A multiple plant container self-watering system (100; 200) comprising: a primary container (102; 202) at a first elevation, the primary container (102; 202) comprising: a primary outer shell (110; 210); a primary reservoir pot (112; 212) located inside the primary outer shell (110; 210), having an upper portion and a lower portion in a tubular configuration and centered in the middle of the upper portion, the lower portion having a diameter greatly reduced in comparison to a diameter of the upper portion; a primary platform positioned above the lower portion of the primary reservoir pot (112; 212); a primary wick (116; 216) resting on the primary platform and extending down through the lower portion of the primary reservoir pot (112; 212), the primary wick being substantially T-shaped in structure and drawing water upwardly from the primary reservoir pot (112; 212) to a base of a primary grow pot (114; 214) thereby putting water in direct contact with soil medium therein; wherein the primary grow pot (114; 214) rests on the primary wick (116; 216) and the primary platform of the primary reservoir pot (112; 212); and a plurality of secondary containers (104; 204), each of the plurality of secondary containers (104; 204) being at a different elevation and comprising: a secondary outer shell; a secondary reservoir pot located inside the secondary outer shell having an upper portion and a lower portion in a tubular configuration and centered in the middle thereof, the lower portion having a diameter greatly reduced in comparison to a diameter of the upper portion; a secondary platform positioned above the lower portion of the secondary reservoir pot; a secondary wick resting on the secondary platform and extending down through the lower portion of the secondary reservoir pot, the secondary wick being substantially T-shaped in structure and drawing water upwardly from the secondary reservoir pot to a base of a secondary grow pot thereby putting water in direct contact with soil medium therein; wherein the secondary grow pot rests on the secondary wick and the secondary platform of the secondary reservoir pot; whereby the primary container (102; 202) and the plurality of secondary containers (104; 204) are fluidly connected by means of tubing and configured to allow for substantially similar dry-down time. a primary outer shell (110; 210); a primary reservoir pot (112; 212) located inside the primary outer shell (110; 210), having an upper portion and a lower portion in a tubular configuration and centered in the middle of the upper portion, the lower portion having a diameter greatly reduced in comparison to a diameter of the upper portion; a primary platform positioned above the lower portion of the primary reservoir pot (112; 212); a primary wick (116; 216) resting on the primary platform and extending down through the lower portion of the primary reservoir pot (112; 212), the primary wick being substantially T-shaped in structure and drawing water upwardly from the primary reservoir pot (112; 212) to a base of a primary grow pot (114; 214) thereby putting water in direct contact with soil medium therein; wherein the primary grow pot (114; 214) rests on the primary wick (116; 216) and the primary platform of the primary reservoir pot (112; 212); and a plurality of secondary containers (104; 204), each of the plurality of secondary containers (104; 204) being at a different elevation and comprising: a secondary outer shell; a secondary reservoir pot located inside the secondary outer shell having an upper portion and a lower portion in a tubular configuration and centered in the middle thereof, the lower portion having a diameter greatly reduced in comparison to a diameter of the upper portion; a secondary platform positioned above the lower portion of the secondary reservoir pot; a secondary wick resting on the secondary platform and extending down through the lower portion of the secondary reservoir pot, the secondary wick being substantially T-shaped in structure and drawing water upwardly from the secondary reservoir pot to a base of a secondary grow pot thereby putting water in direct contact with soil medium therein; wherein the secondary grow pot rests on the secondary wick and the secondary platform of the secondary reservoir pot; whereby the primary container (102; 202) and the plurality of secondary containers (104; 204) are fluidly connected by means of tubing and configured to allow for substantially similar dry-down time. a secondary outer shell; a secondary reservoir pot located inside the secondary outer shell having an upper portion and a lower portion in a tubular configuration and centered in the middle thereof, the lower portion having a diameter greatly reduced in comparison to a diameter of the upper portion; a secondary platform positioned above the lower portion of the secondary reservoir pot; a secondary wick resting on the secondary platform and extending down through the lower portion of the secondary reservoir pot, the secondary wick being substantially T-shaped in structure and drawing water upwardly from the secondary reservoir pot to a base of a secondary grow pot thereby putting water in direct contact with soil medium therein; wherein the secondary grow pot rests on the secondary wick and the secondary platform of the secondary reservoir pot; whereby the primary container (102; 202) and the plurality of secondary containers (104; 204) are fluidly connected by means of tubing and configured to allow for substantially similar dry-down time.