Preheat grill.

Cut off the top and bottom of the pineapple. Then cut it crosswise into 8 rings, about 1/2" thick each. Remove the skin and center core.

Brush pineapple with olive oil then sprinkle with cinnamon sugar. Place pineapple rings on grill, for 2-3 minutes per side, until they are browned and have grill marks.

Place grilled pineapple on each plate. Top with a scoop of ice cream and drizzle with caramel sauce.

Serves 8.