If you love classic desserts with a fun and flavorful twist, you are going to adore this Mini Pineapple Upside-down Cheesecakes Recipe. Imagine the rich creaminess of cheesecake paired with the vibrant sweetness of caramelized pineapple and just the right touch of buttery sugar glaze. These bite-sized delights bring together the nostalgic charm of pineapple upside-down cake and the smooth decadence of cheesecake in perfect harmony. Whether served at a party or as a special treat for yourself, these mini cheesecakes will brighten up any dessert table and have everyone asking for your secret recipe.

Ingredients You’ll Need
Keeping the ingredient list simple but purposeful is the secret to getting the authentic taste and texture of these Mini Pineapple Upside-down Cheesecakes. Each ingredient plays a vital role, whether it’s creating that luscious, creamy base or delivering the signature caramelized topping.
- Pineapple: Fresh or canned pineapple rings or chunks provide natural sweetness and a juicy, tropical flair.
- Butter: Adds a rich, silky texture and helps caramelize the sugar for that golden topping.
- Sugar: Essential for creating the caramelized glaze that gives the upside-down effect its irresistible look and taste.
- Maraschino cherries (optional): These add a festive pop of color and a little extra sweetness if you want to get fancy.
- Shredded coconut (optional for filling): Offers a mild crunch and a tropical nuance inside the creamy cheesecake.
- Various fruits for topping (e.g., peaches, strawberries): Fresh fruit adds brightness and a burst of freshness to your serving presentation.
How to Make Mini Pineapple Upside-down Cheesecakes Recipe
Step 1: Prepare the Pineapple Topping
Begin by melting butter in a saucepan over medium heat. Add the sugar and stir until it dissolves completely and starts to bubble gently. Add pineapple chunks to the pan and allow them to soak up the buttery, sugary mixture. Let them caramelize slightly for about 5 minutes, turning occasionally so they get evenly coated and golden. This step builds the signature topping flavor that sets this recipe apart.
Step 2: Cool the Pineapple Mixture
Once the pineapples are beautifully caramelized, remove the saucepan from the heat. Let the mixture cool slightly so it thickens and becomes easier to handle when adding on top of the cheesecakes. Cooling also helps preserve the texture so your mini cheesecakes won’t get soggy.
Step 3: Assemble the Cheesecakes
After preparing your creamy cheesecake base and chilling it thoroughly in mini molds or muffin tins, carefully spoon the cooled pineapple topping over each cheesecake. This layering ensures that every bite delivers that perfect balance of smooth cream and fruity glaze.
Step 4: Add Finishing Touches
If you’re feeling festive, place a maraschino cherry on top of each mini cheesecake. It’s a simple addition that instantly makes the dessert look party-ready while adding that little pop of sweetness and color everyone loves.
How to Serve Mini Pineapple Upside-down Cheesecakes Recipe

Garnishes
These mini cheesecakes shine with just a cherry on top, but you can elevate the presentation by adding a few toasted coconut flakes or a light drizzle of honey. Fresh mint leaves also make a refreshing garnish that contrasts nicely with the tropical sweetness.
Side Dishes
A scoop of vanilla ice cream or some lightly whipped cream pairs beautifully with Mini Pineapple Upside-down Cheesecakes. The cold creaminess contrasts the tangy pineapple topping and the dense cheesecake perfectly, creating a well-rounded dessert experience.
Creative Ways to Present
Try serving these mini delights on a decorative platter with assorted fresh fruits scattered around for a colorful, inviting display. You can also place each cheesecake in little glass jars for an elegant presentation, perfect for gatherings or gifts.
Make Ahead and Storage
Storing Leftovers
You can store any leftover Mini Pineapple Upside-down Cheesecakes in an airtight container in the refrigerator for up to 3 days. The flavors actually meld nicely after a day, making leftovers just as delicious.
Freezing
If you want to keep these treats longer, freeze them on a baking sheet first, then wrap individually in plastic wrap and place in a freezer-safe container. They can be frozen for up to 2 months. Thaw overnight in the fridge before serving.
Reheating
It’s best to enjoy these cheesecake bites chilled, but if you prefer, allow them to come to room temperature for about 20 minutes before serving. Avoid microwaving as it could alter the texture and melt the cheesecake filling.
FAQs
Can I use canned pineapple instead of fresh?
Absolutely! Canned pineapple works wonderfully and often has the advantage of being softer and perfectly sweet, which helps create that lovely caramelized topping effortlessly.
Is it necessary to chill the cheesecakes before adding the pineapple topping?
Yes, chilling the cheesecakes helps the filling set properly. Adding the warm pineapple topping to a cold cheesecake keeps the texture intact and prevents it from melting or becoming watery.
Can I make this recipe gluten-free?
This particular recipe focuses on cheesecake and fruit, so it’s naturally gluten-free as long as any crust you use is made from gluten-free ingredients or omitted.
What if I don’t like maraschino cherries?
No problem at all! The cherries are optional. You can leave them off, or try fresh berries or small pieces of other favorite fruits for garnish instead.
How long does it take to make these Mini Pineapple Upside-down Cheesecakes?
While the recipe requires about 2 hours including chilling time, most of that is hands-off time while the cheesecake sets. Active prep is quite manageable, making it great for a relaxed weekend baking session.
Final Thoughts
There is something truly special about this Mini Pineapple Upside-down Cheesecakes Recipe that feels both nostalgic and fresh. Its delightful combination of creamy cheesecake with that luscious caramelized pineapple topping makes it a standout dessert to share with friends and family. Give it a try—you may just find your new favorite sweet treat to brighten up any occasion.
Print
Mini Pineapple Upside-down Cheesecakes Recipe
- Prep Time: 30 minutes
- Cook Time: 25 minutes
- Total Time: 2 hours 55 minutes
- Yield: 12 servings
- Category: Dessert
- Method: Baking
- Cuisine: American
- Diet: Vegetarian
Description
These Mini Pineapple Upside-down Cheesecakes offer a delightful twist on the classic pineapple upside-down cake by combining the rich creaminess of cheesecake with a buttery, caramelized pineapple topping. Perfect for individual servings, they feature a luscious filling, optional shredded coconut for texture, and an eye-catching fruit garnish, making them an impressive yet easy-to-make dessert for any occasion.
Ingredients
For the Pineapple Topping
- 1 cup pineapple chunks
- 3 tablespoons butter
- 1/4 cup brown sugar
- 12 maraschino cherries (optional)
- 1/4 cup shredded coconut (optional for filling)
For the Cheesecake Filling
- 16 ounces cream cheese, softened
- 2/3 cup granulated sugar
- 2 large eggs
- 1 teaspoon vanilla extract
- 1/4 cup sour cream
For Topping
- Assorted fresh fruits (e.g., sliced peaches, strawberries)
Instructions
- Prepare the Pineapple Topping: In a saucepan, melt butter over medium heat. Add brown sugar and pineapple chunks, allowing the mixture to cook and soak up the buttery sweetness for about 5 minutes until slightly caramelized. Remove from heat and let it cool slightly.
- Make the Cheesecake Filling: In a large mixing bowl, beat softened cream cheese with granulated sugar until smooth. Add eggs one at a time, mixing well after each addition. Stir in vanilla extract and sour cream until fully combined. If desired, fold in shredded coconut for added texture.
- Assemble Mini Cheesecakes: Spoon the cheesecake filling into muffin tins lined with paper liners or lightly greased. Bake at 325°F (163°C) for approximately 20-25 minutes or until the centers are set but still slightly jiggly. Remove from oven and cool to room temperature before refrigerating for at least 2 hours or until fully chilled.
- Add the Pineapple Topping: Once the mini cheesecakes are chilled, carefully spoon the cooled pineapple topping over each cheesecake. Add a maraschino cherry on top of each for a decorative and festive touch if desired.
- Garnish with Fresh Fruit: Decorate each mini cheesecake with slices of assorted fresh fruits such as peaches and strawberries to add bright color and fresh flavor.
- Serve and Enjoy: Serve these mini pineapple upside-down cheesecakes chilled. They make perfect individual desserts for parties or special occasions.
Notes
- Make sure the cream cheese is softened to room temperature for a smooth filling without lumps.
- Do not overbake the cheesecakes; the centers should be slightly jiggly to avoid dryness.
- You can substitute maraschino cherries with fresh cherries or omit them entirely based on preference.
- For an extra tropical flavor, sprinkle shredded coconut inside the cheesecake filling and on top.
- Refrigerate cheesecakes for at least 2 hours to ensure proper setting before adding toppings.

