Performing oceanographic measurements from the sea surface to the sea bottom is technically challenging under rough or icy sea conditions. As a measure to deal with rough seas, a new dynamic simulation program was developed and its validity was verified by comparison with the results of actual sea tests. This program can therefore be used as a design tool. To develop countermeasures against icing, we carried out basic tests in a large-scale snow and ice laboratory. Some of these countermeasures were then implemented in real sea tests and were found to be effective under icy conditions. These results indicate that deployment of moored surface buoys in regions of rough and icy sea conditions will soon be practical.