Welcome K J
If by the Cockeast river you mean the brook that goes from Cockeast pond into the Westbranch of the Westport River there can be some good fishing in the area and you can get your yak in off River road by parking on the side at the run and walking it down to the river. As far as best times and places if I told you that I would have my boys cut off by many here and rightfully so. You already have a good time in mind just find out when the herring are in (next week or two) did I say that out load? Then start exploring good luck and hope to see you out there I started kayak fishing last season with my son and had a ball the few times I could get out. By the way guys I now have a cottage
on the west branch just up from the run and will have the Plain Jane docked there this season. Now all I need is the time to fish.