Whitewashed Santorini cave houses with curved plaster walls above the caldera at golden hour

Destination No. 05

Santorini

An island photographed to exhaustion, and still astonishing at six in the evening.

Cyclades, Greece

The Place

Stay on the eastern side. Watch the sunset from anywhere but Oia.

The caldera view is genuinely one of the great sights of the Mediterranean, and it is available from a hundred quiet terraces that are not the one everybody queues for. Take a glass of Assyrtiko somewhere with no audience and let the light do what it does.

The interior of the island is the surprise: vineyards trained in low baskets against the wind, black earth, small villages — Pyrgos, Emporio, Megalochori — where the day continues regardless of the cruise ships.

Swim from the volcanic beaches in the morning and eat fish at Ammoudi in the late afternoon. Rent nothing that requires a schedule.

When to goMay, and late September into October

Where to Stay

Maison Voyage recommends

Three houses we have slept in, chosen for how they hold the morning rather than for their star count.

  • Vora, Imerovigli

    Five suites carved into the cliff, plaster and stone, no restaurant and no lobby. Almost aggressively quiet.

  • Istoria, Perissa

    On the black sand, away from the caldera crowds, with rooms that look like a well-edited house.

  • Vedema, Megalochori

    Built around a four-hundred-year-old winery inland. You trade the view for silence, which is a fair trade.

Where to Eat

Tables worth the afternoon

Not the most decorated rooms — the ones we would go back to on the last night.

  • Metaxi Mas, Exo Gonia

    The island's favourite table, hidden behind a church. Cretan cooking, long tables, book a week ahead.

  • Ammoudi Fish Tavern

    Below Oia, at the water. Whatever came in that morning, grilled, with a bottle of local white.

  • Selene, Pyrgos

    The serious dinner: Cycladic ingredients treated with restraint, in a village that empties after dark.

What to Do

Experiences, unhurried

Each of these takes half a day at most, and none of them should be combined with another.

  • Assyrtiko at a small estate

    The vines are grown in coiled baskets on the ground. An hour with a winemaker explains the whole island.

  • The caldera path at dawn

    Fira to Oia, ten kilometres along the rim. Leave at five-thirty and finish before breakfast.

  • Akrotiri, midweek

    A Bronze Age town under volcanic ash, roofed and empty in the early afternoon.

Gallery

A minimal Cycladic bedroom with curved white plaster walls and a small arched sea window
A whitewashed Greek terrace at dusk with a ceramic carafe and two glasses of wine above the caldera

From the Journal

Longer reading on Santorini

  • Against the Sunset Crowd

    On the strange economics of a single view, and six places on the same island with better light.

    6 minutes

  • Wine Grown on Stone

    How the driest vineyard in Europe makes the most precise white wine in Greece.

    9 minutes

Travel Tips

Quiet, practical advice

The three things we wish someone had told us before the first visit.

  • Check the cruise calendar

    Two ships in port changes the island entirely. The port authority publishes the schedule; plan around it.

  • Hire a driver, not a car

    Parking in Oia and Fira is a small tragedy. A driver for two half-days costs less than the aggravation.

  • Book the ferry, fly out

    Arriving by boat gives you the caldera from below — the only view better than the one from the top.

An Invitation

Continue the Journey

One letter each month: a place worth the detour, an object worth keeping, a page worth reading slowly. Nothing more.