The fact is sailing thru Cyclades
in Aug. could be a little windy if the Meltemi is blowing .... And you cannot know it before being there. Some years, it is no problem, some years you can stay in Lavrio for a week waiting for the authorization to leave the port (from Port Authorities). Two years ago (I was there in Lavrio), even the Ferry
Boats were nor allowed to leave for 5 days....
You have to know that Lavrio is a very windy spot (not far from Kafiras strait which is one of the most windy spots of Greece
with Ak Maleas , south of Peloponesis) and that it happens, many times a year, that sailing back from South to Lavrio is simply impossible. A lot of charter
companies have professional skippers they use to sail back their charter-boats when the crews don't succeed to do it by themselves).. They make a lot of money
with this business!!!
So, clockwise route or not ? It is difficult to answer now. I think it is better issue because the Saronic Gulf is far less windy than Kafiras or Kea Straits . And Aegina, Poros, Hydra, ...aso, are very beautiffull islands too... So your choices are more important.... But the weather
forecasts will decide for you. I recommend : Poseidon, Zygrib, and the Greek Meteo (that is not so bad in fact)...
Enjoy it .