This study aimed to analyze the power profile (PP) during the cycling segment of international-level triathletes in the World Triathlon Series (WTS) and Olympics and to evaluate the influence of circuit type, race distance (Sprint or Olympic distance) and race dynamics on the development of the cycling leg and the final race position. Four male triathletes participated in the study. Twenty races were analyzed using geolocation technology and power-meter data to analyze PP, race dynamics, and course characteristics. Before the races, incremental tests of volitional exhaustion with gas analysis were performed to determine power intensity zones. Nonparametric Mann-Whitney U tests and correlation analyses were conducted to identify differences and relationships between various variables. A correlation between the time spent above maximal aerobic power (MAP) and dangerous curves per kilometer (r = 0.46; p < 0.05) and bike split result (BSR) (r = -0.50; p < 0.05) was observed. Also, moderate correlation was found between BSR and the final race position (r = 0.46; p < 0.01). No differences were found between sprint and Olympic distance races in any variable. Power output variability, influenced by technical circuit segments, remains the main characteristic in international short-distance races. The results of the present study suggest that the triathletes who are better adapted to intermittent high intensity efforts perform better cycling legs at international high-level races.