day!

Tips for Success

Alright, let’s make sure your Mini Pineapple Upside-Down Cheesecakes turn out absolutely perfect! Here are some of my top tips and tricks to avoid any hiccups along the way:

  • Use softened cream cheese: This is a game-changer! Make sure your cream cheese is at room temperature before you start mixing. It’ll blend so much smoother, and you won’t have any lumps in your filling.
  • Don’t overmix: When you add the eggs to the cheesecake mixture, just mix until combined. Overmixing can incorporate too much air, leading to cracks in your cheesecakes as they bake. We want them light and fluffy, not puffy!
  • Watch the baking time: Every oven is slightly different, so keep an eye on your cheesecakes as they bake. They’re ready when the edges are set but the centers still have a slight jiggle. They’ll firm up as they cool!
  • Chill them well: Allowing your cheesecakes to chill for at least 2 hours is essential. This helps them to set properly and enhances all those delicious flavors. Plus, they taste even better when they’re nice and cold!
  • Experiment with toppings: While the cherries are classic, don’t hesitate to get creative with your toppings! Toasted coconut, chopped nuts, or even a drizzle of caramel sauce can elevate these little beauties to the next level.
  • Be careful with the pineapple: If you’re using fresh pineapple, make sure to slice it evenly so it fits perfectly on your crusts. Too thick, and it might overpower the cheesecake; too thin, and it could get lost!

With these tips, you’ll be a Mini Pineapple Upside-Down Cheesecake pro in no time. Happy baking!

Variations

If you’re feeling adventurous (which I totally encourage!), there are so many fun ways to mix things up with these Mini Pineapple Upside-Down Cheesecakes. Here are a few ideas to get your creative juices flowing:

  • Mango Bliss: Swap out the pineapple for fresh or canned mango slices. The tropical flavor is just as delightful!
  • Berry Delight: Use a mix of fresh berries like strawberries, blueberries, or raspberries on top. They add a pop of color and a burst of tangy flavor!
  • Coconut Cream: Mix shredded coconut into the cheesecake filling or sprinkle it on top for a tropical twist that pairs beautifully with the pineapple.
  • Peachy Keen: Fresh peaches or canned peach slices make a wonderful alternative. Just imagine that sweet, juicy flavor dancing with the creamy cheesecake!
  • Nutty Addition: Fold in some crushed walnuts or pecans into the cheesecake mixture for a nice crunch. It adds a lovely texture contrast!
  • Chocolate Drizzle: For a decadent touch, drizzle melted chocolate over the top before serving. It’s a rich complement to the sweet pineapple!

The possibilities are endless! Feel free to experiment and find your favorite combination. Each variation will bring its own unique flair to this classic dessert, and I can’t wait to hear what you come up with!

Serving Suggestions

Now that you’ve got these delightful Mini Pineapple Upside-Down Cheesecakes ready to go, let’s talk about how to serve them up for maximum enjoyment! I love pairing these little gems with a few delicious accompaniments to really elevate the experience.

  • Coconut Whipped Cream: A dollop of coconut whipped cream on top is like a tropical vacation in every bite! The light, airy texture complements the cheesecake perfectly.
  • Vanilla Ice Cream: Serve a scoop of creamy vanilla ice cream on the side for that classic dessert combo. The contrast of warm and cold is just heavenly!
  • Fresh Fruit Salad: A refreshing fruit salad with berries, melons, and maybe a hint of mint adds a light touch to balance the richness of the cheesecakes.
  • Caramel Sauce: Drizzle some warm caramel sauce over the top for an indulgent finish. It adds another layer of sweetness that pairs beautifully with the pineapple.
  • Herbal Tea: For a cozy touch, serve these cheesecakes with a nice cup of herbal tea—like chamomile or mint—to cleanse the palate and enhance the flavors.
  • Sparkling Water: If you’re looking for something refreshing, a glass of sparkling water with a squeeze of lime or lemon will keep things light and zesty!

These serving suggestions can help create a delightful dessert spread that’ll impress your friends and family. Enjoy mixing and matching to find your perfect pairing! Happy serving!

Storage & Reheating Instructions

Now that you’ve whipped up these delicious Mini Pineapple Upside-Down Cheesecakes, you might be wondering how to store any leftovers (if there are any!) and how to enjoy them later. I’ve got you covered!

To store your cheesecakes, simply place them in an airtight container and pop them in the refrigerator. They’ll stay fresh for up to 5 days, so you can enjoy them throughout the week. Just make sure to keep them covered, so they don’t dry out or absorb any unwanted odors from the fridge.

If you want to keep them for a longer period, you can also freeze them! Just wrap each cheesecake tightly in plastic wrap and then place them in a freezer-safe container. They’ll last up to 2 months in the freezer. When you’re ready to indulge again, simply transfer them to the fridge to thaw overnight. No need to reheat—these little treats are best served chilled, and they’ll taste just as delightful as the day you made them!

So, whether you’re enjoying them fresh or savoring leftovers, these cheesecakes are sure to bring a smile to your face. Happy storing!

FAQ Section

Can I use fresh pineapple instead of canned?
Absolutely! Fresh pineapple can bring a vibrant flavor to your Mini Pineapple Upside-Down Cheesecakes. Just make sure to slice it evenly and remove the core for the best results.

How do I know when my cheesecakes are done baking?
You’ll want to look for the edges to be set while the centers still have a slight jiggle. They’ll firm up as they cool, so don’t worry if they still look a little soft when you take them out of the oven!

Can I make these cheesecakes ahead of time?
Yes, you can! These Mini Pineapple Upside-Down Cheesecakes are perfect for making a day or two in advance. Just be sure to chill them in the fridge for at least 2 hours before serving for the best flavor and texture.

What can I use instead of graham crackers for the crust?
If you’re looking for a gluten-free option, try using crushed almonds or gluten-free cookies instead! You can also experiment with digestive biscuits for a different flavor profile.

Can I freeze these cheesecakes?
Definitely! Just wrap each Mini Pineapple Upside-Down Cheesecake tightly in plastic wrap and store them in a freezer-safe container. They’ll keep well for up to 2 months. When you’re ready to enjoy, let them thaw in the fridge overnight. Enjoy your frozen treats!

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Mini Pineapple Upside-Down Cheesecakes

Mini Pineapple Upside-Down Cheesecakes: 9 Joyful Bites


  • Author: georgina
  • Total Time: 2 hours 45 minutes
  • Yield: 12 mini cheesecakes 1x
  • Diet: Vegetarian

Description

Mini Pineapple Upside-Down Cheesecakes are a delightful twist on the classic dessert. These individual treats feature a creamy cheesecake base topped with caramelized pineapple and a cherry.


Ingredients

Scale
  • 1 cup crushed graham crackers
  • 1/4 cup melted butter
  • 2 cups cream cheese
  • 1/2 cup sugar
  • 2 eggs
  • 1 teaspoon vanilla extract
  • 1 can pineapple slices
  • 8 maraschino cherries
  • 1/4 cup brown sugar

Instructions

  1. Preheat your oven to 350°F (175°C).
  2. Mix crushed graham crackers and melted butter in a bowl.
  3. Press the mixture into the bottom of muffin tins.
  4. In another bowl, beat cream cheese and sugar until smooth.
  5. Add eggs and vanilla extract, mix well.
  6. Place a pineapple slice on top of each crust.
  7. Spoon cheesecake mixture over the pineapple.
  8. Sprinkle brown sugar on top of the cheesecakes.
  9. Bake for 20-25 minutes or until set.
  10. Cool and refrigerate before serving.

Notes

  • Use fresh pineapple for a more vibrant flavor.
  • Allow cheesecakes to chill for at least 2 hours before serving.
  • Top with whipped cream if desired.
  • Prep Time: 20 minutes
  • Cook Time: 25 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 cheesecake
  • Calories: 220
  • Sugar: 14g
  • Sodium: 150mg
  • Fat: 12g
  • Saturated Fat: 7g
  • Unsaturated Fat: 4g
  • Trans Fat: 0g
  • Carbohydrates: 25g
  • Fiber: 1g
  • Protein: 4g
  • Cholesterol: 50mg

Keywords: Mini Pineapple Upside-Down Cheesecakes, cheesecakes, pineapple dessert

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