Cyclades, Greece

12-day Yacht Charter Itinerary

Day-By-Day Itinerary

Day 1

Kea is an inviting island near mainland Greece. Think magnificent sandy beaches protected from the wind, gin-clear water, ancient ruins, a lovely overall ambience, and you get the idea of what Kea is all about.

One of the main sights on the island, Ancient Karthea, can conveniently be reached by the sea, so you will be spared the lengthy walk to this impressive archaeological site. Here you’ll find temples to Apollo and Athena as well as a magnificent stone theatre that could accommodate almost one thousand people.

Another not-to-be-missed landmark is the famous figure of a lion, carved from local marble in the 6th century BC, in the northeast of the island.

Athens > Kea
Day 2

Dovecotes, steep rocks carpeted with lush green vegetation, 800 chapels and white picture-perfect beaches are all found in Tinos, in the centre of the Aegean Sea. The majority of the island’s visitors are Greek, because Tinos is the centre of pilgrimage for Greek Orthodox Christians.

Panayia Evanyelistria Cathedral, the main place of worship on the island, is well worth a visit for people of all religious affiliations. Tinos is also an island of artists. Some of great Greek painters and sculptors of the 19th and 20th centuries were from Tinos.

Beautiful beaches, crystal-clear water of the Aegean, lots of sunshine and refreshing summer winds make Tinos one of the most interesting destinations in the Cyclades.

Kea > Tinos
Day 3

The Aegean Sea is eternally appealing. Think aquamarine water, dazzling sunshine, a gentle wind fanning the sails of your luxury yacht… These elements all add up to offer one of the world’s sailing hotspots.

Mykonos is the jewel in the Aegean’s crown and the pride of the Cyclades Islands. Trendy and cosmopolitan, with its signature windmills, Mykonos is extremely popular with the international intellectual elite and bohemian circles. People flock here for stupendous beaches, a dizzying array of clubs and bars, the biggest open-air Super Paradise, all-night parties and world-famous DJs. The charms of Mykonos are seldom found beyond the Mediterranean Sea.

Tinos > Mykonos
Day 4

Near Mykonos there is the much quieter island of Delos, also an archaeological site and open-air museum. The legendary birthplace of Apollo and Artemis, this sacred site on the Aegean is now uninhabited and open to visitors. It takes several hours to have a comprehensive tour of Delos, but those hours will be very rewarding, leaving behind lingering impressions of this unique location.

In the museum you’ll find one of the finest collections of ancient Greek sculptures, as well as artefacts found around the island during excavations. Delos is an interesting stopover for anyone, not just culture and history buffs. Its enchanting and mystical energy makes it a significant point of interest in the Cyclades.

Mykonos > Delos
Day 5

Paros, charming and idyllic, was named after the leader of the Arcadians who arrived here in the 10th century BC. Its favourable location – Naxos, Ios, and Mykonos are just a stone’s throw away – and impressive historical buildings, in conjunction with fabulous beaches and excellent conditions for windsurfing and other water sports, make it an increasingly popular vacation destination.

Planning your Paros stay, make sure you include Panagia Ekatondapiliani (Panagia Ekatontapiliani) Cathedral in your wanderings. This impressive place of worship dates to the times of Byzantine Empire. Impressive stonework, lovely frescoes, lemon trees in the yard – visiting this cathedral is relaxing and invigorating at the same time.

Delos > Paros
Day 6

Ios is a mountainous island with numerous picturesque coves, amazing sandy beaches, countless churches, olive groves and balmy air. The centuries-old history of the island dates back to prehistoric times. According to the historian Herodotus, Homer was buried here (you can see his tomb in the north of the island, on the hilltop, complete with fabulous views).

The main attractions of the island include the dilapidated Venetian Castle and the ruins of the Hellenistic tower in the Plakoto district (check out Plakoto beach if you are in the area). Apart from all the history and architecture, Ios is a party island, with swanky clubs and trendy beach bars.

Paros > Ios
Day 7

The star of the Cycladic islands is regarded by many as the “honeymoon capital” and the most spectacular of all the Greek Islands. Indeed, Santorini has been voted over and over as one of the most beautiful islands in the world. Marvel at the signature white and blue houses built right on the edge of the volcano in Tira. Take a walk along its white cobblestone streets, hunt for souvenirs, buy mementos or just watch the world go by in a stylish cafe.

In enchanting Oia you can admire the caldera and marvel at the unforgettable sunset over the bay. The romantic, seductive island of Santorini never gets old.

Ios > Santorini
Day 8

One of Louvre’s most prized possessions is the legendary statue of Venus de Milo, coming from the island of Milos. Now in Milos you can only see a replica exhibited in the Archaeological Museum, but there are many more reasons to visit the island than just this statue, famous as it may be.

Firstly, there are more beaches here than in any other Cycladic island, and the mind-blowing Sarakiniko Beach, with its lunar landscapes, white pumice formations and whimsical shapes, is the perfect setting for some great Instagram snaps.

Throw in scenic caves, lovely little villages and culinary delights and you get the general idea of what Milos is all about.

Santorini > Milos
Day 9

Herodotus mentioned that residents of Sifnos were prosperous people, because this island was known not only for its significant marble deposits (referred to as ‘sifnian stone’), but also for its gold and silver mines. The mines and quarries are no longer in use (you can only see ruins of them scattered around the island), but Sifnos is blessed with amazing beaches, scenic walking trails and the stunning beauty of its central regions.

Sifnos is also known for its ceramics (in the port settlement, Kamares, you’ll find a few shops selling ceramic pottery and souvenirs), numerous churches and regular religious festivals in summer.

Milos > Sifnos
Day 10

Serifos is a small, easy-going island that never fails to impress visitors with its untamed wilderness and natural beauty. Serifos has not received as much publicity as some other Greek islands, so if you are looking for less touristy, more authentic atmosphere and isolated beaches that are never crowded, this island should be high on your list of priorities.

Hora, the capital, lies on the flank of a steep mountain, and if you go higher, to the mountain top, you’ll have a dazzling view of the old Kastro with views of Hora, the harbour, aquamarine sea and the island of Sifnos nearby.

Sifnos > Serifos
Day 11

Kythnos (Kithnos), with its whimsical craggy coastline, is an amazing island. Cobbled streets, whitewashed houses, churches and windmills create an aesthetically pleasing landscape for those who appreciate the idyllic, beguiling beauty of little Greek islands.

Katafyki Cave (or Katafiki Cave), where local residents hid during WWII, the two-sided Kolona beach (which is actually a spit connecting Kythnos with the island of Saint Luke) and old donkey paths turned into spectacular hiking trails would thrill those who love to move around exploring new places. Thermal springs and warm translucent sea attract those who enjoy frolicking in the water. In short, Kythnos has something enticing to offer to virtually anyone.

Serifos > Kythnos
Day 12

Athens is one of the oldest cities in the world, the capital of Greece and the cradle of democracy. The city was built around the Acropolis and Lycabettus hills dominating the flatland. According to legend, the hills were formed when Athena threw two rocks from the sky to help protect the city from enemies.

Walking around the centre of this megapolis, with so many historic buildings and ancient monuments, let your mind wander back to the Golden Age of Athens. Think back to when Pericles ordered the rebuilding of the Parthenon, one of the finest examples of Greek architecture.

Athens is particularly exciting at night: trendy clubs, fine restaurants and upscale events make this city a supreme entertainment venue.

Kythnos > Athens



Cyclades Islands 12-day yacht charter itinerary

Athens - Kea - Tinos - Mykonos - Delos - Paros - Ios - Santorini - Milos - Sifnos - Serifos - Kythnos





Cyclades Islands 7-day yacht
charter itinerary

Athens - Kea - Mykonos - Delos - Paros - Santorini - Milos - Kythnos





Cyclades Islands 4-day yacht
Charter itinerary

Athens - Mykonos - Delos - Santorini -
Milos - Kythnos





Recommended Charter yachts for this itinerary

Running on Waves

Rates from: 105,000 EUR per week

Type: Sailing Yacht

Built: 2011, Gdansk

Length (m): 64

Guests: 42

Albator 2

Rates from: 49,000 EUR per week

Type: Motor Yacht

Built: 2005, Posillipo

Length (m): 29.95

Guests: 12

Entre Cielos

Rates from: 27,000 EUR per week

Type: Gulet

Built: 2004, Istanbul

Length (m): 30

Guests: 12

Sir Winston Churchill

Rates from: 31,500 EUR per week

Type: Sailing Yacht

Built: 1966, Dunston Shipyard

Length (m): 45.8

Guests: 13

Cocoa Bean

Rates from: 550,000 EUR per week

Type: Motor Yacht

Built: 2014, Trinity Yachts

Length (m): 74

Guests: 12

Maltese Falcon

Rates from: 400,000 USD per week

Type: Sailing Yacht

Built: 2006, Perini Navi

Length (m): 88

Guests: 12


Rates from: 345,000 EUR per week

Type: Motor Yacht

Built: 2006, Lurssen

Length (m): 59.4

Guests: 12

Andreas L

Rates from: 225,000 EUR per week

Type: Motor Yacht

Built: 2008, Benetti

Length (m): 60

Guests: 12


Rates from: 155,000 EUR per week

Type: Motor Yacht

Built: 2008, Golden Yachts

Length (m): 52.70

Guests: 12

Ionian Princess

Rates from: 125,000 EUR per week

Type: Motor Yacht

Built: 2005, Palmer Johnson

Length (m): 45.73

Guests: 12


Rates from: 90,000 EUR per week

Type: Motor Yacht

Built: 2010, Guy Couach

Length (m): 36.88

Guests: 12


Rates from: 85,000 EUR per week

Type: Motor Yacht

Built: 2006, Maiora

Length (m): 40.5

Guests: 12

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7-day Yacht Charter Itinerary in the Saronic Gulf Islands

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