Pineapple upside down cake was always a go-to dessert at my house growing up. My mom made it frequently but always with a boxed yellow cake mix, canned pineapple and maraschino cherries. It was really quite simple to make but I’ve never had great luck veganizing boxed cake mixes so I’ve tried for years to make a version that tasted like the boxed cake I remembered but better and I think I’ve finally done it!
This cake is moist, just firm enough and has a slight coconutty flavor that I always remembered Duncan Hines cakes having. It’s also made with no special egg replacers! Magic!
For the cake we’re using oil and not butter as that tends to keep cakes moister. Why you ask? Well, often the water in even vegan butter can bind with the gluten in flour making cakes tougher. Oil is pure fat and doesn’t have this issue. We’re also making a quick vegan buttermilk with vegan milk and apple cider vinegar and using some cornstarch to make our regular all purpose flour into cake flour. This will all help with making the cake tender and delicious.
My mom always made this cake in a round pan and keep the pineapple circles whole and placed a cherry inside each one. I’m taking another approach and cutting the circles into four equal pieces and stacking them in a nice pattern and using a square baking pan. Oh and no cherries. I don’t like them but if you do, feel free to add some! Also keep in mind that canned pineapple is really best for this recipe. Fresh pineapple has a lot of moisture and that’s not good here. You even want to pat the canned pineapple dry with paper towels really well.
You’re going to mix the topping right in the baking pan. Add the melted vegan butter and brush it slightly up the sides of the pan. Then add the brown sugar and mix until it becomes a thick paste-like mixture. Then layer the pineapples in the pan and set aside. Then you add the batter and bake.
I hope you enjoy this cake! I love it warm with ice cream but it’s great at any temp – even cold! I store leftovers in the fridge and warm up pieces but it never lasts that long.