Mini Pineapple Upside-Down Cheesecakes

Featured in Sweet Moments of Joy.

Mini Pineapple Upside-Down Cheesecakes pair a crunchy graham cracker foundation with luscious cream cheese filling and tangy baked pineapple. Each bite features distinct layers, from rich vanilla-scented base to a burst of fruity topping, finished with a drizzle of caramel sauce. Preparation involves mixing graham crumbs and butter for the base, smoothing a creamy, egg-enriched batter, and topping with well-drained pineapple before baking. Cooling and chilled refrigeration help set the cheesecakes perfectly. Serve with a final touch of caramel for tropical, bite-sized treats perfect for gatherings or special occasions.

Barbara Chef
Updated on Wed, 28 May 2025 11:52:29 GMT
A slice of cake with a cherry on top. Pin it
A slice of cake with a cherry on top. | gracefulflavors.com

These mini pineapple upside-down cheesecakes are my go-to treat for picnics or holiday gatherings when I want something creamy and tropical that looks as special as it tastes. You get the magic of caramelized pineapple and classic cheesecake in a portable little bite—friends always say they look like sunshine on a plate.

The first time I made these was for a family barbecue and they disappeared before I could even set down the tray. Now everyone expects a batch whenever something fun is happening.

Ingredients

  • Graham cracker crumbs: This forms the crunchy base that keeps things light rather than heavy. Crushing your own crackers gives a fresh taste and a texture that holds up well
  • Melted butter: The secret to a crumb that sticks together instead of falling apart. Always melt just before mixing so it blends evenly
  • Cream cheese: Full-fat for the best creamy tang. Soften it by leaving out for an hour before baking to avoid lumps
  • Granulated sugar: Adds the right sweetness to balance the pineapple and cream cheese. Look for fine white sugar to mix smoothly
  • Large eggs: These bring everything together so your cheesecakes set up perfectly. Use fresh eggs for the brightest flavor
  • Vanilla extract: The aromatic boost that deepens flavor. Real extract is always worth it for desserts
  • Pineapple chunks: Pineapple brings a sunny sweetness. Take care to drain thoroughly on paper towels so your cheesecakes are never soggy
  • Caramel sauce: This adds a buttery finish and really brings out the tropical notes. A thick sauce gives a beautiful drizzle without running off

Step-by-Step Instructions

Preheat the oven:
Set your oven to 350 degrees Fahrenheit or 175 degrees Celsius and line a twelve-cup muffin tin with paper liners. The liners help you remove the mini cheesecakes cleanly and make cleanup so much faster
Mix the crust:
Combine the graham cracker crumbs with the melted butter in a bowl. Stir until the crumbs are evenly moistened and look like wet sand. Scoop the mixture evenly into the muffin cups, then press down firmly and evenly with the back of a spoon or a small glass to form a tight base so your crust will hold together well after baking
Prepare the filling:
In a large mixing bowl, beat the softened cream cheese and sugar until the mixture is ultra smooth and creamy. Make sure there are no lumps left. Beat in the eggs one at a time so everything gets fully incorporated before adding the next. Stir in vanilla extract to finish off the base flavors
Assemble the cheesecakes:
Spoon the silky cheesecake batter into each prepared cup, filling each about three quarters full. Place a few pineapple chunks on top of each one and gently press them into the filling without sinking them all the way down
Bake:
Place the muffin tin in the oven and bake for about twenty to twenty five minutes. You are aiming for the edges to set but the centers to still have a soft wobble. Let them cool completely in the pan so they set up before handling
Chill and finish:
Transfer the cooled cheesecakes to the refrigerator and chill for at least four hours or overnight. Just before serving, swirl on caramel sauce. Add a cherry or a sprig of mint on top if you want to make them extra festive
A plate of desserts with a cherry on top. Pin it
A plate of desserts with a cherry on top. | gracefulflavors.com

I love how the caramel sauce ties everything together. My niece once called it the golden touch. My family always requests extra caramel for dipping more pineapple on the side

Storage Tips

Store any leftover cheesecakes in an airtight container in the refrigerator. They are at their peak for about four days. If you want to plan ahead, you can freeze them without the caramel topping and thaw before serving

Ingredient Swaps

If you have digestive cookies or vanilla wafers on hand, they make a great substitute for the graham crackers. Swap in low fat cream cheese for a slightly lighter version but keep in mind the texture may change a bit. Use fresh pineapple for even bolder flavor—just chop and blot dry before using

A plate of cake with cherries on top. Pin it
A plate of cake with cherries on top. | gracefulflavors.com

Serving Suggestions

Arrange the cheesecakes on a serving platter and sprinkle toasted coconut flakes for added crunch and color. A dollop of freshly whipped cream on top makes an elegant finish. For a party tray, tuck in fresh berries or sliced kiwi for a truly tropical vibe

Cultural Inspiration

This dessert draws on the American love of classic pineapple upside-down cake but makes it modern and bite-sized. The sunny flavors always spark memories of summer get-togethers in my family and the mini size is perfect for sharing

Frequently Asked Questions

→ How do I prevent soggy cheesecakes?

Ensure pineapple chunks are thoroughly drained and patted dry before placing them on the filling. Excess moisture can soften the crust and affect texture.

→ Can I use fresh pineapple instead of canned?

Yes, fresh pineapple works well. Be sure to cut it into small chunks and squeeze out extra juice to avoid excess moisture.

→ How do I make the crust hold together?

Press the graham cracker and butter mixture firmly into the muffin liners to create a compact base that supports the creamy filling.

→ What helps prevent cracks in mini cheesecakes?

Mix the batter just until smooth and avoid over-mixing. Baking with a water bath nearby adds moisture to the oven, reducing cracks.

→ How long should I chill the cheesecakes?

Refrigerate for at least 4 hours or overnight to help them set properly and develop a smooth texture.

→ Can I add a decorative topping?

Absolutely! Try maraschino cherries or mint leaves for a colorful finish right before serving.

Mini Pineapple Upside-Down Cheesecakes

Buttery crusts, creamy filling, and caramelized pineapple combine for delightfully tangy, bite-sized indulgence.

Prep Time
20 Minutes
Cook Time
25 Minutes
Total Time
45 Minutes
By: Barbara


Difficulty: Intermediate

Cuisine: American

Yield: 12 Servings (12 mini cheesecakes)

Dietary: Vegetarian

Ingredients

→ Crust

01 180 g graham cracker crumbs
02 60 ml unsalted butter, melted

→ Cheesecake Filling

03 450 g full-fat cream cheese, softened
04 100 g granulated sugar
05 2 large eggs
06 5 ml vanilla extract

→ Topping

07 560 g canned pineapple chunks, thoroughly drained
08 60 ml caramel sauce

Instructions

Step 01

Preheat oven to 175°C and line a 12-cup muffin tin with paper liners.

Step 02

Combine graham cracker crumbs with melted butter in a medium bowl, mixing until the texture resembles wet sand. Evenly distribute mixture among muffin cups and press down firmly to form a compact base.

Step 03

Beat softened cream cheese and granulated sugar together in a large bowl until smooth and creamy. Add eggs one at a time, mixing well after each addition, then blend in vanilla extract.

Step 04

Divide cheesecake mixture evenly among prepared muffin cups, filling each about three-quarters full. Top each portion with several well-drained pineapple chunks, pressing them gently into the batter.

Step 05

Bake on the centre rack for 20–25 minutes, until edges are set and centres retain a slight jiggle. Remove from oven and cool cheesecakes completely in the pan.

Step 06

Refrigerate cooled cheesecakes for a minimum of 4 hours or overnight. Before serving, drizzle with caramel sauce. Optionally, garnish with maraschino cherry or fresh mint leaves.

Notes

  1. Ensure cream cheese and eggs are at room temperature for the smoothest filling.
  2. Thoroughly drain and pat dry pineapple chunks to avoid excess moisture affecting texture.
  3. Firmly pressing the crust creates a sturdier base for the cheesecakes.
  4. Avoid over-mixing the batter to prevent cracking during baking.
  5. For even silkier texture, place a pan of hot water on the oven's lower rack to create steam during baking.

Tools You'll Need

  • 12-cup muffin tin
  • Paper muffin liners
  • Mixing bowls
  • Hand mixer or stand mixer
  • Spoon or small glass for pressing crust

Allergy Information

Please check ingredients for potential allergens and consult a health professional if in doubt.
  • Contains milk (dairy), eggs, gluten (graham crackers)

Nutrition Facts (Per Serving)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: 271
  • Total Fat: 15 g
  • Total Carbohydrate: 27 g
  • Protein: 4 g