These Mini Pineapple Upside-Down Cheesecakes are a delightful twist on two beloved desserts, combining the tropical sweetness of caramelized pineapple with the rich, creamy indulgence of classic cheesecake. Each individual serving features a buttery graham cracker crust, silky cheesecake filling, and a gorgeous caramelized pineapple topping crowned with a maraschino cherry. They’re elegant enough for special occasions yet fun enough for everyday celebrations.
If you love these tropical-inspired treats, you’ll also enjoy our Hawaiian Banana Bread with Coconut & Pineapple for another island-flavored dessert. For more individual cheesecake delights, try our Blueberry Cheesecake Cookies or Nutter Butter Peanut Butter Cheesecake—both deliver that same creamy, indulgent experience in perfectly portioned servings.
Mini Pineapple Upside-Down Cheesecakes
Recipe by Daily Disher
Sweet and decadent, Mini Pineapple Upside-Down Cheesecakes—buttery graham crust, creamy cheesecake, and caramelized pineapple topped with a cherry for the perfect bite-sized treat.
12
servings20
minutes25
minutes300
kcal45
minutesIngredients
1 cup graham cracker crumbs
1/4 cup unsalted butter, melted
1 cup brown sugar
12 slices pineapple rings
24 pieces maraschino cherries
1 lb cream cheese, softened
1/2 cup granulated sugar
2 teaspoons vanilla extract
2 large eggs
Directions
- Preheat the oven to 325°F (165°C) and place paper liners in a muffin tin. Prepare a baking sheet in case of spillover.
- In a bowl, mix graham cracker crumbs with melted butter until well combined and press a tablespoon of mixture into each muffin liner.
- Sprinkle one teaspoon of brown sugar in each liner and place one pineapple ring and two maraschino cherries at the center.
- In a large bowl, beat the cream cheese with granulated sugar and vanilla extract until smooth, then mix in the eggs one at a time.
- Pour the cream cheese mixture over the pineapple in each muffin cup, filling almost to the top with about 1/4 cup each.
- Bake at 325°F (165°C) for 20 to 25 minutes or until centers are set and edges are lightly browned.
- Cool in the pans on racks for 30 minutes, then refrigerate for at least 2 hours or until chilled before serving.
Nutrition Facts
- Total number of serves: 4
- Calories: 250kcal
- Cholesterol: 0mg
- Sodium: 620mg
- Potassium: 400mg
- Sugar: 8g
- Protein: 6g
- Calcium: 60mg
- Iron: 2mg
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For more tropical dessert favorites, our Chocolate Cherry Upside Down Cake and Strawberry Peach Crisp deliver fruit-forward sweetness that are perfect for summer entertaining. When you’re craving rich, decadent treats, the Cheesecake Brownies and Espresso Toffee Cookies bring indulgent flavors to your dessert table. Need more bite-sized delights? Our Deviled Egg Salad and Seared Scallops with Spicy Cajun Cream Sauce offer that same elegant, memorable experience you’ll love.
Browse our full collection for more kitchen inspiration that’ll have your family asking for seconds.