Milos and a classic yacht are a natural combination: the island’s timeless volcanic landscape suits a vessel that carries its own history and character. The Greek charter fleet includes around eight classic yachts available for a Milos itinerary, from gaff-rigged ketches and wooden motorsailers to restored sloops with period interiors updated for modern comfort. These vessels belong to owners who maintain them to exhibition standard and crew them with sailors who understand the boats they work on. A classic yacht around Milos moves at the pace the island deserves. The sea caves at Kleftiko, first used as a hiding place by pirates in the Ottoman period, are approached under sail where the wind allows, and the passage around Cape Vani’s mineral-stained cliffs is more affecting from a low deck than from the bridge of a superyacht. Rates for classic yachts in Greece range from around 55,000 to 215,000 euros per week depending on size and season. The advance provisioning allowance of approximately 30 percent covers fuel, provisions, berths and crew gratuity. Spring and early autumn are often cited by classic yacht enthusiasts as the ideal seasons: quieter anchorages, softer light and a crew with time to explain the vessel’s history and the passage of sail through these islands over centuries. From Milos, a classic charter typically works the western Cyclades, calling at Sifnos, Serifos and Kythnos before returning to a final night at anchor off Sarakiniko.
