Systems and methods for aerially delivering cargo into a body of water while avoiding parachute entrapment and entanglement are described. The system includes a parachute having a canopy and suspension lines. The system further includes a weight coupled to a first end of the suspension lines and a ring that is configured to float in the body of water. The weight is coupled to the cargo, and the ring is disposed between the weight and the canopy with the suspension lines passing through the center of the ring.