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India and Pakistan have been locked into adversarial relations since 1947. The major conflict between the two countries is the territorial status of Kashmir including several sidelining issues that further deteriorated the bilateral relations. The two countries have been part of several pacts, peace initiatives to manage and resolve their conflict, however, none of the peace efforts could bring them nearer to final settlement. Regional and international developments also impacted relations between India and Pakistan and both were part of various international alliances in cold war era. In post cold war times, the two countries acquired nuclear weapons in May 1998 and since then Kashmir was declared as nuclear flash point. It is therefore needed to encourage India and Pakistan to seek common grounds for better peace prospects in the region. The paper caters a historical survey as well as analysis on India – Pakistan confidence building measures (CBMs) and also suggests future prospects for peaceful co-existence. It also outlines why few agreements could not save the two countries for preceding acrimony and did not serve the purpose of resolving Kashmir conflict once for all.