Sailing holidays - and than in particular 
yacht charters - seldom reach the southern Aegean: the sea of Crete. Most 
Aegean yacht charters are enjoyed far farther north, closer to 
Athens, 
Paros, etc., or farther to the east, in the 
Dodecanese out of 
Kos or 
Samos.
Yet, when chartering a yacht from Athens it is possible to explore the 
southern Aegean if enough time is allocated: usually not less than three weeks is necessary due to the large distances involved. If in luck sometimes yachts can be available in 
Milos or 
Santorini and it can be possible to start there, but even then the attractive neighbours, islands such as 
Sifnos, 
Folegandros, 
Naxos, 
Amorgos are very appealing and might prevent a route  down towards 
Crete.
Hence, a one-way from for instance Paros island to 
Rhodes island can be sailed via Crete - the northern coast. However, most 
Aegean yacht charters and yachts won't be able to offer such a 
one-way route.
Note that the southern coast should - especially in August - be avoided due to the possible strong gusts from the mountains. The archaeological sites that are closer to the south can best be visited from the northern port of Iraklion.
.: Back to Crete island :.