A chocolate dipping tray is described which is configured to facilitate the application of chocolate or a similar hardening confection to a fruit such as a strawberry. The tray is equipped with a series of pockets which are preferably shaped according to a specific fruit. The series of pockets are equipped with at least one horizontal line to provide a measuring basis for chocolate to be poured into the pockets prior to the insertion of a strawberry. The series of pockets may be equipped with embossed decorations such as hearts, words, shapes, logos, or other similar personalized effects.