Pineapple Upside-Down Pound Cake Recipe for Moist, Caramelized Slices

Imagine a sweet, rich, moist cake crowned with fragrant pineapple slices. This showstopping Pineapple Upside Down Pound Cake is perfect for holidays, brunch, or simply an indulgent breakfast.

Pineapple Upside Down Pound Cake with pineapple slices and maraschino cherries.

Pound cakes are one of my go-to desserts: simple to make, endlessly adaptable, and ideal for breakfasts, gatherings, and celebrations.

This Pineapple Upside Down Pound Cake is taller and more substantial than a traditional one-layer Pineapple Upside Down Cake, so it makes an impressive centerpiece.

If you enjoy flavorful pound cakes, you might also like the Southern Lemon Pound Cake, Old Fashioned Fresh Apple Cake, or a classic Vanilla Pound Cake.

Table of Contents

  • Upside Down Pineapple Pound Cake
  • Ingredients For Bottom Of The Pan
  • Ingredients For The Pound Cake Batter
  • How To Make A Pineapple Upside-Down Pound Cake
  • Serving Suggestions
  • More Cake Recipes
  • Recipe Frequently Asked Questions
  • Pineapple Upside Down Pound Cake Recipe

Upside Down Pineapple Pound Cake

This easy pineapple upside-down pound cake is a delight to make. The pineapple topping adds bright fruitiness, while the pound cake stays tender and moist without needing sour cream.

As the pineapple bakes it softens and becomes almost jammy — sweet, tender, and melt-in-your-mouth. Maraschino cherries add a pop of color and a classic presentation that makes this dessert feel special.

Round Pineapple Upside Down Pound Cake.

This bundt-style pound cake feeds a crowd and consistently gets rave reviews from both kids and adults. It’s an elegant yet comforting cake that’s great for entertaining or a weekend treat.

Ingredients For Bottom Of The Pan

To create the classic upside-down look, you’ll layer the bottom of the pan with pineapple rings, cherries, sugar, and butter. These ingredients caramelize as the cake bakes, creating a glossy topping once inverted.

For the bottom of the pan you will need:

Pineapple rings, maraschino cherries, brown sugar, and melted butter.
  • Pineapple rings: Canned pineapple rings are convenient, or you can core and slice a fresh pineapple.
  • Light brown sugar: Dark brown sugar can be used if you prefer a deeper molasses flavor.
  • Maraschino cherries: Remove the stems before placing them in the center of each ring.
  • Melted butter: Unsalted is preferred; salted will work if that’s what you have.

Ingredients For The Pound Cake Batter

The cake batter uses familiar pantry ingredients with a touch of cream cheese for richness and nutmeg for warmth that pairs nicely with pineapple.

Ingredients for Pineapple Upside Down Pound Cake Batter.
  • All-purpose flour: The base of the batter.
  • Cream cheese: Adds a subtle tang and extra moisture.
  • Eggs: Use room temperature eggs for best volume and texture.
  • Buttermilk: Provides tenderness and light acidity; substitute by adding 1 tablespoon vinegar to milk and bringing the volume to 1 cup if needed.

For the complete list of ingredients with measurements, see the recipe card below.

Pineapple corer in a pineapple.

How To Make A Pineapple Upside-Down Pound Cake

  • Prepare the pan: Grease a 10-inch bundt or angel food pan with softened butter, then dust with a tablespoon of flour, tapping out the excess.
  • Layer the fruit: Arrange pineapple rings across the bottom of the pan, place a maraschino cherry in each ring, sprinkle with brown sugar, and drizzle with melted butter.
Baking pan covered at the bottom with pineapple rings, maraschino cherries, brown sugar and melted butter.
  • Make the batter: Beat butter, cream cheese, and granulated sugar until light and fluffy. Add the buttermilk and vanilla, then fold in the dry ingredients (flour, baking powder, salt, nutmeg) until just combined. Add eggs one at a time, beating briefly after each.
  • Fill the pan: Pour the batter over the pineapple layer, smoothing the top with a spatula so it’s even.
Pound cake batter in a baking pan.
  • Bake: Bake at 350°F (180°C) until a skewer inserted into three spots in the center comes out clean, about 1 hour 10 minutes. If the top browns too quickly, tent loosely with foil for the last portion of baking.
  • Cool and invert: Let the cake rest in the pan for 10 minutes, run a knife around the edges, then invert onto a wire rack to cool completely so the pineapple becomes the top.
Baked Pineapple Upside Down Pound Cake in baking dish.
Slice of pound cake on a blue tray.

Tip: Don’t over-cream the butter and sugar. Start with lightly softened butter and cream on medium speed until the mixture is light and just fluffy to avoid a gummy texture.

If you enjoy this pineapple upside-down pound cake, consider trying a Pumpkin Cake with Cream Cheese Frosting or a Red Velvet Cake without buttermilk for more crowd-pleasing desserts.

Serving Suggestions

This cake is delicious on its own, or serve it with:

  • Vanilla ice cream
  • Whipped cream
  • Fresh fruit

More Cake Recipes

Heart shaped baked cake and a knife.

Plain Cake Recipe

Upside Down Cake on a plate

Pineapple Upside Down Cake

Southern Lemon Pound Cake image cropped into a square.

Southern Lemon Pound Cake Recipe

Baked vanilla pound cake in loaf pan

Vanilla Pound Cake

Recipe Frequently Asked Questions

Why is my Pineapple Upside Down Cake runny?

If the cake is runny, it may be from too much liquid in the batter or from underbaking. Check the center with a skewer and bake until it comes out clean.

How do you make Pineapple Upside Down Cake not stick?

Thoroughly grease the pan with butter and dust with flour so the cake releases cleanly when inverted.

Why is my cake gummy?

Gummy texture often comes from over-creaming butter and sugar. Cream on medium speed just until ingredients are combined and stop mixing once the batter is uniform.

If you make this recipe please leave a star rating below — your feedback helps others find the recipe and I love hearing from you. Thank you!

Square image of Pineapple Upside Down Pound Cake.

Pineapple Upside Down Pound Cake

5 from 3 votes
A sweet, rich, moist cake topped with fragrant pineapple slices — this Pineapple Upside Down Pound Cake is ideal for celebrations or a special breakfast.
Prep: 30
Cook: 1 10
Total: 1 40
Servings: 15 servings

Ingredients

  • 1 cup unsalted butter softened, plus 1 Tablespoon for greasing pan
  • 8 oz cream cheese softened
  • 2 cups granulated sugar
  • 1 cup buttermilk or milk + vinegar
  • 2 teaspoons vanilla extract
  • 3 cups all-purpose flour
  • 1 teaspoon baking powder
  • ½ teaspoon salt
  • ¼ teaspoon ground nutmeg
  • 6 large eggs room temperature

Bottom of Pan

  • 5 pineapple rings fresh or canned
  • 5 maraschino cherries no stems
  • ¼ cup light brown sugar
  • 4 Tablespoons unsalted butter melted

Instructions

  • Preheat oven to 350℉ (180℃).
  • Grease a 10-inch bundt pan with butter and dust with a tablespoon of flour, discarding the excess.
  • Arrange pineapple rings in the bottom of the pan, place a cherry in each ring, sprinkle with brown sugar, and drizzle with melted butter.
  • Beat butter and cream cheese until combined, add sugar and beat until light and fluffy.
  • Mix in buttermilk and vanilla.
  • Add flour, baking powder, salt, and nutmeg and mix until just combined.
  • Add eggs one at a time, mixing until just incorporated after each addition.
  • Pour batter into the prepared pan and level the top.
  • Bake about 1 hour 10 minutes until golden and a skewer comes out clean. If browning too much, tent with foil for the last 10 minutes.
  • Cool in the pan 10 minutes, loosen edges with a knife, then invert onto a wire rack to cool completely.

Notes

1. Buttermilk substitute: Add 1 tablespoon vinegar to a measuring cup and fill to 1 cup with milk; let sit a minute.

2. Storage: Refrigerate in an airtight container for 3–4 days. To freeze, wrap in parchment and foil before freezing.

3. Optional add-ins: Stir in shredded coconut or a small amount of crushed pineapple to the batter for extra texture and flavor.

Nutrition

Calories: 504kcal | 504 kcal

Additional Info

Course: Dessert
Cuisine: American, Southern
Calories: 504
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