Pineapple Upside-Down Cake – A Classic Favorite

There’s something undeniably nostalgic about Pineapple Upside-Down Cake—its golden caramelized pineapples, rich buttery cake, and sweet brown sugar glaze make it a timeless treat. Dating back to the 1920s, this cake is a true party pleaser, always stealing the show with its stunning look and irresistible flavor.


Why You’ll Love This Recipe

🍍 Classic & Timeless – A vintage favorite that never goes out of style.
🍒 Visually Stunning – The glossy, caramelized pineapple and cherries make it a showstopper.
Easy to Make – Simple ingredients and straightforward steps.
🥄 Versatile – Enjoy it warm, with a scoop of vanilla ice cream, or a dollop of whipped cream.


Pro Tips for the Best Pineapple Upside-Down Cake

Use Real Pineapple Juice – It enhances the flavor without being too sweet.
Caramelize the Butter & Brown Sugar Properly – Stir continuously for a smooth glaze.
Let It Rest Before Flipping – Wait 5-10 minutes before inverting to avoid sticking.
Add a Twist with Cardamom or Cinnamon – A little spice adds depth to the flavor.


Pineapple Upside-Down Cake Recipe

Ingredients:

For the Topping:

  • ⅔ cup packed brown sugar
  • 1 stick (½ cup) butter
  • 1 large can pineapple slices, drained
  • 7-8 maraschino cherries, halved

For the Cake Batter:

  • 1 box yellow cake mix
  • 1 cup pineapple juice (from the can, if it’s real juice)
  • 4 oz unsweetened applesauce
  • ¼ cup vegetable oil
  • 3 eggs

Instructions:

1️⃣ Prepare the Caramelized Topping:

  • Preheat oven to 350°F (175°C).
  • Line the bottom of a 9-inch round cake pan with parchment paper and lightly spray with baking spray.
  • In a non-stick pan, melt butter over medium heat, then add brown sugar and stir until it bubbles.
  • Pour the caramel mixture evenly into the prepared cake pan.
  • Arrange pineapple slices over the caramel and place maraschino cherry halves in the center of each ring.

2️⃣ Make the Cake Batter:

  • In a large bowl, whisk together cake mix, eggs, pineapple juice, vegetable oil, and applesauce until smooth.

3️⃣ Assemble & Bake:

  • Pour the cake batter evenly over the pineapple topping.
  • Bake for 28-30 minutes or until a toothpick inserted in the center comes out clean.

4️⃣ Flip & Serve:

  • Let the cake rest for 5-10 minutes before carefully inverting it onto a serving plate.
  • Serve warm and enjoy!

Serving Suggestions & Variations

🍦 With Vanilla Ice Cream – The warm cake with cold ice cream is heavenly.
With Coffee or Tea – A perfect afternoon treat.
🌰 Nutty Crunch – Add chopped pecans or walnuts to the caramel layer.
🥄 Spiced Twist – Add a pinch of cardamom or cinnamon for extra flavor.


Why This Cake Will Be a Favorite

This Pineapple Upside-Down Cake is simple yet elegant, rich yet light, and always a hit at gatherings. Whether you’re making it for a celebration or just because, this cake brings a touch of old-fashioned charm to every bite.

🍍 Try it today and enjoy a taste of nostalgia! 🍰

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