Whitewashed waterfront on Paros above clear blue water
All journeys

Signature journey

Cyclades Adrift

Route
Athens → Santorini, by sail
Length
7 days
From
$7,200 per person

The Cyclades as they were meant to be traveled: under sail. A private skipper, five islands, and no timetable beyond where the wind feels kindest.

The shape of it

Day by day.

  1. Day 01

    Arrive Athens

    Evening walk through Plaka and dinner on a rooftop beneath the floodlit Acropolis.

    The Acropolis at golden hour
  2. Day 02

    Paros

    Fast ferry across; check into a Naoussa fishing-village suite, golden-hour swim at Kolymbithres.

  3. Day 03

    Antiparos

    Private boat to hidden coves and the sanctuary of Apollo on Despotiko; taverna dinner under the vines.

  4. Day 04

    Koufonisia

    Sail into the Small Cyclades for turquoise swim stops; grilled octopus at a beach shack; anchor for the night.

    Turquoise coves off Kato Koufonisi
  5. Day 05

    Folegandros

    Cliff-top chora, slow afternoon among whitewashed lanes, dinner at a family kitchen.

    Folegandros' hilltop church path
  6. Day 06

    Santorini

    Enter the caldera under sail; cave-suite check-in in Oia; sunset from a private terrace.

  7. Day 07

    Akrotiri & depart

    Bronze-age Akrotiri with an archaeologist, tasting at Santo Wines, transfer to the airport.

What's woven in

Already taken care of.

  • Private sailing yacht with skipper and host
  • All port fees, fuel and onboard meals
  • Island guides for Athens, Paros and Santorini
  • Your CMJC travel designer on call throughout

Plan a trip

Your escape begins with a conversation.

Four short questions. Your answers go straight to the travel designer who'll plan your trip.

  • 01A first draft of ideas within days
  • 02One dedicated designer, first call to final sunset
  • 03No obligation — just ideas

Step 1 of 4Start with the feeling

How do you want to feel by the water?

Choose a feeling to continue