Peel, wash, core, and cut the pineapple into wedges.
Heat your grill to high. Grill the pineapple for 4 to 6 minutes, turning as needed so each side develops good color and light char. The sweet tropical aroma as the fruit grills is one of my favorite parts of making this recipe, reminding me of childhood in the Caribbean.
As the pineapple grills. Place the water and brown sugar in a cold saucepan. Turn the heat on and gently swirl the pan as the sugar melts.
Continue cooking until the mixture becomes frothy before turning a deep amber color as the water cooks away.
When large bubbles begin to appear, about 2 to 3 minutes, add the cinnamon.
Carefully whisk in the heavy cream. The caramel will bubble vigorously for a few seconds, so take your time.
Cook for another 3 minutes, then stir in the butter if using.
Add the grilled pineapple to the caramel sauce and gently toss until each piece is coated.
-
Serve warm on its own, over Vanilla Bean Ice Cream, or my childhood favorite, Dad's Coconut Ice Cream. If desired, finish with a sprinkle of flaky salt for a sweet and salty contrast.