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Athens start, ferry through three iconic Cyclades islands, fly home from Santorini. Book ferries ahead for high season.
Build this tripDay 1-2 Athens: Acropolis, Plaka, one good rooftop sunset. Day 3 ferry Athens-Mykonos (5h fast ferry, 2.5h premium). Days 3-5 Mykonos: beaches, Little Venice at night, Delos day trip. Day 6 short ferry to Naxos (30-60m). Days 6-7 Naxos: the most underrated Cyclades island -- Chora old town, Plaka beach, inland village drives. Day 8 ferry Naxos-Santorini (2h). Days 8-10 Santorini: Oia sunsets, caldera rim walk, a wine tasting tour. Fly home from JTR.
May-June or September (avoid August heat + crowds).