Shipborne observations from the CAPRICORN‐2018 field campaign were used to investigate the characteristics and variability of precipitation across different sectors of an extra‐tropical cyclone on 16 February 2018, over the Southern Ocean (SO). Three distinct time periods—frontal, post‐frontal, and cyclone—were identified during the day. The frontal passage recorded a total accumulation of 1.9 mm, where the precipitation phases were primarily composed of rain (96%), while the cyclone period recorded the largest precipitation (4.0 mm), where the precipitation phases varied with snow (10%), mixed‐phase (40%), and rain (50%). The BASTA radar suggests the freezing level was shallow (∼500 m) with snow present above. The cloud top heights, observed by a C‐band radar, were shallower in the cyclone period, although deeper cloud depths of ∼6 km were sporadically recorded. Increased surface fluxes and a southerly wind direction indicate that cold air advection, was likely the main cause of high precipitation during the cyclone period. A non‐precipitating multi‐layer cloud structure with a geometrically thin (200 m) homogeneous layer of supercooled liquid water (SLW) overlaying shallow boundary layer convection was seen during the post‐frontal period. The ship‐borne observations were used to evaluate Weather Research & Forecasting (WRF) simulations with different microphysics settings. We found the frontal precipitation intensity is well reproduced, but it is underestimated during the cyclone period. This study represents a unique set of observations and highlights the need for understanding how ice processes and potentially horizontal advection contribute to the development of precipitation and convection over the SO.