Cyclades Islands Greece: 7-Day Itinerary

Cyclades Islands: Stunning and Sophisticated

Cyclades Islands Greece luxury yacht charter

Greek Islands are legendary for their spectacular beauty, warm and welcoming people and remarkable history. The Cyclades Islands comprise more than 220 islands located in the heart of the South Aegean. Legend attributes their origin to the Greek god Poseidon who threw a handful of rocks onto the seabed that took root and blossomed. A luxury yacht charter through these Cyclades Islands transports you to a world of myth, mystery and magnificence.

Cyclades Islands Greece, Map, crewed yacht charter Cyclades Islands Greece mapGreek Islands number about 1,400, of which just 227 are inhabited, constituting a yachting paradise of pristine beaches, charming harbors, picturesque villages and amazing World Heritage sites.

1st day: Athens – Kea

Kea is your first destination in the Cyclades Islands. Located just 60km southeast of Athens, it is a popular getaway for Athenian yachtsmen due to its proximity and remote, unspoiled charm.

Cyclades Islands Greece, Ancient Coin from Kea

Ancient Coin from Kea

Kea, like most Greek islands, has a long history of occupation by numerous nations and cultures. On Kea, the earliest excavated settlement, Ayia Irini, dates back to the Bronze Age. Later the Byzantine Empire brought prosperity, medieval Venetians witnessed decline. Briefly during the last century, Kea was under Turkish rule. For history buffs, these shifting eras of political control have contributed to an intriguing cultural, archeological and architectural record.


Cyclades Islands, Cyclades Archipelago, Kea


Plan to dine at one of the excellent seaside restaurants in the picturesque fishing hamlet of Vourkari. High above, a beautiful hillside village of whitewashed houses boasts a lion carved from the rock face, attributed to an Ionian sculptor from around 600 BC.

2nd day: Kea – Syros

Syros is a very trendy destination in the Cyclades Islands, with something for everyone. Syros is the commercial, administrative and cultural center of the Cyclades Islands. There are excellent restaurants, galleries, shops, tavernas with live music and a casino. Archaeological digs reveal artifacts from the Cycladic civilization, 2800 to 2300 BC.  During the 19th century Syros was a wealthy and powerful port. Many neoclassical buildings and grand mansions from this era remain intact throughout the island.

Cyclades Islands Greece, Little Venice, Mykonos

Little Venice, Mykonos

Many will find it fortunate that tourism is not a major revenue source for Syros yet, but more and more people are making it a destination for the cultural authenticity and traditional island charm.

3rd day: Syros – Mykonos

Mykonos is the most famous tourist destination in the Cyclades Islands. Explore this place of ageless whitewashed houses, diminutive churches and narrow winding alleys that all appear to have naturally emerged from the rock itself. Mykonos is renowned as a liberal island with beautiful nude beaches and trendy all night discos. Here, locals and tourists rub shoulders with the superyacht set, the jet set, artists and celebrities from all over the world.

Cyclades Islands Greece, Old Port of Hora, Mikonos

Old Port of Hora, Mikonos

The cosmopolitan flavor, sophisticated tourist infrastructure and density of Mykonos is in unique contrast to the traditional simplicity of other islands.

4th day: Mykonos – Serifos

Serifos is known in the Cyclades Islands for traditional villages, a few coastal resorts and is famous for its unique cuisine. The harbor on Livadhi Bay hosts a ring of outdoor restaurants that are ideal for sampling local wine and food with delightful views.

Serifos has an intriguing history intertwined with mythology as ancient producers of art, pottery, gold and silver and in modern history, iron ore.  Chora, the quaint hilltop town above Livadhi Bay, has an eclectic Archeological Collection open Tuesday through Sunday.

The fascinating medieval village of Kastro, built on top of a high cliff on the island’s northwestern shore, is the site of the ancient city of Sifnos. Visit the fortified Monastery of the Taxiarchs, built in 1572. A sole monk has maintained the sanctuary since 1958.

Greek Islands, Church in Chora, Serifos

Church in Chora, Serifos

5th day: Serifos – Kythnos

Kythnos, the Island of Apollo, is serene and unspoiled despite its popularity with Greek tourists. Anchor in crystal clear water and sunbathe on white sand beaches.

Divers can explore shipwrecks, underwater caves, rock formations, coral and marine at 32 different dive sites.

The hot springs of Kythnos (Thermia) are located at the coastal village of Loutra. The ancient source of warm, sulfur water is legendary for curative powers. Situated on hilltops, picturesque villages such as Chora and Driopida are worth a visit. Near Cape Kefalos are the ruins of a medieval citadel and town.

6th day: Kythnos – Athens

Greek Islands, Athens view of the Acropolis


Depart Kythnos bound for Athens on the final leg of your luxury yacht charter through the Cyclades Islands.  Athens is a metropolis with fascinating archeological sites, museums, galleries, upscale boutiques and local handicraft stalls. Many tourists visit the Acropolis and the old district of Plaka, nestled at the base of the ruins. Venture downtown Athens to explore gourmet restaurants, designer boutiques and upscale galleries. Or, sit at one of the cafes that line the boulevard, sip a Greek coffee and watch the world pass by, just as the Greeks have done from time immemorial.

7th day: Athens – Airport

Today you must disembark from you beautiful charter yacht, say goodbye to your captain, crew and the breathtakingly beautiful Greek Islands and start planning your next Greek Islands adventure.

Some of our favorite places:

Cylclades Islands, Kythnos, Tratamento shop, for delicacies and organic provisions Syros, Ermopouli: Apollo Theater was built for wealthy residents in 1861 as a small-scale version of Milan’s La Scala. Theater, opera and cultural events scheduled throughout the summer.

Mykonos, Chora: Kalita Restaurant, classic Greek flavors enriched with a modern touch under the supervision of our Chef, Vaios Ntoytsias.

Kythnos, Chora: Tratamento,  shop Owner Irini Pageneli makes traditional sweets and liquors, cakes, cheese pies and sells organic provisions.

Destination overview: Greece: Islands of Enchantment

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