A modular planting system which includes: an outer planter box having at least one side and being completely open at a top and open at a bottom of the outer planter box; an inner planter box having at least one side and a porous bottom and being completely open at a top of the inner planter box, the inner planter box being sized to fit within the outer planter box such that when the inner planter box is inserted within the outer planter box, a top edge of the at least one side of the inner planter box is at least at a same height as a top edge of the at least one side of the outer planter box; wherein the outer planter box and inner planter box comprise a first module of the modular planting system.