The quality of automatic 3D medical segmentation algorithms needs to be assessed on test datasets comprising several 3D images (i.e., instances of an organ). The experts need to compare the segmentation quality across the dataset in order to detect systematic segmentation problems. However, such comparative evaluation is not supported well by current methods. We present a novel system for assessing and comparing segmentation quality in a dataset with multiple 3D images. The data is analyzed and visualized in several views. We detect and show regions with systematic segmentation quality characteristics. For this purpose, we extended a hierarchical clustering algorithm with a connectivity criterion. We combine quality values across the dataset for determining regions with characteristic segmentation quality across instances. Using our system, the experts can also identify 3D segmentations with extraordinary quality characteristics. While we focus on algorithms based on statistical shape models, our approach can also be applied to cases, where landmark correspondences among instances can be established. We applied our approach to three real datasets: liver, cochlea and facial nerve. The segmentation experts were able to identify organ regions with systematic segmentation characteristics as well as to detect outlier instances.