Keep raising his affinity till he gives the option to go to bareshade
ill have to go back and take a look then and see ehat i did ill try to get back to you on it unless you figure it out yourself or someone else helps
ok update do stes quests and grind his affinity through talks till you get it to 55 the you should get a conversation about weening cafs after that you get a talk about visiting bareshade and finally the country roads quest be warned tou need a lot of diffrent potiins for the diffrent steps