As I was sifting through my pantry, I stumbled upon a bag of tart cranberries and a can of juicy pineapple. It struck me then how these two fruits would unite beautifully in a dessert: a Cranberry Pineapple Upside-Down Cake. This delightful twist on the classic dessert brings together the sweet and sour flavors of the season, creating a stunning centerpiece for your holiday gatherings. Not only does this cake look irresistibly gorgeous with its caramelized toppings, but it’s also incredibly easy to make—perfect for those bustling days with family and friends. Imagine the joy of serving up slices that captivate both the eyes and the taste buds! Are you ready to impress everyone with this delicious, homemade treat? Let’s dive in!

Why is This Cake So Special?
Easy to Make: Even novice bakers will find this recipe a breeze to follow, allowing you to focus more on enjoying your dessert without stress.
Beautiful Presentation: The vibrant layers of caramelized pineapple and tart cranberries make for a stunning centerpiece that’s sure to wow your guests at any gathering.
Perfect for Any Season: While it shines during the holidays, this cake is versatile enough for any occasion. You could even try a fruity twist by using cherries or peaches instead!
Moist, Delicious Flavor: The combination of butter, sour cream, and fresh juices produces a cake that’s rich and moist, melting in your mouth with every bite.
Crowd-Pleasing Appeal: Whether served warm with vanilla ice cream or at room temperature, this cake is a hit with both family and friends, captivating those bored with fast food.
Versatile Serving Options: Pair it with creamy whipped cream or serve it as a delightful dessert alongside your favorite holiday drinks, like mulled cider!
Discover more mouthwatering recipes like this Cranberry Brie Tart to truly elevate your holiday meals!
Cranberry Pineapple Upside-Down Cake Ingredients
• Get ready to bake this delightful dessert!
For the Topping
- Unsalted Butter – Provides richness and moisture to the cake. Can use salted butter but adjust salt content.
- Brown Sugar – Adds sweetness and a caramel flavor to the topping. Coconut sugar can be used for a less processed option.
- Pineapple Rings – Serve as the base topping; fresh or canned can be used interchangeably. If using fresh, slice thin for even cooking.
- Fresh or Frozen Cranberries – Offers tartness that balances the sweetness of the pineapple. Can swap for blueberries if desired.
For the Cake
- All-Purpose Flour – Gives structure to the cake. Gluten-free flour blend can be utilized for gluten-sensitive diets.
- Baking Powder – Acts as a leavening agent for a light texture. Ensure it’s fresh for best results.
- Salt – Enhances flavors in the cake mixture.
- Granulated Sugar – Sweetens the cake and aids in the batter’s structure.
- Eggs – Provide binding and richness. Use room temperature for optimal mixing.
- Vanilla Extract – Adds aromatic flavor. Can swap for almond extract for a different flavor profile.
- Pineapple Juice – Adds moisture and fruity flavor. Reserve juice from canned pineapple or use fresh juice.
- Sour Cream – Contributes to the cake’s moisture and tanginess. Substitute with Greek yogurt for a similar effect.
Step‑by‑Step Instructions for Cranberry Pineapple Upside-Down Cake
Step 1: Preheat & Prep
Begin by preheating your oven to 350°F (175°C). While the oven is warming, take a 9-inch round cake pan and grease it generously with unsalted butter to ensure the cake releases easily after baking. Set the pan aside as you prepare the delicious topping for your Cranberry Pineapple Upside-Down Cake.
Step 2: Make the Topping
In a medium saucepan over medium heat, melt ¼ cup of unsalted butter along with ¾ cup of brown sugar, stirring until the mixture is smooth and slightly bubbling. Pour this luscious caramel-like mixture evenly into the prepared cake pan. Next, arrange pineapple rings on the bottom, and sprinkle fresh or frozen cranberries around them for a vibrant, colorful presentation.
Step 3: Prepare Cake Batter
In a mixing bowl, whisk together 1 ½ cups of all-purpose flour, 2 teaspoons of baking powder, and ½ teaspoon of salt to combine the dry ingredients. In another large bowl, cream ½ cup of softened unsalted butter with 1 cup of granulated sugar until light and fluffy—this should take about 3-5 minutes. Incorporate 2 large eggs, one at a time, followed by 1 teaspoon of vanilla extract, mixing well after each addition.
Step 4: Combine Ingredients
Gradually add the dry mixture to the creamed butter and sugar mixture, alternating with ½ cup of reserved pineapple juice, starting and finishing with the dry ingredients. Mix until just combined. Gently fold in ½ cup of sour cream, taking care not to overmix. This step ensures your Cranberry Pineapple Upside-Down Cake will have a moist and tender crumb.
Step 5: Bake
Pour the cake batter evenly over the prepared fruit topping in the pan. Place it in your preheated oven and bake for 40-45 minutes. The cake is done when it springs back to the touch and a toothpick inserted in the center comes out clean. The aroma that fills your kitchen will be heavenly!
Step 6: Cool & Invert
After baking, remove the cake from the oven and let it cool in the pan for about 10 minutes. This cooling step is crucial for preventing breakage. Once slightly cooled, carefully run a knife around the edges, then invert the cake onto a serving plate. The beautiful layers of fruit will be revealed, creating an impressive display for your guests!
Step 7: Serve
Once upside down, the Cranberry Pineapple Upside-Down Cake is ready to be sliced and served. You can enjoy it warm or let it cool to room temperature. For an extra touch of indulgence, consider serving it with a scoop of vanilla ice cream or a dollop of whipped cream alongside the vibrant fruit topping.

Make Ahead Options
These Cranberry Pineapple Upside-Down Cakes are perfect for busy home cooks who want to simplify their meal planning! You can prepare the topping (butter and brown sugar mixture with cranberries and pineapple) up to 24 hours in advance, simply storing it in the refrigerator until you’re ready to bake. The batter can also be made ahead and stored in the fridge for up to 3 days; just cover it tightly with plastic wrap. To maintain quality, be sure to let the batter sit out for about 30 minutes before pouring it over the topping and baking. When you’re ready to impress your guests, combine the components, bake as instructed, and enjoy a beautifully caramelized cake that tastes just as delicious as if it were made fresh!
Cranberry Pineapple Upside-Down Cake Variations
Feel free to let your creativity shine as you personalize this delicious cake with these ideas!
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Berry Delight: Swap cranberries for mixed berries like raspberries and blackberries for a sweet-tart twist. The blend of colors will brighten up your dessert table beautifully.
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Tropical Vibes: Incorporate diced mango or fresh coconut flakes for a tropical flavor infusion. The juicy mango pairs nicely with the tartness of pineapple, creating a sunny dessert.
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Nutty Crunch: Add chopped pecans or walnuts to the cake batter for a delightful crunch. The nuts enhance not only the texture but also bring a rich flavor contrast.
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Spicy Warmth: Sprinkle in a teaspoon of ground ginger or a pinch of cayenne for a spiced kick that pairs perfectly with the sweet fruits. This will certainly surprise your friends and make every bite exciting!
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Coconut Cream: Replace sour cream with coconut cream for a rich, tropical essence that’s perfect for holiday gatherings. It adds a subtle coconut flavor that dances deliciously with the pineapple.
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Dairy-Free Option: Use almond milk and a flax egg instead of traditional dairy ingredients to make a delightful dairy-free cake. This version retains the cake’s traditional appeal but is suitable for vegan diets.
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Different Fruit Base: Try using pear halves or peaches in place of the pineapple for a new flavor profile. Each fruit brings its unique taste while maintaining that beautiful upside-down presentation.
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Chai Flavor: Infuse the cake with chai spices by adding a teaspoon of cardamom and cinnamon into the batter. This warm spice combination will make your cake perfect for cozy evenings.
For more delightful options, try the Cranberry Brie Tart for a starter or check out the festive Christmas Fruit Cake for your holiday gatherings!
What to Serve with Cranberry Pineapple Upside-Down Cake
Imagine delighting your guests with a stunning dessert, complemented by perfect side dishes that enhance every flavor.
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Vanilla Ice Cream: Creamy and rich, adding a velvety contrast to the tart and sweet cake. A scoop serves to balance the fruitiness perfectly!
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Whipped Cream: Light and airy, it brings a lovely silkiness that enhances the cake’s warm flavors. Drizzle it over each slice for an extra touch of indulgence.
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Spiced Apple Cider: A warm drink that echoes the cake’s festive spirit; the spices in the cider enhance the tart cranberries, making every sip comforting during the holidays.
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Sweetened Coconut Flakes: Toasted coconut adds a nutty crunch that complements the cake’s soft texture beautifully, lending a tropical flair that pairs wonderfully with the pineapple.
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Mixed Green Salad: A fresh salad with citrus vinaigrette provides a refreshing contrast to the richness of the cake, cleansing the palate between bites.
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Chocolate Sauce: A drizzle of warm chocolate sauce brings an unexpected twist to the dessert, creating a delightful harmony of flavors when combined with the fruity layers.
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Chai Tea: A spiced chai will offer warmth and depth, perfectly matching the cozy notes in the cake while providing a soothing finish to your meal.
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Pineapple Juice: A refreshing glass of pineapple juice echoes the cake’s fruitiness, making it a delightful pairing that invites nostalgic memories of sunny days.
How to Store and Freeze Cranberry Pineapple Upside-Down Cake
Room Temperature: Store uncovered at room temperature for up to 2 days to maintain its moistness and flavor.
Fridge: If storing for longer, cover with plastic wrap and refrigerate for up to 5 days. This ensures fresh taste while slightly enhancing the tartness of the cranberries.
Freezer: To freeze, wrap the cooled cake tightly in plastic wrap, then aluminum foil, and store for up to 3 months. Thaw overnight in the fridge before enjoying.
Reheating: Warm slices in the microwave for about 15-20 seconds or place in a preheated oven at 350°F for 10-15 minutes for a fresh-out-of-the-oven experience.
Expert Tips for Cranberry Pineapple Upside-Down Cake
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Cooling Time: Allow the cake to cool in the pan for 10 minutes before inverting. This prevents the topping from breaking and ensures a beautiful presentation.
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Fruit Prep: If using fresh pineapple, slice it thinly and consider lightly cooking it with sugar beforehand for enhanced flavor and tenderness.
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Mixing Techniques: Be careful not to overmix when incorporating the sour cream. Gently folding helps maintain the cake’s tender texture, making your Cranberry Pineapple Upside-Down Cake irresistibly moist.
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Ingredient Temperature: Use room-temperature eggs and butter for smoother batter consistency, which leads to a more evenly baked cake.
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Flavor Boost: Add a teaspoon of cinnamon or nutmeg for warm spice notes, enhancing the cake’s seasonal appeal and making it even more delightful.

Cranberry Pineapple Upside-Down Cake Recipe FAQs
How do I choose ripe cranberries?
Absolutely! When selecting cranberries, look for firm, plump berries that are rich in color—preferably deep red. Avoid any that are soft, shriveled, or show signs of dark spots. Fresh cranberries should be shiny and bouncy!
What’s the best way to store leftovers of the cake?
You can store your Cranberry Pineapple Upside-Down Cake at room temperature for about 1-2 days if left uncovered. However, for longer freshness, cover it with plastic wrap and refrigerate for up to 5 days. This helps maintain the moisture while enhancing the cranberries’ tartness.
Can I freeze the baked cake?
Very! To freeze your cake, ensure it’s completely cooled. Wrap it tightly in plastic wrap, then in aluminum foil to protect it from freezer burn. You can store it this way for up to 3 months. Just thaw it in the fridge overnight when you’re ready to enjoy it again!
What should I do if the cake sticks to the pan?
If your cake sticks, don’t worry! Make sure you grease the pan well before adding the topping and batter. Consider running a thin knife around the edges to loosen it before inverting. If it’s still stubborn, try cooling it for a bit longer; this sometimes helps it release easier.
Are there any dietary considerations I should be aware of?
Yes! This recipe is vegetarian-friendly. If you’re accommodating gluten sensitivities, you can easily substitute all-purpose flour with a gluten-free flour blend. Additionally, for those with dairy allergies, consider using lactose-free sour cream and butter alternatives!
How do I know when the cake is done baking?
The cake is perfectly baked when the top is golden brown, and a toothpick inserted in the center comes out clean or with a few moist crumbs. It should also spring back slightly when touched. Don’t rush this step—the aroma during baking will guide you too!

Cranberry Pineapple Upside-Down Cake: A Holiday Delight
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C) and grease a 9-inch round cake pan with unsalted butter.
- In a medium saucepan, melt ¼ cup of unsalted butter with ¾ cup of brown sugar, stirring until smooth. Pour into the prepared cake pan. Arrange pineapple rings and sprinkle cranberries on top.
- In a bowl, whisk together 1 ½ cups of all-purpose flour, 2 teaspoons of baking powder, and ½ teaspoon of salt. In another bowl, cream ½ cup of softened unsalted butter with 1 cup of granulated sugar until fluffy. Add 2 large eggs and 1 teaspoon of vanilla, mixing well.
- Gradually add the dry ingredients to the creamed mixture, alternating with ½ cup of pineapple juice. Gently fold in ½ cup of sour cream.
- Pour the batter over the fruit topping in the pan and bake for 40-45 minutes until a toothpick comes out clean.
- Cool in the pan for 10 minutes, then invert onto a serving plate to reveal the fruit topping.
- Slice and serve warm or at room temperature, optionally with vanilla ice cream or whipped cream.

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