At a glance

  • Location: Cyclades
  • Duration: 7 days / 6 nights
  • Route: Athens – Kea – Syros – Mykonos – Paros – Serifos – Kythnos – Athens
  • Miles it total: 222

Suggested for

Cyclades Greece Sailing - Introduction

Start your Greek islands sailing trip from the capital of Greece, Athens, and sail past the famous Apollon temple on your way to the island of Kea, where you can discover all the small coves all round the island but also eat and drink local specialities.

After exploring Kea, make your way to the capital of the Cyclades islands, Syros. Walk the narrow back streets of Ermoupolis and discover the city’s charm.

Leave for the world famous Mykonos and be prepared for cosmopolitan life and loud dance clubs on parts of this Greek island.

From Mykonos set sail to Paros island, a beautiful island where the architecture of the area is incredible.

Next stop an unspoiled whitewashed cubistic traditional Cycladic Hora (main town) on the island of Serifos.

After exploring Serifos you will visit Kythnos. Kythnos villages are notable for their winding and often stepped streets, too narrow for vehicular traffic.

The last day has already come as well as the farewell time at Athens marina port.

Are you visiting Athens – Greece and searching for a relaxing and unforgettable adventure in the Greek islands? Make yourself happy and get the best week of your vacation as we’re travel with you on a private sailing tour from Athens in the turquoise waters of the Aegean Sea.

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Still Thinking about it ?

  • the route is always flexible depending on your wishes and the weather conditions.
  • it is a combination of some busy islands, like Mykonos,Syros and Paros, with some tiny, quiet places, where you will meet the “real” Cyclades

Associated Vessels

I’ve always wanted to sail around the world in a handmade boat, and I built a boat.
Will Ferrell

Your charter week

Day 1

Before we begin our sailing trip all the instructions will be given concerning the sailboat, the legal documents, and your safety during the sailing cruise. After this short briefing, your captain will explain to you your itinerary options based on weather conditions. You will decide where you would like to sail together with your captain.

Then we set sail for Kea island, a spectacular trip, because it leads us along the full coastline of Athens (15 miles) and along Cape Sounio with its temple of Poseidon. The water in Kea island is crystal-clear and the food is delicious: welcome at your Cyclades sailing trip!

Day 2

From Kea we set out toward Siros, to the harbor of Ermiopoulis town( town of Hermes), at the west side of the island. Walk the narrow back streets of Ermoupolis and discover the city’s charm.
Visit Ano Syros and the Catholic Cathedral of Agios Georgios or hang out in Plateia in Plateia Miaouli, one of Greece’s best public plazas. For sure Syros will be a place where you will get a casual Greek feeling you merit on your vacation.

Day 3

Today you have only a short trek to finish, giving you the chance and if the weather permits – to stay at Delos in the early evening. Delos is an uninhabited island. The Delos archaeological sanctuary is listed by Unesco as one of mankind’s most important cultural and historical sites. A stop for swimming in Rhenia and then lift our anchor and head for famous Mykonos.
Simple, blue and white, with every road having its own particular interesting character. The town is really calm at daytime, however when dusk sets, things are truly starting to liven.

Day 4

After magnificent Mykonos, we set sail for our next stop on the Paros island. Most normally it will be a fast trip if the wind is north. Paros has everything, but nothing too much. In our opinion the most lovely island of the Cyclades. Visit the alleys of charming Naoussa, take photos with your partner at the unique Venetian castle of the 15th century, and enjoy a meal by the sea before following the music to bar street within the old city.

Day 5

The 5th day has already come. We continue our sailing trip in the Greek islands towords Serifos. We can just stay on the sailboat or you could make a climb to the ‘chora’, a wonderfully unspoiled whitewashed Cycladic town up on the hillside. The view from Serifos island is in a lovely bay on a lovely rocky island!

Day 6

For our next island hop from Serifos to Kithnos we must leave early so as we have plenty of time to anchor in a bay near Merikia before entering its harbor. We can have a swim, lunch and after that it’s just a 10 minutes sailing cruise till we reach at the harbor. Go around, hike or eat at a special restaurant of Merikia

Day 7

This day we have the last and longest sailing hop before being back in Athens. Enjoy the amenities of your sailboat as we pass the Apollon temple. At the evening we have our final dinner together, back in the commotion of the city, back to life ashore.

Your Cyclades sailing route

Click on map points and route lines to find details about your 7 days suggested Cyclades sailing trip.

Photo Gallery - Cyclades

Frequently sailing asked questions

If you’re not familiar with chartering a skippered sailboat, the Faq’s section might give you a better idea of how to be prepared and what to expect from your Greek islands sailing trip with onboard our sailing yachts. If we have not addressed your question, please feel free to contact us.

Contact and booking

Feel free to contact us with any request you have for your sailing trip in Greece and the Greek islands, visiting our contact – booking form. We will get back to you in 24 – 48 hours.