Rhabdomyosarcoma and schwannoma are two of the rarer tumors seen in the surgical setting, and it is rarer still to see these tumors originate in the breast. Rhabdomyosarcoma has an incidence of only 250 cases a year in the United States; of these, more than 90% are seen in individuals 25 years and younger. To our knowledge, only 24 cases of primary breast schwannoma have been reported in the English literature to date. Here, we present the cases of two perimenopausal women who presented with a primary rhabdomyosarcoma and a primary schwannoma at a small community hospital in central Florida within a period of less than three years. These cases provide an interesting juxtaposition to the management of typical breast cancer. Through proper evaluation, such cases can be treated without need of referral to a tertiary center, despite the extreme rarity of their conditions.