Here’s a 7-day Mediterranean island-hopping sailing adventure that blends stunning sailing routes with onshore cultural, culinary, and active experiences. It's based in the Cyclades region of Greece—one of the most iconic and rewarding sailing regions with short hops between islands, turquoise waters, and vibrant towns.
Sail: 2–3 hrs from Lavrio Marina (near Athens airport).
Onshore activities:
Explore Ioulis, Kea’s hilltop main town, with its stone houses and winding alleys.
Short hike to the Lion of Kea, an ancient stone carving.
Dinner at a waterfront taverna with fresh seafood.
Day 2 – Kea → Syros
Sail: 5–6 hrs.
Onshore activities:
Stroll through Ermoupoli, the elegant neoclassical capital of the Cyclades.
Visit Apollon Theater, inspired by La Scala.
Sunset drinks in Miaouli Square.
Day 3 – Syros → Mykonos
Sail: 3–4 hrs.
Onshore activities:
Wander Mykonos Town’s whitewashed lanes.
Visit the iconic windmills and Little Venice.
Option: nightlife in Mykonos or a quieter sunset at Agios Ioannis Beach.
Day 4 – Mykonos → Delos (day trip) → Paros
Morning:
Short sail to Delos, an uninhabited island and UNESCO site, once the spiritual center of the ancient Aegean. Guided tour of temples, mosaics, and the Terrace of the Lions.
Afternoon sail: 3–4 hrs to Paros.
Onshore activities:
Dinner in Naousa, a lively fishing village turned chic hub.
Optional wine tasting at a local Paros vineyard.
Day 5 – Paros → Naxos
Sail: 2 hrs.
Onshore activities:
Hike or e-bike through Naxos’ mountain villages (Chalki, Apeiranthos).
Visit the Portara, the ancient marble gate on the harbor at sunset.
Traditional dinner with Naxian cheese and citron liqueur.
Day 6 – Naxos → Koufonisia
Sail: 3 hrs.
Onshore activities:
Relax and swim at Pori Beach (turquoise, unspoiled).
Easy coastal hike connecting hidden coves.
Enjoy a slow evening in the small harbor with fresh lobster pasta.
Day 7 – Koufonisia → Amorgos
Sail: 4 hrs.
Onshore activities:
Visit the Monastery of Panagia Hozoviotissa, clinging to a cliffside.
Swim in Agia Anna, the famous Big Blue film location.
Final night dinner in Chora, one of the most picturesque Cycladic villages.
✨ Optional Extension: Return sail via Naxos → Syros → Athens if doing a round trip, or arrange yacht drop-off in Amorgos/Naxos with ferry back to Athens.
Would you like help planning your next trip?
Please let us know about your sailing experience and where you're planning to go by using our Contact Form on this Blog, with your requirements to receive immediate help and assistance and using our Vast Knowledge and Experience to Help and Guide You.
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