Days 1-3: Paros
Start your two-week trip on Paros, whose fashionable towns and pretty, rural villages are all the more charming for their (relative) lack of tourists. It’s easy to while away an afternoon in the labyrinthine Old Town of the capital Parikia, browsing boutiques and stopping off in cafes and restaurants. If you’d rather hit the beach there’s no shortage of options. Some are lively, like Marchello and Pounda, while others lean more towards peace and seclusion, with the pick of the bunch being Golden Beach on the south-east coast.
Inland, the sleepy village of Lefkes clings to a natural amphitheatre amid hills dotted with old windmills. Or to really get away, hop on a boat to Antiparos, reportedly a hangout for European royalty not wanting to be disturbed.
Stay at Parilo
Spend your three nights on Paros at Parilio, a high-end, high-design boutique hotel on the north-east coast, constructed using traditional white-block architecture. The 33 suites are part modern, part classic, and for all their simplicity feel organic, warm and welcoming. At the very least you’ll have a terrace and sunbeds; upgrade a bit and you’ll find yourself with a jacuzzi or private pool.