If you’re looking for a show-stopping dessert that brings together tangy fruit, pillowy cake, and that irresistible caramelized topping, look no further than the Cranberry Pineapple Upside-Down Cake. This vibrant, vintage-inspired treat pairs golden pineapple rings with bright pops of cranberry, all nestled under a buttery brown sugar glaze and a soft, moist crumb. Whether you’re baking for a holiday, a dinner party, or just to add a little sunshine to your weekend, this cake will be an instant crowd-pleaser that tastes as stunning as it looks!

Cranberry Pineapple Upside-Down Cake Recipe - Recipe Image

Ingredients You’ll Need

With just a handful of familiar, accessible ingredients, you’ll be amazed at how each one shines in the finished Cranberry Pineapple Upside-Down Cake. Every element plays a role, from the butter’s richness to the tart burst of cranberries and the delicate vanilla-scented cake beneath. Here’s everything you’ll need—and why it matters!

Unsalted butter (melted & softened): Rich, creamy butter creates both the succulent topping and the tender crumb in the cake.
Packed brown sugar: Adds deep, caramel flavor that pairs perfectly with pineapple and forms the glossy upside-down topping.
Pineapple rings (canned or fresh): The star of the show—juicy pineapple rings lay the foundation for the cake’s signature look and sweet-tart flavor.
Fresh or frozen cranberries: A fresh burst of tartness that balances the sweetness and adds jewel-toned color.
All-purpose flour: Offers the ideal structure for the cake, ensuring a soft but sturdy base.
Baking powder & baking soda: Give the cake lift and lightness, so it bakes up fluffy rather than dense.
Salt: Just enough to sharpen the flavors and keep the sweetness in check.
Granulated sugar: Sweetens the cake batter and helps create a melt-in-your-mouth texture.
Large eggs: Bind the ingredients together and add richness and structure.
Vanilla extract: Brings a subtle, aromatic warmth to the cake.
Sour cream: Ensures a moist, tender crumb and adds a little tang to balance the fruit.
Pineapple juice (reserved from can or fresh): Infuses the cake with even more pineapple flavor and moisture.

How to Make Cranberry Pineapple Upside-Down Cake

Step 1: Prepare the Pan and Fruit Topping

Start by preheating your oven to 350°F (175°C). Grease a 9-inch round cake pan generously to make sure your Cranberry Pineapple Upside-Down Cake turns out easily and beautifully. Pour the melted butter evenly into the bottom, then sprinkle brown sugar over it. Carefully arrange the pineapple rings in a single layer—you’ll usually fit 5 to 6 in a lovely pattern—then nestle the cranberries into the centers and fill the spaces between rings for juicy pops of color and flavor throughout.

Step 2: Mix the Dry Ingredients

Grab a medium bowl and whisk together the flour, baking powder, baking soda, and salt. This step not only combines but also aerates the dry ingredients, ensuring a cake that is light and even in texture. Setting up your dry mix in advance makes the batter come together quickly and smoothly.

Step 3: Cream Butter and Sugar

In a large mixing bowl, cream the softened butter and granulated sugar together until light and fluffy, which usually takes a few minutes. This is the secret to that tender, melt-in-your-mouth crumb—so don’t rush it! The air whipped in during this step will give your Cranberry Pineapple Upside-Down Cake that lovely rise.

Step 4: Add Eggs and Flavorings

Beat in the eggs one at a time, mixing well after each addition so the mixture stays smooth and glossy. Add the vanilla extract for that hint of warmth and depth. This is also a great time to add orange zest if you want a citrus twist!

Step 5: Incorporate Sour Cream and Pineapple Juice

Mix in the sour cream and pineapple juice; this combination guarantees a beautifully moist cake with an irresistible hint of pineapple throughout. The batter should be smooth and almost luscious at this stage.

Step 6: Combine and Spread the Batter

Gradually add the dry ingredients to the wet mixture, stirring gently and only until everything is just combined. You don’t want to overmix—just enough to bring the batter together. Once done, carefully spread the batter over your perfectly arranged fruit layer, smoothing it out from edge to edge in the pan.

Step 7: Bake, Cool, and Reveal

Bake the Cranberry Pineapple Upside-Down Cake for 40 to 45 minutes, or until the top is golden and a toothpick inserted in the center comes out clean. Let the cake cool in the pan for 10 minutes (no peeking yet!), then, with a little bit of courage and a lot of excitement, invert it onto a serving plate. The magical fruit and caramel layer will be on full display! Let it cool completely before slicing to help the flavors settle and the cake to hold together perfectly.

How to Serve Cranberry Pineapple Upside-Down Cake

Garnishes

This eye-catching cake is gorgeous with its glossy fruit layer, but if you want to elevate it further, add a dollop of whipped cream or a scoop of vanilla ice cream to each slice. A sprinkle of fresh orange zest works beautifully too, as does a drizzle of warm caramel sauce for extra indulgence.

Side Dishes

Pair your Cranberry Pineapple Upside-Down Cake with a bowl of fresh berries, a citrus fruit salad, or even a refreshing mint tea. The tartness of the fruit and the herbal notes in the tea highlight the sweet and tangy flavors of the cake without overpowering them.

Creative Ways to Present

For a festive centerpiece, bake the cake in a decorative bundt pan or use mini cake molds for individual servings that steal the show. You can layer smaller pineapple tidbits and cranberries in intricate patterns for a creative twist. Or, serve slices on pretty plates with a matching berry compote—eye-catching and delicious!

Make Ahead and Storage

Storing Leftovers

Simply cover any leftover Cranberry Pineapple Upside-Down Cake with plastic wrap or transfer it to an airtight container, then refrigerate. It stays moist and flavorful for up to three days, so you can savor it for breakfast, snack, or dessert!

Freezing

Planning ahead? Freeze individual slices (wrap them tightly in plastic and foil) to enjoy a taste of sunshine down the road. Move to the fridge to thaw when ready; the fruit remains surprisingly juicy, and the cake holds its texture.

Reheating

To enjoy your Cranberry Pineapple Upside-Down Cake warm, just pop a slice in the microwave for about 20 seconds or gently reheat in a low oven. This brings back the gooey caramel top and makes the aroma irresistible all over again!

FAQs

Can I use fresh pineapple and fresh cranberries instead of canned and frozen?

Absolutely! Fresh pineapple and fresh cranberries add a lovely brightness and you’ll find the flavor slightly punchier. Just make sure to slice the pineapple thinly and adjust the sugar if your fruit is especially tart.

What’s the best way to prevent sticking when inverting the cake?

Generously greasing the pan and letting the cake cool for 10 minutes are essential steps. You might also want to run a thin knife around the edge before flipping to ensure a clean release of that gorgeous caramelized fruit topping!

Can I make Cranberry Pineapple Upside-Down Cake gluten free?

You can certainly try! Swap the all-purpose flour for a trusted 1-to-1 gluten free baking blend and double-check that your baking powder and other ingredients are gluten free for best results.

Is the cake suitable for making ahead for a holiday gathering?

This cake is at its absolute best freshly baked, with the caramel topping still warm and glossy. But if you need to make it ahead, keep it tightly wrapped and add garnishes right before serving for the best presentation.

How do I add extra flavor or holiday flair?

For a twist, grate a little orange zest into the batter, sprinkle on some chopped pecans before baking, or add a dash of cinnamon for cozy warmth. These touches work beautifully with the Cranberry Pineapple Upside-Down Cake’s festive vibe.

Final Thoughts

If you’ve never tried making Cranberry Pineapple Upside-Down Cake, I can’t recommend it enough—it’s the kind of nostalgic treat that always brings smiles and second helpings. Grab your ingredients, invite some friends, and make an occasion out of it. Your new favorite cake is just an oven away!