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
Course Dessert
Cuisine American
Servings 8 slices
Calories 320 kcal

Equipment

  • 9-inch cake pan
  • Mixing bowls

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

Instructions
 

  • Preheat oven to 350°F (175°C). Grease a 9-inch cake pan.
  • Pour melted butter into the cake pan and sprinkle with brown sugar.
  • Arrange pineapple rings and cherries on top.
  • In a bowl, whisk together flour, baking powder, and salt.
  • Cream butter and sugar until fluffy. Add eggs and vanilla extract.
  • Alternate adding dry ingredients and pineapple juice with milk. Mix until smooth.
  • Pour batter over pineapple layer and bake for 45 minutes.
  • 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.
Keyword Cake, Classic, Pineapple

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