A planter insert and planter insert assembly. In an embodiment, the planter insert assembly includes a planter housing with an upper portion and a bottom reservoir portion with a bottom interior surface a tray defining a containment space for plant support media, wherein the tray is disposed within the upper portion of the planter housing, the tray having a bottom surface with a plurality of perforations allowing for insertion of at least one wicking member, the tray further having a sidewall including a bottom portion, wherein the bottom surface of the tray depends from the bottom portion of the sidewall and a tray support disposed within the bottom reservoir portion of the planter housing, the tray support having a top surface, wherein the tray is supported only by the tray support when the bottom surface of the tray is positioned on the top surface of the tray support.