DODECANESE & EASE AEGEAN

2 Week Sailing Itinerary

Alimos – Cape Sounion – Kea – Syros – Paros – Naxos – Amorgos – Astypalaia – Kos – Nisyros – Tilos – Chalki – Rhodes

The Itinerary at a Glance

A two-week sailing journey from Athens to Rhodes, crossing from the Cyclades into the Dodecanese.

This is a true one-way Aegean adventure for guests who want to travel further, discover the changing character of the Greek islands, and experience a journey that unfolds gradually from Athens to Rhodes.

Beginning in Alimos, the route moves through the Cyclades before turning east via Amorgos and Astypalaia towards the Dodecanese. From there, the journey combines Kos, volcanic Nisyros, peaceful Tilos, elegant Chalki, and the unforgettable medieval setting of Rhodes.

Rather than a standard island-hopping holiday, this itinerary is designed as a passage: varied, immersive, and shaped by the beauty of travelling across the Aegean at a slower pace.

Embarkation: Alimos Marina, Athens
Disembarkation: Rhodes Marina
Suggested Duration: 2+ weeks
Style: Extended, culture-led, and discovery-focused
Route: Alimos – Cape Sounion – Kea – Syros – Paros – Naxos – Amorgos – Astypalaia – Kos – Nisyros – Tilos – Chalki – Rhodes
Estimated Total Distance: approximately 300–320 NM

A two-week one-way journey for guests who want to experience the Aegean as a continuous story—from Athens and the Cyclades to the volcanic, historic, and quietly authentic islands of the Dodecanese.

Important Booking Note: This is a one-way charter itinerary, so availability depends on the yacht’s seasonal positioning, crew logistics, and the applicable relocation arrangement. It should be presented as a bespoke option, subject to confirmation.

The Journey Plan

Alimos

Your Athens starting point and the beginning of a journey that travels far beyond the familiar island circuit.

Alimos – Cape Sounion | Estimated Distance: ~25 NM
Cape Sounion

A beautiful first stop beneath the Temple of Poseidon, ideal for a sunset swim or dinner overlooking the Aegean.

Cape Sounion – Kea| Estimated Distance: ~12 NM
Kea

n elegant Cycladic introduction, with calm coves, traditional villages, and an easy first island rhythm.

Kea – Syros | Estimated Distance: ~34 NM
Syros

A neoclassical harbour city with architectural character, excellent dining, and a more cosmopolitan island atmosphere.

Syros – Paros | Estimated Distance: ~20 NM
Paros

A polished blend of beaches, village life, harbour energy, and relaxed Cycladic style.

Paros – Naxos | Estimated Distance: ~10 NM
Naxos

A larger, more varied island with a strong local identity, beautiful beaches, traditional food, and a lively waterfront.

Naxos – Amorgos | Estimated Distance: ~30-35 NM
Amorgos

Dramatic, raw, and unmistakably Aegean, with deep-blue water, striking cliffs, and a more remote feeling.

Amorgos – Astypalaia | Estimated Distance: ~27 NM
Astypalaia

A beautiful bridge between the Cyclades and Dodecanese, known for its hilltop Chora, whitewashed houses, and distinctive island silhouette.

Astypalaia – Kos | Estimated Distance: ~50-55 NM
Kos

A lively eastern gateway with beaches, historic sites, good dining, and practical marina facilities.

Kos – Nisyros | Estimated Distance: ~14-20 NM
Nisyros

A volcanic island with a dramatic crater landscape, traditional villages, and a distinct local character.

Nisyros – Tilos | Estimated Distance: ~20 NM
Tilos

Peaceful, natural, and less developed, offering quiet anchorages and a slower island pace.

Tilos – Chalki | Estimated Distance: ~17 NM
Chalki

Small, elegant, and wonderfully calm, with one of the most picturesque harbour settings in the Dodecanese.

Chalki – Rhodes | Estimated Distance: ~33-37 NM
Rhodes

A memorable final destination, combining a world-famous medieval Old Town, marina facilities, excellent dining, and a strong sense of arrival.

Disembarkation point

EXPLORE EACH

Each island brings its own beauty. With our local knowledge and personal guidance, we will shape an itinerary around the destinations that make your journey unforgettable.Get inspired by other Greek destinations and suggested itineraries