The genus Rubus is one of the largest taxonomically diverse and complex genera in the family Rosaceae. Morphology of pollen grains (equatorial and polar axes length, shape and size, aperture position, exine sculpture, perforations) is regarded as one of its main diagnostic features for identification of species and varieties. An attempt was made to fill the gap concerning the pollen micromorphology and ultrastructure of R. idaeus L. using light, scanning, and electron transmission microscopy. This study is a comparative analysis of micromorphological and ultrastructural traits of pollen from six raspberry cultivars. The pollen grains were classified as small or medium of shape prolato-spheroids. The parallel striae in the equatorial view in the exine sculpture were sometimes branched dichotomously in ‘Glen Ample’, ‘Polka’, and ‘Polana’, arcuate in ‘Laszka’ and ‘Pokusa’, or irregularly overlapping in ‘Radziejowa’. The width of exine striae of biennial fruiting cultivars was much larger than in repeated fruiting cultivars. In terms of the increasing number of perforations per unit area of the exine surface, the cultivars were ranked as follows: ‘Pokusa’ < ‘Glen Ample’ < ‘Laszka’ < ‘Polka’ < ‘Polana’ < ‘Radziejowa’. The thickest tectum, the highest and thickest columellae with the largest distances between them, and the thicker foot layer were demonstrated in ‘Glen Ample’. The ectoexine constituted on average ca. 78–90% of the exine thickness. The findings may constitute auxiliary traits i.a. for identification of related taxa, interpretation of phylogenetic relationships, and pollination biology.