Hello Jann,
Firstly, I would like to add my best wishes to those already expressed following your recent loss.
I think if you undertake a holiday on your own in 2008 you should enjoy it. Increasing numbers of women now travel singly and Plakias is very safe. It does seem that it is much busier late in the season than earlier (i.e. late Sept/Oct versus May). I don't know why, as this isn't typical of Greece.
I would also say that you can be as private or sociable there as you choose. If you wish the latter then you can make contact via the forum before you go or just turn up at the usual haunts.
Lastly, Olympic makes it easy to travel on your own and early and late the single supplements are minimal. I know this as I have booked for 2008. Kosmar, unfortunately, only take bookings from singles in the last few weeks, when they are selling off unsold holidays, and Plakias doesn't often feature. If you book independently you will have to bear the whole of the cost of the accommodation yourself so it may not be economic, although the choice of accommodation will be much wider.
If you decide to go, all the best and I hope you enjoy it.
Mike