For those who may be seriously interested in getting the rigging of this cutter correct, there is a rigging warrant surviving from the later 18th century, which lists all the ropes, blocks, hooks & thimbles used to rig a cutter named Kite, and the Alert. It is not dated but the National Maritime Museum has it as being from the 1760s, I believe.
Its reference no. is ADT0252
This is the official list which would have been used by the bosun to indent for all the stores required to set up the rigging.
Ratty