Golden delights: Top 20 pineapple upside-down cake recipes
Craving a slice of nostalgia with a golden, caramelized twist? This roundup of the 20 best pineapple upside-down cake recipes is just what you need.

Pineapple upside-down cake: a classic dessert that brings a tropical twist to the table!.
This beloved sweet treat, known for its caramelized pineapple topping and moist, buttery cake, has been a favorite for generations (I highly recommend it has a starring role in your 80s nostalgia food menu).
Whether you’re a seasoned baker or trying your hand at this iconic cake for the first time, this roundup of pineapple upside-down cake recipes is sure to inspire.
From traditional takes to modern twists, each recipe offers a unique spin on this timeless dessert.
So, preheat your ovens and get ready to flip your baking world upside-down with these deliciously curated recipes.
Pineapple upside down cake
Cheers to this bourbon-infused pineapple upside-down cake. This new twist on a retro favorite is deliciously moist and luscious with caramelized pineapple and cranberries. The buttery juices and bourbon literally seep into the cake for a deeper flavor profile- easy enough for every day- but gorgeous for the holidays.
The tangy pineapple and brown sugar glaze marry together in a most delicious way while the moist interior stays light yet satisfyingly flavorful.
For a classic dessert that’s as impressive as it is delicious, try this easy pineapple upside down cake. Caramelized pineapple slices and bright cherries top this soft and moist vanilla buttermilk cake that’s the perfect dessert for any occasion.
Experience the intense flavor of sweet and crunchy pineapple slices that have been infused with cinnamon whisky in the caramelized fireball pineapple upside down cake on the Blackstone.
This gluten free pineapple upside down cake is easy to make, super moist, and full of pineapple flavor.
This Hawaiian punch pineapple upside down cake is a fun take on a classic using fruit punch soaked pineapple rings and in the cake batter.
This easy gluten-free keto pineapple upside-down cake is surprisingly low in carbs with only 3.8 grams of net carbs per slice and the best buttery, moist pineapple cake crumb ever.
This pineapple upside down cake is a classic recipe that features caramelized pineapple and cherries with a homemade brown sugar cake batter. This is the best pineapple cake you’ll ever eat.
This pineapple upside down cake ice cream has a tart yogurt buttermilk base, swirled with pineapple caramel sauce, pound cake, and maraschino cherries.
This made-from-scratch upside-down pineapple cake is amazing. Juicy pineapple and brown sugar is layered on top and tender soft vanilla cake is on the bottom. Truly mouthwatering.
This fresh pineapple cake is a modern take on the classic pineapple upside down cake from scratch. This recipe uses golden rum, fresh pineapple and of course, a few cherries. The alcohol in this pineapple rum cake is balanced and not overpowering, though you can taste the caramely notes of rum.
A crave-worthy combination of two amazing desserts, this pineapple upside down cheesecake combines juicy baked pineapple in a brown sugar topping with a decadent cheesecake base.
The pineapple upside down cheesecake brings together the best of two desserts: a creamy New York style cheesecake with a biscuit base, topped with a perfect layer of sweet and sticky pineapple upside down sponge.
This pineapple upside down cheesecake salad is a delightful fusion of candied pecans, juicy pineapple chunks, and sweet maraschino cherries, all enveloped in a luscious, creamy cheesecake mixture. It's a unique and irresistible take on the classic pineapple upside down cake, offering an easy yet sumptuous twist to your dessert experience.
This recipe for pineapple upside down cupcakes lets you indulge in everything you love about classic pineapple upside-down cake in an easy-to-make and easy-to-serve package. They're perfect for bringing to potucks and parties.
Indulge in the ultimate spring treat with these delightful pineapple upside-down mini cakes. Whip up a batch of these adorable individual cakes in no time with this easy recipe.
This retro vegan pineapple upside down cake is moist, fluffy, and sweet, combining vanilla cake topped with a caramelized brown sugar, pineapple, and maraschino cherry topping for a crowd-pleasing treat!
Bring back childhood memories with this egg-free pineapple cake recipe! This vegan pineapple upside down cake with cherries is a buttery pineapple cake topped with pineapple rings and cherry that form a crispy caramel on top.
This vegan pineapple upside down cake is sweet, moist and incredibly delicious! It may look fancy and decadent, but this cake is easy to make. These step by step directions will help you make the most rich, soft and fluffy pineapple upside down cake.
Pineapple upside down cake is a classic, and you'll feel good about serving this made-from-scratch recipe. It includes pineapple and cherries in a caramel layer atop a light and fluffy sponge.
This diverse collection of pineapple upside-down cake recipes celebrates this timeless dessert in all its glory.
Whether you opted for a classic rendition or ventured into a more innovative territory, each recipe in our roundup is a testament to the versatility and enduring appeal of this beloved cake.
I hope these recipes have inspired you to bring a touch of tropical sweetness into your kitchen.
Happy baking, and remember, the magic is in the flip!





