A portable drilling rig apparatus includes a rig floor having a pedestal structure thereon, the pedestal structure comprising a lower pivot point and a lower attachment point and wherein the pedestal structure is configured to be rotated to a vertical position about the lower pivot point. The drilling rig further includes a mast structure having a mast pivot point at a lower end of the mast structure wherein the mast pivot point is configured to be pinned to an upper pivot point of the pedestal structure.