Slice off the top and bottom of the pineapple. Carve a thin, star-shaped slice from the top to use as the tree topper.
Trim the pear into a cone shape and place it on the pineapple. Insert the bamboo skewer through the center to secure both pieces.
Using toothpicks, attach clementine segments, kiwi slices, strawberries, blackberries, blueberries, and grapes around the pineapple and pear.