As a part of an ongoing effort to develop computerized training tools for cryosurgery, the current study presents a proof-of-concept for a computerized tool for cryosurgery tutoring. The tutoring system lists geometrical constraints of cryoprobes placement, simulates cryoprobe insertion, displays a rendered shape of the prostate, enables distance measurements, simulates the corresponding thermal history, and evaluates the mismatch between the target region shape and a pre-selected planning isotherm. The quality of trainee planning is measured in comparison with a computer-generated planning, created for each case study by previously developed planning algorithms. Two versions of the tutoring system have been tested in the current study: (i) an unguided version, where the trainee can practice cases in unstructured sessions, and (ii) an intelligent tutoring system (ITS), which forces the trainee to follow specific steps, believed by the authors to potentially shorten the learning curve. While the tutoring level in this study aims only at geometrical constraints on cryoprobe placement and the resulting thermal histories, it creates a unique opportunity to gain insight into the process outside of the operation room. Posttest results indicate that the ITS system maybe more beneficial than the non-ITS system, but the proof-of-concept is demonstrated with either system.