A blue dome above the caldera in Oia, Santorini, at sunset

Cycladic light

7 days2 travellersEasyMay – Oct★ 4.9 (81)

Cave suites above the caldera, a sunset sail, volcanic wines and then the quiet island next door.

  • Private caldera catamaran
  • Winery tasting in Megalochori
  • Akrotiri with an archaeologist
  • Three slow days on Folegandros

Arrive in Imerovigli, Santorini

Met at arrivals and driven to your first stay. A gentle evening, a good dinner, an early night.

Meals · DinnerStay · Grace SantoriniPrivate airport transfer

  • Hand-picked stays with breakfast
  • Private transfers throughout
  • Local guides for every highlight
  • Experiences listed in the itinerary
  • 24/7 in-destination support
  • International flights
  • Travel insurance
  • Visas and entry fees
  • Most lunches and dinners
  • Tips and personal spending
Grace Santorini, Imerovigli
Imerovigli

Grace Santorini

An infinity pool over the caldera.

Anemi Hotel, Folegandros
Folegandros

Anemi Hotel

Whitewashed and calm.

1Imerovigli2Folegandros
Illustrative route, not to scale
4.9
★★★★★81 verified reviews · sample
★★★★★

“Every stay felt chosen just for us. The guides were the highlight — patient, funny, and knew everyone.”

Hannah & Tom · October 2025
★★★★★

“We travelled with two kids and a grandparent. It worked for all of us, which we did not think was possible.”

The Raman family · April 2025
★★★★

“One small change mid-trip and it was sorted within the hour. That kind of care is rare.”

Claire D. · February 2025

From£2,690
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A houseboat gliding through the Kerala backwaters at dawn
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