We report that incubation of aqueous dispersions of supramolecular assemblies formed by synthetic alkyl triazole-based amphiphiles against interfaces of thermotropic liquid crystals (LCs; 4-cyano-4'-pentylbiphenyl) triggers spatially localized (micrometer-scale) and transient (subsecond) flashes of light to be transmitted through the LC. Analysis of the spatiotemporal response of the LC supports our proposal that each optical "blinking" event results from collision of a single supramolecular assembly with the LC interface. Particle tracking at the LC interface confirmed that collision and subsequent spreading of amphiphiles at the interface generates a surface pressure-driven interfacial flow (Marangoni flow) that causes transient reorientation of LC and generation of a bright optical flash between crossed polarizers. We also found that dispersions of phospholipid vesicles cause "blinks". When using vesicles formed from 1,2-dilauroyl-sn-glycero-3-phosphocholine (DLPC), we measured the frequency of blinking to decrease proportionally with the number density of vesicles in the aqueous phase, consistent with single vesicle events, with the lifetime of each blink dependent on vesicle size (800 ± 80 nm to 150 ± 30 nm). For 100 μM of DLPC, we measured vesicles with a diameter of 940 ± 290 nm to generate 47 ± 9 blinks min-1 mm-2, revealing that the fraction of vesicle collisions resulting in fusion with the LC interface is ∼10-3. Overall, the results in this paper unmask new nonequilibrium behaviors of amphiphiles at LC interfaces, and provide fresh approaches for exploring the dynamic interactions of supramolecular assemblies of amphiphiles with fluid interfaces at the single-event level.