A loading dilator for positioning a medical apparatus across a stoma formed in a body wall of a patient. The medical apparatus, such as a tracheotomy tube, is sized to fit over a portion of the loading dilator during positioning of the apparatus across the stoma. The loading dilator includes an elongated dilator body having a tapered distal end for facilitating entry into the stoma. The dilator body has an inflatable balloon disposed along an outer surface at the distal end. The balloon is inflatable to a configuration such that a generally smooth diametrical transition is formed between the elongated dilator body and a leading end of the medical apparatus when the medical apparatus is fit over the loading dilator.