Your anemometer shaft/bearings should NEVER be lubricated, for the reasons already stated in this thread. Your wind vane shaft/bearings aren't quite as critical-- as long as the vane is freely mobile-- it's fine. I don't think it is terribly important, but minor repairs to the anemometer might render the balance off-- thus imparting uneven wear on the shaft and bearings over time. You definitely should inspect everything regularly, as you are doing.