The diurnal variability and the environmental conditions that support the moisture resurgence of MJO events observed during the Cooperative Indian Ocean Experiment on Intraseasonal Variability (CINDY)/DYNAMO campaign in October–December 2011 are investigated using in situ observations and the cloud-resolving fully air–ocean–wave Coupled Ocean–Atmosphere Mesoscale Prediction System (COAMPS). Spectral density and wavelet analysis of the total precipitable water (TPW) constructed from the DYNAMO soundings and TRMM satellite precipitation reveal a deep layer of vapor resurgence during the observed Wheeler and Hendon real-time multivariate MJO index phases 5–8 (MJO suppressed phase), which include diurnal, quasi-2-, quasi-3–4-, quasi-6–8-, and quasi-16-day oscillations. A similar oscillatory pattern is found in the DYNAMO moorings sea surface temperature analysis, suggesting a tightly coupled atmosphere and ocean system during these periods. COAMPS hindcast focused on the 12–16 November 2011 event suggests that both the diurnal sea surface temperature (SST) pumping and horizontal and vertical moisture transport associated with the westward propagating mixed Rossby–Gravity (MRG) waves play an essential role in the moisture resurgence during this period. Idealized COAMPS simulations of MRG waves are used to estimate the MRG and diurnal SST contributions to the overall moisture increase. These idealized MRG sensitivity experiments showed the TPW increase varies from 9% to 13% with the largest changes occurring in the simulations that included a diurnal SST variation of 2.5°C as observed.