A child carrying system comprising: (1) a carrier portion configured to support a child within; (2) a pair of fabric shoulder straps respectively coupled at a first end to the carrier portion proximate a top corner of the carrier portion and uncoupled at a second end opposite the first end; (3) a respective adjustment mechanism coupled to each respective side of the carrier portion, each adjustment mechanism configured to adjustably engage one of the pair of shoulder straps proximate its second end; (4) a waist belt coupled to a bottom end of the carrier portion, the waist belt having two opposing ends configured to wrap around the user and secure to one another; and (5) a head support moveably engaged with the pair of fabric shoulder straps and configured to be moveable along the pair of fabric shoulder straps between a lowered configuration and a raised configuration.