During the 2012 period LACUNHEN's (Margottini, Vilimek 2014 Ukrainian Department studied two Ukrainian Heritage Sites located in complicated geological and geotechnical conditions. The report presents examination results of two objects of cultural heritage of Ukraine: Livadia Palace located within active landslide systems and the Swallow's Nest castle situated on the top of the 40-m high Aurora Cliff of Cape Ai-Todor in the Black Sea. Both objects are located in Autonomous Republic of Crimea, Ukraine, and are a subject of intensive destruction during the recent years. The report demonstrates the analysis of application of monitoring and early warning system of Livadia Palace building constructions located within active Central Livadia Landslide system as an example of system approach for monitoring of World Heritage Sites placed on active landslides. The report also presents the results of visual and instrumental examination of the Swallow's Nest castle. In 1927, the Swallow's Nest survived a serious earthquake. At the end of 1950s the cracks indicating the threat of the castle collapse were detected. The castle was recognized as dangerous and was not used for a long time. There was the idea to disassemble the castle into pieces, to number the stones and slabs and to assemble on a new safe place.