Beyond Athens, the Cyclades open into a wider, more elemental part of the Aegean. Islands rise sharply from deep blue water, villages cluster beneath windmills and the sailing itself becomes part of the adventure. Seen by yacht, the region feels expansive and alive with contrast — hidden coves, volcanic cliffs, lively island harbours and quiet anchorages where the rhythm of the journey is set by sea and wind.
9 nights in Greece, combining 2 nights in Athens with a 7-night private crewed yacht charter through the Cyclades. Includes return flights, private transfers, a half-day guided tour of Athens with a historian guide, and a 5-cabin yacht charter with professional crew. From €2,999 per person.
For those ready to venture further into the Aegean, the Cyclades offer a more exhilarating sailing experience. Islands rise sharply from deep blue water, villages glow white against volcanic hillsides and each crossing reveals a new landscape entirely.
Sail from Athens into the heart of the Cyclades, exploring islands that each carry their own personality — from the understated charm of Kythnos to the lively harbour of Mykonos, the atmospheric streets of Naxos and the dramatic volcanic coastlines of Milos.
Days unfold with island crossings across open Aegean water, swimming stops in hidden coves and afternoons exploring harbour towns where fishing boats share the quay with visiting yachts. Evenings are naturally spent ashore, where our Travel Designers will guide you towards atmospheric waterfront restaurants and sunset terraces across the islands.
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Arrive in Athens and transfer privately to your hotel. Over two nights, discover the city with time to settle in before your sailing journey begins.
During a half-day privately guided walking tour with a historian guide, explore the Acropolis and the ancient heart of the city, where temples, theatres and stone pathways still shape the city around them.
In the evenings we’ll guide you towards some of the city’s most rewarding dining spots — rooftop restaurants overlooking the illuminated Acropolis, lively tavernas tucked into the streets of Plaka and neighbourhood restaurants where contemporary Greek cuisine is quietly redefining the city’s food scene.
The Cyclades offer a more adventurous sailing experience than the nearby Saronic Islands, with longer passages and more dramatic landscapes. For those already familiar with Greece, or seeking a deeper island sailing experience, this route captures the spirit of island sailing beautifully.







Sarah Leckie
Travel Designer
Sarah experiences destinations through their rituals and rhythms — from food traditions and wellness practices to the quiet beauty of everyday routines. With a background in luxury spa management and wellness travel, she brings a considered sense of flow and intention to each itinerary.
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