First Greek charter, looking for hints...
you will not miss anything by leaving your vessel anchored safely at Ios and taking the ferry down to Santorini (it takes just a couple of hours). You can still enjoy all the splendour of the place and/or the daily excursion around the caldera and the sunset at Oia on the north end. However, the view of the island from the East does not offer the same spectacular panorama of cliffs with houses hanging from them and let me disagree with your statement about the beauty of the beaches there: someone may not like (to say the least) the black pumice beaches of Thira (Kamari and Perissa), where he develops a feeling of loss because he doesn''t see the bottom of the sea. How can anybody compare them with Manganari at Ios, Kleftiko at Milos, Plaka at Naxos, Pori at Anw Koufonissi, Vathy at Sifnos or Simos at Elafonissos, to name just a few other beaches particularly suitable for swimming in Greek islands?