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Mini pineapple upside-down cheesecake

Mini Pineapple Upside Down Cheesecake

Craving a dessert that's cute, creamy, and has a tropical twist? These mini pineapple upside down cheesecakes are exactly what your dessert table needs.
Prep Time 20 minutes
Cook Time 25 minutes
Chill Time 2 hours
Total Time 2 hours 45 minutes
Course Dessert
Cuisine American
Servings 12 servings
Calories 280 kcal

Equipment

  • 12-cup muffin pan
  • Mixing Bowls
  • Electric hand mixer or stand mixer
  • Measuring cups and spoons
  • Small saucepan or microwave-safe bowl
  • Spoon or small spatula
  • Cooling Rack
  • Knife or offset spatula

Ingredients
  

For the Topping:

  • ¼ cup unsalted butter melted
  • ½ cup light brown sugar packed
  • 6 pineapple rings cut to fit muffin cups
  • 6 maraschino cherries

For the Crust:

  • ¾ cup graham cracker crumbs
  • 2 tablespoons granulated sugar
  • 3 tablespoons unsalted butter melted

For the Cheesecake Filling:

  • 12 oz cream cheese softened
  • cup granulated sugar
  • 1 teaspoon vanilla extract
  • 1 large egg
  • 2 tablespoons sour cream
  • 1 tablespoon all-purpose flour

Instructions
 

Preheat and Prep the Pan

  • Preheat your oven to 325°F (163°C).
  • Lightly grease a 12-cup muffin pan with non-stick spray or a bit of melted butter.
  • Optional: place cupcake liners if you'd prefer an easier release, but these look best baked directly in the pan for that caramelized top.

Make the Pineapple Topping

  • In a small bowl, mix together ¼ cup melted butter and ½ cup brown sugar until combined.
  • Spoon about 1 tablespoon of the mixture into the bottom of each muffin cup.
  • Cut your pineapple rings to fit neatly into the muffin wells and press one piece into the sugar mixture in each cup.
  • Place a maraschino cherry in the center of each pineapple piece.
  • Pro Tip: Pat the pineapple and cherries dry with a paper towel before placing them in the pan to avoid excess moisture, which can prevent proper caramelization.

Make the Graham Cracker Crust

  • In a bowl, combine ¾ cup graham cracker crumbs, 2 tablespoons sugar, and 3 tablespoons melted butter.
  • Stir until the texture resembles wet sand.
  • Add about 1 tablespoon of crust mixture on top of each pineapple layer and press down gently using the back of a spoon or your fingers to compact it.
  • Pro Tip: A small flat-bottomed glass or spice jar works wonders for evenly pressing the crust.

Make the Cheesecake Filling

  • In a medium bowl, beat 12 oz softened cream cheese until smooth and fluffy—about 1 minute.
  • Add ⅓ cup sugar and mix until fully incorporated.
  • Mix in 1 teaspoon vanilla extract, 2 tablespoons sour cream, and 1 tablespoon flour until smooth.
  • Crack in the egg and beat on low speed just until blended. Avoid overmixing.
  • Pro Tip: Overmixing can introduce air bubbles and cause the cheesecake to puff too much or crack—gentle mixing is key once the egg goes in.

Fill and Bake

  • Spoon the cheesecake filling evenly over the crusts—each cup should be about ¾ full.
  • Smooth the tops with a spoon or mini spatula.
  • Bake for 18–22 minutes, or until the centers are set and only slightly jiggly in the middle.
  • Pro Tip: If the edges look set and the center wiggles slightly when gently shaken, they’re ready. Don’t wait for them to brown!

Cool and Chill

  • Let the cheesecakes cool in the pan for about 30 minutes.
  • Carefully run a thin knife or offset spatula around the edges to loosen them.
  • Refrigerate in the pan for at least 2 hours, or until fully chilled and firm.
  • Once chilled, gently pop each cheesecake out onto a plate—pineapple side up!
  • Pro Tip: If they’re stubborn, briefly dip the bottom of the pan in warm water to loosen the caramel base.

Notes

Nutritional Value Per Serving:

  • Calories: 280-320 kcal
  • Fat: 20g
  • Carbohydrates: 22g
  • Sugars: 16g
  • Protein: 4g
 
Share your thoughts! Rate and comment below if you tried this recipe.
 
Nutrition Disclaimer:
The nutritional information provided on this website is an estimate only and is intended for general guidance. We cannot guarantee its accuracy and recommend consulting a qualified healthcare professional or registered dietitian for personalized nutrition advice.
Keyword mini pineapple upside down cheesecake, pineapple dessert