Caramelized pineapple is crispy on the outside, sweet, and fruity.
2 cups diced pineapple
½ cup dark brown sugar, divided
½ cup heavy cream
3 tbsp dark rum
1 vanilla bean, split and scraped
Combine vanilla bean and liquid ingredients except rum and ¼ cup brown sugar.
Heat over medium heat until sugar is dissolved and has thickened slightly, 15–30 minutes.
15–30 minutes
Remove vanilla pod and let the sugar mixture sit at room temperature for 30 minutes.
30 minutes
Dip pineapple into sugar mixture then dredge in remaining sugar, adding more as needed.
Place pineapple on a greased baking sheet and place under broiler, shaking constantly until well browned.
Remove pineapple; keep warm.
Place baking sheet on two burners and heat over high heat. Add rum and ignite. Scrape browned bits off of pan and boil rum until reduced by half.
Add rum to remaining sugar mixture and stir. Serve pineapple with remaining sugar mixture on the side.