Climate models are known to have difficulty in simulating tropical diurnal convections that exhibit distinct characteristics over land and open ocean. While the causes are rooted in deficiencies in convective parameterization in general, lack of representations of mesoscale dynamics in terms of land-sea breeze, convective organization, and propagation of convection-induced gravity waves also play critical roles. In this study, the problem is investigated at the process-level with the U.S. Department of Energy Accelerated Climate Modeling for Energy (ACME) model in short-term hindcast mode using the Cloud Associated Parameterization Testbed (CAPT) framework. Convective-scale radar retrievals and observation-driven convection-permitting simulations for the Tropical Warm Pool-International Cloud Experiment (TWP-ICE) cases are used to guide the analysis of the underlying processes. The emphasis will be on linking deficiencies in representation of detailed process elements to the model biases in diurnal convective properties and their contrast among inland, coastal and open ocean conditions.