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Pineapple Upside Down Cake Recipe Best Ever Caramelized

Pineapple Upside-Down Cake


  • Author: Sarah Williams
  • Total Time: 60 minutes
  • Yield: 8 servings 1x
  • Diet: Vegetarian

Description

A classic, buttery, sweet-tart Pineapple Upside-Down Cake that’s surprisingly easy to master. This family-friendly dessert is perfect for any occasion.


Ingredients

Scale
  • 1/2 cup (113g) Unsalted Butter, plus a little extra for greasing the pan
  • 3/4 cup (150g) Light Brown Sugar
  • 1 (20-ounce / 567g) can Canned Pineapple Rings, packed in juice, drained well (reserve 1/4 cup of the juice!)
  • 810 Maraschino Cherries, stems removed
  • 1 (15.25-ounce / 432g) box Yellow Cake Mix
  • 3 Large Eggs
  • 1 cup (240ml) Whole Milk
  • 1/2 cup (120ml) Vegetable Oil
  • 1/4 cup (60ml) Reserved Pineapple Juice

Instructions

  1. Prep Your Pan: Lightly grease a 9-inch round cake pan. For extra easy release, line the bottom with a circle of parchment paper, then grease the paper as well.
  2. Melt & Spread Caramel: In the prepared pan, melt 1/2 cup (113g) butter over low heat on the stovetop, or melt in the microwave and pour into the pan. Once melted, sprinkle 3/4 cup (150g) brown sugar evenly over the butter.
  3. Arrange the Fruit: Drain pineapple rings thoroughly. Artfully arrange the pineapple rings over the brown sugar mixture. Place a maraschino cherry in the center of each ring and scatter a few extra cherries in the gaps.
  4. Mix the Batter: In a large bowl, combine 1 box yellow cake mix with 1 cup (240ml) milk, 1/2 cup (120ml) oil, 3 large eggs, and the 1/4 cup (60ml) reserved pineapple juice. Mix until just combined and smooth, about 2 minutes. Do not overmix.
  5. Pour & Bake: Gently and evenly pour the cake batter over the arranged pineapple and cherries in the pan. Spread it carefully to avoid disturbing the fruit layer below.
  6. Bake to Golden Perfection: Bake in a preheated oven at 350°F (175°C) for 35-45 minutes. The cake is ready when a toothpick inserted into the center comes out clean.
  7. Cool & Invert: Let the cake cool in the pan on a wire rack for ONLY 10-15 minutes. Place a sturdy serving plate upside-down over the cake pan. Carefully but confidently, flip the entire cake and pan over together. Lift the cake pan slowly to reveal your stunning creation.

Notes

  • Substitutions & Dietary Needs: For dietary considerations, use a certified gluten-free cake mix or dairy-free butter. You can also opt for organic butter or eggs for a richer flavor. For the cake batter, water can be used instead of milk if preferred.
  • Troubleshooting Inversion: If your cake seems to be sticking when inverting, gently tap the bottom of the pan or run a thin knife around the edge before flipping to help release it.
  • Estimated Nutritional Information: The nutritional data provided is an estimate based on common recipe ingredients and should be used as a general guide.
  • Prep Time: 20 minutes
  • Cook Time: 40 minutes
  • Category: Desserts
  • Method: Baked
  • Cuisine: American

Nutrition

  • Serving Size: 1 slice
  • Calories: 380
  • Sugar: 55g
  • Sodium: 350mg
  • Fat: 20g
  • Saturated Fat: 10g
  • Unsaturated Fat: 10g
  • Trans Fat: 0g
  • Carbohydrates: 60g
  • Fiber: 1g
  • Protein: 5g
  • Cholesterol: 60mg

Keywords: Pineapple Upside-Down Cake