Antimicrobial photodynamic therapy (aPDT) presents a promising alternative to traditional antibiotics owing to its rapid, non-invasive action and efficacy against resistant pathogens. In this study, we report the synthesis and thorough photophysical characterization of carborane-functionalized BODIPY derivatives, specifically the o-carborane derivative BDP-o-CB and the m-carborane BDP-m-CB, designed as novel photosensitizers (PSs) for aPDT. Incorporation of closo-carborane moieties into the BODIPY core imparts enhanced photophysical and chemical stability, while maintaining high boron content and biocompatibility. These hybrid photosensitizers exhibit high singlet oxygen (¹O₂) generation under visible light irradiation, while maintaining favorable absorption and emission properties in the visible spectrum. Photophysical analysis reveals bathochromic shifts and lower fluorescence quantum yields compared to the parent BODIPY dye (BDP), highlighting the influence of iodine atoms on optical behavior. Biological assays demonstrate that BDP-o-CB possesses potent, light-activated antibacterial and antibiofilm activity against Gram-positive bacteria, particularly Staphylococcus aureus, with minimal inhibitory concentrations (MICs) markedly reduced upon irradiation. Overall, these results underline the potential of carborane-BODIPY conjugates as effective and selective PSs for the light-driven eradication of Gram-positive bacteria and biofilm prevention. However, so far only preliminary in vitro studies have been conducted, so their effectiveness and practical applications still need to be explored further. This suggests a new area of research for boron-rich photoactive molecules to help combat antibiotic-resistant infections.