
Classic Pineapple Upside Down Cake
This pineapple upside down cake brings back the best memories of family gatherings. Those caramelized pineapple rings and bright cherries create such a beautiful top while underneath lies the most perfectly moist vanilla cake. It's one of those recipes that never goes out of style and always brings smiles to the table.
Why This Pineapple Upside Down Cake Always Impresses
The magic happens when you flip this cake over revealing that gorgeous caramelized top. Everyone loves how the sweet tangy pineapple meets fluffy tender cake. It's simple to make but looks like you spent hours in the kitchen perfect for when you want something special without too much fuss.
What You'll Need
- Topping: Butter brown sugar pineapple rings and those pretty maraschino cherries create that signature look.
- Cake: Simple ingredients like flour sugar butter and milk come together with pineapple juice and vanilla for the perfect flavor.
Let's Bake Together
- Start With The Top
- Get your butter and brown sugar all melty arrange those pineapples and cherries just so.
- Make Your Batter
- Mix everything until it's smooth and creamy this is where the magic starts.
- Put It Together
- Pour that lovely batter over your arranged fruit and let it bake until perfect.
- The Big Reveal
- Here's the fun part flip it over while it's still warm and watch everyone's eyes light up.
My Baking Secrets
Make sure your cake is completely baked before flipping nothing ruins this pineapple upside down cake faster than a gooey center. Use a plate that can handle heat and let that caramel settle before lifting the pan it's worth the wait.

Keep It Fresh
This cake stays beautiful in the fridge for three days though it rarely lasts that long in my house. Want to freeze it? Wrap it well and it'll keep for months. Just bring it back to room temperature before serving.
Frequently Asked Questions
- → Why flip the cake immediately?
Flipping while hot ensures the topping will release cleanly and drizzle down the sides.
- → Can I use fresh pineapple?
Canned works better as it's consistent in moisture and sweetness.
- → Why save the pineapple juice?
Using it in the batter adds extra pineapple flavor and moisture.
- → Can I make this ahead?
Yes, keeps well at room temperature or refrigerated for several days.
- → Why beat the batter for exactly 3 minutes?
This creates the perfect texture - not too dense or too airy.