Sunset over the Santorini caldera from Oia, beach-hopping the south coast of Naxos by scooter, and Mykonos backstreets at midnight when the cruise ships have left.
Highlights
Santorini
Mykonos
Naxos
Paros
When to Visit
May-Jun
Aegean still cool but swimmable, Cycladic hiking trails dry, and Santorini hotels not yet at peak rates.
Jul-Aug
Meltemi winds make ferry crossings rough but keep beaches breezy. Mykonos and Santorini at maximum density and price.
Sep-Oct
Sea at its warmest, fewer cruise crowds at Fira, and Naxos and Paros remain genuinely open into mid-October.
Nov-Apr
Most island hotels and restaurants shut. Athens-based trips work; full island-hopping does not until Easter reopenings.
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