In general, the Bay of Bengal, Indochina Peninsula, and Philippines are in the Asian summer monsoon regime while the Maritime Continent experiences a wet monsoon during boreal winter and a dry season during boreal summer. However, the complex distribution of land, sea, and terrain results in significant local variations of the annual cycle. This work uses historical station rainfall data to classify the annual cycles of rainfall over land areas, the TRMM rainfall measurements to identify the monsoon regimes of the four seasons in all of Southeast Asia, and the QuikSCAT winds to study the causes of the variations.