Cyclades Yacht Charter Itinerary Hidden Isles & Heritage

GLAMOUR MEETS AUTHENTICITY

Athens to Athens

This tailored journey through the Cyclades blends iconic destinations like Mykonos and Santorini with lesser-known treasures such as Sikinos and Sifnos, offering a seamless mix of glamour, serenity, and authenticity. Whitewashed villages cling to cliffsides, ancient ruins dot the hills, and crystalline coves beckon swimmers and snorkelers alike.

The ideal time to charter is May through October, when warm, dry weather and steady Meltemi winds create idyllic conditions for yachting.

Experience the world-famous chic of Mykonos and the dramatic caldera of Santorini alongside quiet, authentic islands.
Marvel at the classic whitewashed Cycladic villages and the surprising pastel neoclassical mansions of Syros.
Discover why Sifnos is hailed as the gastronomic capital of the Greek islands.
Hike to ancient ruins on Kea and explore Apollo’s birthplace near Mykonos.

Contact a Yacht Charter Specialist

Day 1

Athens to Kea

Depart Athens and cruise southeast to Kea, the closest of the Cycladic Islands to the mainland. Kea offers peaceful anchorages, dramatic hills, and traditional architecture. Explore Vourkari, a lovely harbor village lined with tavernas and boutiques, and consider a short hike to the ancient lion statue of Kea.

Day 2

Kea to Syros

Sail to Syros, the cultural capital of the Cyclades. In contrast to the all-white villages of its neighbors, Ermoupoli is adorned with pastel-colored neoclassical mansions and grand churches. Tour the Apollo Theater, dine harborside, or explore the elegant town center before retreating to a quiet cove for the night.

Day 3

Syros to Mykonos

Cruise into the chic energy of Mykonos, famed for its beaches, boutiques, and nightlife. Anchor near Psarou or Ornos, then tender ashore to discover Mykonos Town—a maze of narrow lanes, whitewashed homes, and stylish cafes. Sunset cocktails in Little Venice are a must, followed by dinner at a world-class restaurant.

Day 4

Mykonos to Paros

A short cruise brings you to Paros, where Cycladic charm meets relaxed sophistication. Lounge at Kolymbithres Beach, windsurf in Golden Beach, or explore Naoussa, a picturesque harbor town with cobbled streets and vibrant tavernas. The nearby islet of Antiparos is also worth a quick visit by tender.

Day 5

Paros to Santorini

Drop anchor in the awe-inspiring Santorini caldera, where dramatic cliffs rise above sapphire waters. Spend the day exploring Fira or Oia, touring volcanic vineyards, or relaxing in a cliffside infinity pool. This is a perfect day for upscale dining with panoramic views of the sunset over the Aegean.

Day 6

Santorini to Sikinos

Leave the buzz behind and cruise to Sikinos, one of the Cyclades’ most tranquil and untouched islands. With few inhabitants and even fewer tourists, Sikinos is the ideal spot to slow down. Hike ancient trails, visit the Monastery of Zoodochos Pigi, or enjoy an utterly private beach day at anchor.

Day 7

Sikinos to Sifnos

Sail to Sifnos, a favorite among insiders for its culinary heritage, natural beauty, and serene beaches. Anchor in Vathi Bay or explore the island’s inland villages, such as Apollonia or Kastro. For foodies, this is the perfect spot to indulge in locally inspired dishes made with love.

Day 8

Return to Athens

Cruise back to Athens for disembarkation. Take in final views of the Cyclades fading into the horizon, and consider extending your stay on land to explore the capital’s vibrant culture and ancient history.

Yachts for charter in Greece

LAUREN L

295 Ft (90 m)
Cassens Werft
2002

20 Staterooms
36 Guests
N/A Crew

weekly rates from

€695,000

BOLD

279 Ft (85 m)
Silent Yachts
2019

8 Staterooms
12 Guests
20 Crew

weekly rates from

€875,000

Variety Voyager

223 Ft (68 m)
Custom
2012

36 Staterooms
71 Guests
32 Crew

weekly rates from

€247,650

Disclaimer

Prices displayed in converted currencies (USD or EUR) are calculated based on real-time market rates. EJ Yachts makes no guarantee regarding the final exchange rate; the actual amount debited will be determined by the client's bank or payment processor at the exact time the transaction is completed.