Pineapple Upside-Down Cheesecake
Creamy cheesecake meets caramelized pineapple in this stunning upside-down dessert. Perfect for parties, holidays, and tropical-inspired celebrations.
Prep Time 25 minutes mins
Cook Time 1 hour hr 10 minutes mins
Total Time 1 hour hr 35 minutes mins
Course Dessert
Cuisine American
Servings 12
Calories 410 kcal
For the Pineapple Topping
- ½ cup brown sugar
- 6-8 pineapple rings (canned or fresh)
- 6-8 maraschino cherries
- ¼ cup unsalted butter, melted
For the Crust
- 1 ½ cups graham cracker crumbs
- ¼ cup unsalted butter, melted
For the Cheesecake Filling
- 24 oz cream cheese, softened
- ¾ cup granulated sugar
- 3 large eggs
- ½ cup sour cream
- 1 tsp vanilla extract
1. Prepare the Pineapple Layer
Preheat the oven to 325°F (163°C).
Grease a springform pan.
Sprinkle brown sugar evenly over the bottom.
Arrange pineapple rings in a single layer and place a cherry in each center.
Drizzle melted butter over the fruit.
2. Make the Crust
Mix graham cracker crumbs with melted butter.
Press the mixture gently over the pineapple layer.
Freeze for 10–15 minutes to help it firm up.
3. Prepare the Cheesecake Filling
Beat cream cheese and sugar until smooth.
Add eggs one at a time, mixing slowly.
Add sour cream and vanilla; mix until creamy and combined.
4. Assemble the Cheesecake
5. Bake
Place the springform pan in a water bath.
Bake for 60–70 minutes, until the center is almost set but slightly jiggly.
6. Cool and Chill
Turn off the oven, crack the door, and let it cool for 1 hour.
Refrigerate for at least 4 hours or overnight.
7. Invert and Serve
Run a knife around the edge.
Release the springform pan.
Carefully invert the cake onto a serving plate to reveal the caramelized pineapple topping.
- For the cleanest slices, chill overnight before serving.
- Canned pineapple produces the most consistent results.
- Always invert carefully to keep the fruit layer intact.