Explore the twin-crowned capital of the Cyclades — neoclassical Hermoupolis below and medieval Ano Syros above — with a private local expert who unlocks hidden courtyards, rooftop panoramas, and the Catholic Baroque gems of the island's Venetian quarter.
What to expect
Your guide meets you dockside and leads you through the magnificent marble-paved Miaouli Square, the grandest in the Cyclades. You ascend through the layered history of Ano Syros — a Frankish medieval town still home to a Capuchin monastery. The contrast between Catholic Ano Syros and Orthodox Hermoupolis is extraordinary and rarely understood without a knowledgeable escort. The tour ends at a rooftop overlooking the Aegean with a cold glass of Assyrtiko in hand.
Good to know
Tours typically run 3–4 hours; all-aboard times are usually respected with a 30-minute buffer. Pre-book at least 48 hours in advance. Wear comfortable walking shoes — the cobblestones of Ano Syros are steep.
Sail there
Luxury cruises that call at Syros — book through us, the fare is identical and your concierge stays on your side.