Pineapple Upside-Down Ice Cream

pineapple upside down ice cream
This simple pineapple upside-down ice cream is pineapple upside-down cake in ice cream form.   A creamy brown sugar base studded with bits of pineapple and maraschino cherries makes a cool and delicious summer treat!

A brilliant foodie  cousin of mine gave me the idea for this ice cream and a sweet aunt whose favorite cake is pineapple upside down cake gave me the reason to try it.

I love it because it’s a Philadelphia style ice cream (read: easy) but had great depth of flavor because of the brown sugar.  And I love me any ice cream that has mix ins!  Maybe the only thing I would try differently next time is to roast the pineapple prior to mixing it in to add even more flavor.

Pineapple Upside Down Ice Cream

Course Dessert
Cuisine American
Prep Time 15 minutes
chill time 1 day
Servings 1 quart
Author Heather


  • Ice cream maker


  • 3/4 cup brown sugar
  • 8 ounce can pineapple tidbits drained
  • 1/4 cup maraschino cherries diced fine
  • 2 cups heavy cream
  • 1 cup whole milk
  • 1 teaspoon vanilla extract


  • Pour 1 cup of cream into a medium sauce pan.  Add sugar.  Heat over medium heat until the sugar is dissolved.
  • In a separate bowl, stir together milk, remaining cream and vanilla extract.  Add in warm cream and sugar mixture.  Cover with plastic wrap directly on the cream mixture.  Pop in the fridge for several hours or overnight.
  • Churn according to your ice cream makers directions.  In the last 5 minutes of churning add in pineapple and cherries.  Move ice cream to a freezer safe container and freeze.  Enjoy!

Love making ice cream? Then you might want to try making some roasted strawberry ice cream or maybe some homemade Moose Tracks. Don’t forget the sauce!

Happy Baking!