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Pineapple Upside Down Cheesecake Trifle
Prep Time
30 mins
Chill Time
30 mins
 
These beautiful individual trifles are made with layers of whipped cream cheese filling, caramelized pineapple, angel food cake and just a hint of tropical toasted coconut.
Course: Dessert
Cuisine: American
Keyword: pineapple trifle, pineapple upside down cake dessert
Servings: 8
Author: Jackie
Ingredients
  • 8 oz cream cheese 1 block, softened
  • ½ cup powdered sugar
  • 1 teaspoon vanilla extract
  • 3.3 oz package white chocolate instant pudding
  • 1 cup milk
  • 8 oz tub cool whip
  • 1 cup sweetened toasted coconut flakes divided
  • 2 20 oz can pineapple tidbits in juice drained
  • 3 tablespoons reserved pineapple juice
  • 1 cup brown sugar packed
  • 6 tablespoons butter
  • 2 tablespoons cornstarch
  • 1 angel food cake cut into ¼” cubes
  • Maraschino cherries for garnish
  • Pineapple rings tidbits, or fresh sliced pineapple for garnish
Instructions
  1. In a medium mixing bowl, whisk pudding mix with 1 cup milk for 2 minutes. Chill 5 minutes.
  2. In a separate large bowl, beat cream cheese with powdered sugar and vanilla until smooth, about 1-2 minutes. Add pudding to cream cheese mixture and beat to combine. Using a silicone spatula, gently fold in 1 tub of cool whip and ¾ cup of the toasted coconut, keeping as much air as possible in the mixture. Cover and refrigerate.
  3. In a medium saucepan, melt butter. Add brown sugar and bring to a boil. Add drained pineapple, stirring gently. Mix cornstarch with reserved pineapple juice and add to simmering sugar mixture. Bring back to a boil and cook until mixture thickens. This mixture will continue to thicken as it cools. Pour into a bowl and let cool for at least 10 minutes. Place in the fridge or freezer to speed up cooling, if needed.
  4. In a clear, deep sided dish; layer cake cubes, pineapple mixture, and cream cheese mixture, repeating layers to the top of the dish. Garnish the top with pineapple, toasted coconut, and maraschino cherries. This desert can be eaten right away, but will benefit from at least an hour of chill time.