A multiple plant container self-watering system comprising a frame supporting multiple grow pots, the multiple grow pots comprising at least a primary grow pot and a secondary grow pot; a primary container at a first elevation on said frame wherein said primary grow pot rests on a primary wick of the primary reservoir pot, and a plurality of secondary containers, each of the plurality of secondary containers being at a different elevation and comprising a secondary grow pot resting on a secondary wick of the secondary reservoir pot; whereby the primary container and the plurality of secondary containers are fluidly connected by means of the tubing and configured to allow for substantially similar dry-down time.