Instructions

1. 1
   Combine vanilla bean and liquid ingredients except rum and ¼ cup brown sugar.
2. 2
   Heat over medium heat until sugar is dissolved and has thickened slightly, 15–30 minutes.
3. 3
   Remove vanilla pod and let the sugar mixture sit at room temperature for 30 minutes.
4. 4
   Dip pineapple into sugar mixture then dredge in remaining sugar, adding more as needed.
5. 5
   Place pineapple on a greased baking sheet and place under broiler, shaking constantly until well browned.
6. 6
   Remove pineapple; keep warm.
7. 7
   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.
8. 8
   Add rum to remaining sugar mixture and stir. Serve pineapple with remaining sugar mixture on the side.