This study aims to discover some historical meanings of the paintings exchange between Joseon and Japan through Tongsinsa, by exammmg the paintings and records about 7th(1 682) , 8th(l 71 1) and 9th(1719) Tongsinsa(the Korean envoy) dispatched from the late 17th to the early 18th century. Such paintings regarding Tongsinsa-Haeng, a foreign envoy, were not only mere art works, but also diplomatic measures. They also served as instruments of basic works for collecting data and accommodating civilized systems, with their functions as recording paintings and have a variety of values as historical materials( 밍料). The paintings have an organic correlation with envoy trips and they, as well as the remammg records about the envoy trips are also highly valued as historical materials with which the social interactions between Joseon envoys and Japanese personnel who welcome them. This study aUempted to understand the historical meanings of such painting materials and related records , about Tongsinsa-Haeng during the 1ate Joseon. dynasty, by using them as main historica1 materia1s and high1ighting them in terms of the history of cll1tura1 exchanges, rather than conducting an ana1ysis of the art history. For the Tongsinsa-Haeng, Jesu1gwan( 製述官) responsib1e for cu1tura1 exchange was new1y appointed and dispatched, and there were three Tongsinsa-Haengs: the 7th (Imsu1, 1682) envoy trip in which Pi1damchanghwajip were activ1y issued in Japan; the 8th (Sinmyo , 1711) in which 1arge paintings about parades on 1and and sea were created; and the 9th CGihae‘ 1719) in which the old custom of 1682 in the procedures for Tongsinsa dip10macy was recovered. In this climate, 18 pieces of paintings about Tongsinsa-Haeng have been created for 1ess than 40 years. Among them 11 pieces of recording paintings can be sub-divided into 4 paintings about parades on 1and, 4 paintings abollt parades on sea and 3 portraits for recording; 7 pieces of exchanging paintings into 2 Gosa portraits, 1 Hwajoyeongmo, 3 1andscape paintings and 1 Four Gracious P1ants. A11 of the recording paintings, which accounts for the highest ratio among a11 paintings can be found to document a 10t of contents regarding the parades of Tongsinsa and Joseon at that time , as they were created by Japan. Among the exchanging paintings, Jo Taeeok’s , a Gosa portrait, 1andscape paintings, Hwajoyeongmo and Four Gracious P1ants are gardening p1ants based on Sung Confucianism. In particular, the paintings with the themes of landscapes and reclusion could not be discovered in previous cnvoy trips , indicating that Sung Confucianism began to have an important effect on even the exchange of paintings. In addition, it is also valuable to note that the paintings created by Japan as presents for Joseon, such as Gano Hidebu’s , which describes the battle scene experienced by Minamoto Dametomo [源寫朝], a Japanese historic figure , have the themes of Japanese historic contents.