Slice top and bottom off pineapple then cut a thin slice from the top. Press a star-shaped cookie cutter into the center of the thin slice then set star aside. Slice a little off the sides of the pineapple at an angle to create a cone shape. Push the bamboo skewer through the center, then skewer the pear on top, leaving the top of the skewer uncovered (you'll skewer the star on top at the end.)

Place pineapple onto a serving tray then insert toothpicks around pineapple and pear at a slight angle, breaking a little off if necessary, then add fruit. I found it easier to place most of the bigger fruit first then fill in with the smaller fruit like grapes. Add the pineapple star to the top of the skewer then serve.