A medical dilating system and method are provided that include a dilator device having an elongated shape with an exterior surface, a first end and a second end. The first end of the dilator device includes a tapered tip configured to penetrate and provide an opening in the tissue of a patient, and a plurality of sleeves cooperatively configured to widen the opening in the tissue. The dilator device includes an interior wall that generally defines an open interior volume extending from an opening of the second end of the dilator device to one or more openings in the tapered tip at the first end of the dilator device. Each of the plurality of sleeves has an elongated shape with an exterior surface, a first end, a second end, and an interior wall that generally defines an open interior volume substantially extending from an opening of the first end of the respective sleeve to the second end of the respective sleeve. The plurality of sleeves include at least a first sleeve operable to allow the internal wall of the first sleeve to be substantially positioned around the exterior surface of the dilator device, and a second sleeve operable to allow the internal wall of the second sleeve to be substantially positioned around the exterior surface of the first sleeve.