Print
clock clock iconcutlery cutlery iconflag flag iconfolder folder iconinstagram instagram iconpinterest pinterest iconfacebook facebook iconprint print iconsquares squares iconheart heart iconheart solid heart solid icon

Pineapple Right Side Up Cheesecake

Pineapple Right Side Up Cheesecake is a luscious and tropical twist on classic cheesecake. With a buttery graham cracker crust, rich and creamy cheesecake filling, and bursts of juicy pineapple and sweet maraschino cherries, this dessert is as visually stunning as it is delicious. Topped with whipped cream and fruity garnishes, it’s perfect for special occasions, celebrations, or simply treating yourself to a slice of sunshine.

  • Total Time: 5 hours (including cooling and chilling)

Ingredients

Scale

1 1⁄4 cups graham cracker crumbs
46 grams brown sugar
42 grams sugar
67 tablespoons melted butter
16 ounces cream cheese, room temperature
80 grams sour cream, room temperature
1 tablespoon heavy cream, room temperature
1 tablespoon vanilla extract
140 grams granulated sugar
2 tablespoons cornstarch
2 eggs, room temperature
25 maraschino cherries, cut in half
4 slices canned pineapple, cut into chunks
Whipped cream for garnish
Pineapple slices for garnish
Cherries with stems for garnish

Instructions

Crust: Preheat your oven to 300°F (149°C). Ready a 6×3-inch removable bottom pan by spraying it with non-stick spray. Line it with parchment paper and spray again for good measure. Combine your crust ingredients in a bowl, then press this mixture evenly into the bottom of the pan. Bake for 10 to 12 minutes until lightly golden. Cool it on a rack over a jellyroll pan to catch any drips.

Cheesecake: In a mixing bowl, beat the cream cheese until it’s creamy and smooth, about 4 to 5 minutes. Be sure to scrape down the sides of the bowl a few times to get every bit. Now, add the sour cream, heavy cream, vanilla extract, sugar, and cornstarch, mixing until everything is well combined. Gently add the eggs, then fold in the cherries and pineapple chunks.

Pour this delicious mixture into your cooled crust. Bake at 300°F for 12 minutes, then reduce the temperature to 225°F and continue to bake for 95 minutes. Remember, do not open the oven during this time! Once the time is up, turn off the oven and leave the cheesecake inside for another hour. After that, crack the oven door open and let it rest for another hour. Finally, cool it on a rack before refrigerating it overnight. When you’re ready to serve, simply remove the cheesecake from the pan, place it on a cake plate, and garnish it with whipped cream, extra pineapple slices, and cherries with stems.

  • Author: Mary
  • Prep Time: 30 minutes
  • Cook Time: 1 hour 45 minutes (plus 2 hours resting in oven)
  • Category: Dessert
  • Cuisine: American

Nutrition

  • Serving Size: 10
  • Calories: ~380 per slice (approximate)