1. Peel pineapple and cut crosswise into 8 half inch thick rings.
2. Remove core from each ring.
3. Grill the rings directly over medium heat on an oiled grate for 3-4 minutes on each side, or until grill marks appear. Set aside. Top each ring with a scoop of icecream and drizzle with hot caramel.
Optional: Garnish with maraschino cherries for color!