Pineapple Upside-Down Cake Recipe

This Pineapple Upside-Down Cake is a classic dessert that’s as delightful to make as it is to eat. Imagine a moist, buttery cake with golden caramelized pineapple rings and bright cherries on top—it’s sunshine in every bite! Whether you’re impressing guests or indulging your sweet tooth on a cozy evening, trust me, this recipe is an irresistible crowd-pleaser.

Why You’ll Love This Recipe

  • Timeless Charm: A nostalgic dessert with a modern twist that’s easy to love and even easier to devour.
  • Stunning Presentation: The caramelized pineapple and cherry topping is as eye-catching as it is delicious.
  • Beginner-Friendly: Simple steps and pantry staples make this recipe approachable for any home baker.
A golden, moist pineapple upside-down cake topped with caramelized pineapple rings and vibrant cherries, served on a white plate.
A classic dessert with caramelized pineapple and cherries atop a moist, buttery cake. Sweet nostalgia in every bite!

Ingredients

Here’s what you’ll need to create this luscious dessert:

  • Unsalted Butter: For a rich, buttery flavor and perfect caramelization.
  • Brown Sugar: Creates that beautiful, sticky-sweet layer on top.
  • Pineapple Rings: The star of the show—sweet, tangy, and caramelized to perfection.
  • Maraschino Cherries: For a pop of color and classic retro charm.
  • All-Purpose Flour: Forms the base of our moist and tender cake.
  • Granulated Sugar: Sweetens the cake batter beautifully.
  • Baking Powder: Ensures a light, fluffy texture.
  • Salt: Enhances and balances the flavors.
  • Pineapple Juice: Adds tropical sweetness and keeps the cake moist.
  • Whole Milk: Contributes to the soft, tender crumb.
  • Vanilla Extract: Elevates the flavor with its warm, aromatic notes.
: "Ingredients for Pineapple Upside-Down Cake arranged on a countertop, including pineapple rings, cherries, flour, sugar, and butter.
All the essential ingredients for a delicious Pineapple Upside-Down Cake: pineapple rings, cherries, buttery cake base, and more!

Note: Exact measurements can be found below in the recipe card.

How to Make the Pineapple Upside-Down Cake

Step 1: Prep the Pan & Pineapple Topping

Preheat your oven to 350°F and grease a 9-inch round cake pan. Pour melted butter into the pan, sprinkle brown sugar evenly, and arrange the pineapple rings. Place a maraschino cherry in the center of each ring—it’s already looking gorgeous, isn’t it?

Step 2: Mix the Cake Batter

In a mixing bowl, whisk together the flour, granulated sugar, baking powder, and salt. Add the softened butter, eggs, pineapple juice, milk, and vanilla extract. Beat until smooth and creamy.

Step 3: Combine & Bake

Carefully pour the batter over the pineapple layer and spread it evenly. Bake for 40-45 minutes, or until the cake is golden and a toothpick inserted in the center comes out clean.

Step 4: Cool & Serve

Let the cake cool in the pan for about 10 minutes, then gently invert it onto a serving plate. Serve warm and let everyone marvel at your masterpiece!

Pro Tips for Making the Recipe

  • Use Fresh Pineapple: For an extra burst of flavor, swap canned pineapple rings for fresh ones.
  • Room Temperature Ingredients: Ensure the butter, eggs, and milk are at room temp for smoother mixing.
  • Invert with Care: Place a plate over the pan, flip quickly but gently, and give the pan a slight tap to release the cake.

How to Serve

  • Pair this cake with a dollop of freshly whipped cream or a scoop of vanilla ice cream for ultimate indulgence.
  • Serve warm with a drizzle of caramel sauce for extra decadence.

Make Ahead and Storage

Storing Leftovers

Wrap the cake tightly in plastic wrap and keep it at room temperature for up to 2 days, or refrigerate for up to 5 days.

Freezing

Freeze individual slices in an airtight container for up to 3 months. Thaw in the refrigerator overnight before enjoying.

Reheating

Warm slices in the microwave for about 10 seconds to bring back that “just-baked” feel.

FAQs

1. Can I use a square cake pan instead of a round one? Yes! A square 8×8-inch pan works just as well. Adjust baking time slightly if needed.

2. How can I make this cake dairy-free? Substitute the butter with a plant-based alternative and the milk with almond or coconut milk.

3. Can I add spices to the batter? Absolutely! A touch of cinnamon or nutmeg adds a delightful warmth to the cake.

4. What if I don’t have maraschino cherries? You can skip them altogether or replace them with fresh cherries or berries for a unique twist.

A freshly baked pineapple upside-down cake with caramelized pineapple rings and maraschino cherries on top, sitting on a white plate.

Pineapple Upside-Down Cake

A classic, buttery, and caramelized pineapple upside-down cake that’s moist and delicious.
Prep Time 15 minutes
Cook Time 45 minutes
Total Time 1 hour
Servings: 8 slices
Course: Dessert
Cuisine: American
Calories: 320

Ingredients
  

Topping
  • 1/4 cup unsalted butter melted
  • 1/2 cup brown sugar packed
  • 7 slices pineapple rings canned or fresh
  • 7 maraschino cherries optional
Cake Batter
  • 1 and 3/4 cups all-purpose flour
  • 1 and 1/2 tsp baking powder
  • 1/4 tsp salt
  • 1/2 cup unsalted butter softened
  • 3/4 cup granulated sugar
  • 2 large eggs
  • 1 tsp vanilla extract
  • 1/2 cup pineapple juice from canned pineapple
  • 1/4 cup milk

Equipment

  • 9-inch cake pan
  • Mixing bowls

Method
 

  1. Preheat oven to 350°F (175°C). Grease a 9-inch cake pan.
  2. Pour melted butter into the cake pan and sprinkle with brown sugar.
  3. Arrange pineapple rings and cherries on top.
  4. In a bowl, whisk together flour, baking powder, and salt.
  5. Cream butter and sugar until fluffy. Add eggs and vanilla extract.
  6. Alternate adding dry ingredients and pineapple juice with milk. Mix until smooth.
  7. Pour batter over pineapple layer and bake for 45 minutes.
  8. Cool for 10 minutes, then invert onto a plate. Serve warm.

Notes

For extra flavor, add a pinch of cinnamon to the brown sugar topping.

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