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Picture-Perfect Greece
Cyclades Sailing Holidays

A Cyclades sailing itinerary will whisk you away to those iconic postcard views of Greece where whitewashed villages meet the crystal blue mediterranean sea. Sail to Mykonos on this route starting from Lavrion which is just south of Athens & easily reachable from Athens International Airport.

The Cyclades offer adventures across a lot of diverse islands, with different landscapes and cultures. Islands 'off the beaten track' including Kea & Kythnos have their oak forest and thermal springs respectively. On the other hand you can visit Mykonos which is the touristic heart of the Cyclades with it's famous beaches and party scene.

Contact The Big Sail for your quote for the perfect family sailing holiday or group yacht charter.




Day 1


Board your yacht in Lavrion Marina, mainland Greece

Lavrion marina is the gateway to the Cyclades islands. Situated on the southern tip of mainland Greece, it is only 45 minutes drive from Athens International Airport, and has several supermarkets – making it the perfect place to stock up and set sail from. If you arrive early, head into Athens by taxi (just under 1hr) and explore some of the city’s historic sights. If you are able to set sail early, head to the Temple of Poseidon around the corner in Cape Sounion Bay or sail to the nearby island of Kea if you have time.


Day 2


Loutra village, Kythnos

Loutra is a small picturesque village on the island of Kythnos with typical Cycladic architecture and fantastic views of the Aegean Sea. It’s name ‘Loutra’ means ‘baths/springs’, and it is famous for the thermal springs in the area. These hot springs are famous for their supposed healing properties, and you can even take a free thermal bath right on the beach in Loutra where there is a natural pool. Loutra also offers a good selection of restaurants which are well-known for their friendly vibe.


Day 3


Ermoupoli, Syros

Ermoupoli is the largest town on Syros and also the capital of the Cyclades islands. There is more to Syros than just it’s beauty – it has a vibrant culture and is well known for it’s history and art – visitors should make time to explore this islands museums and galleries as well as its stunning beaches, caves and winding streets. Syros is generally known for its family beaches and quiet nights and is a great contrast to Mykonos.


Day 4


Mykonos town, Mykonos

Mykonos is perhaps the most famous of the Cyclades islands and is known for its glamour, beautiful beaches and its summer party atmosphere. Located in the heart of the Cyclades, Mykonos offers something for everyone with golden beaches, diving, windsurfing and endless nightlife options for those who crave it. Little Venice is the place to be for beautiful waterfront dining, complete with sunset views.


Day 5


Gavrio, Andros

Gavrio started life as a small fishing village and has grown as a tourist destination over the past two decades. It used to be home to owners of Greek shipping companies who tried to keep this island off the radar to tourists, which has left Andros more untouched than most other islands in the region. This large, lush island boasts over 7 beaches and an inland landscape that may remind you of Scottish Highlands with mountains, babbling brooks, green valleys and waterfalls. Gavrio has many bars, restaurants, terraces and cafes to enjoy, and there are several beaches within walking distance. It is also a perfect place to do a day excursion to see the interior of the island or to visit the sandy beaches on the north coast if you fancy a day on land.


Day 6


Vourkari, Kea

Vourkari is situated to the north of Kea island. Well protected from the meltemi wind, Vorkari is home has the feel of a small fishing town with lots of small fishing boats in its harbour. The island is home to very good local restaurants specialising in fresh fish, lobster and other traditional dishes. If you’re looking for a quieter island destination for a night, then Kea is a great sailing destination, and for a really peaceful spot – try anchoring in the bay 100m away from the main port.


Day 7


Return to Lavrion

The distance from Kea to Lavrion isn’t far, so take your time and explore nearby beaches and visit Cape Sounion which is home to the impressive ruins of the ancient Greek temple of Poseidon, the god of the sea in Greek mythology. If you get back early, take the time to head into Athens itself for your final afternoon/evening. Hike up to the Acropolis and enjoy dinner in this ancient city steeped in history and with plenty to see and do.

Check-out is at 9am Saturday morning – depart the marina, head to Athens airport or begin your next adventure.


Get your tailor-made charter quote today

  • Choose any destination worldwide.
  • Yachts available to meet every budget, and any group size.
  • No experience required – we’ll provide a skipper if you don’t have sailing certification.
  • We’ll create a tailor-made itinerary for your group including restaurant recommendations and anchorage tips.

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