A multiple plant container self-watering system is disclosed which through use of an adjustable wicking system maintains for a plurality of plants a uniform water draw rate despite varying water depths among containers. The invention comprises a primary container and a plurality of secondary containers in fluid relation with one another such that when water is supplied to one container it flows through to all other containers. Gravity ensures water depth remains constant among containers on flat ground, but to offset differences in depth caused by elevational differences among containers, a wick elevator is provided so the wick may be vertically adjusted to the water level.