Greece: Cyclades Islands
In the Cyclades Islands, whitewashed buildings cascade down rugged cliffsides, framed by the shimmering Aegean Sea, offering a timeless allure where ancient history meets postcard-perfect vistas.

Any Greek yacht charter promises an unforgettable experience, but exploring the Cycladic Islands by luxury yacht is a dream come true. Take in the views of white-washed, sugar-cube houses perched on the hills of picturesque Greek towns, nestled among windmills and vibrant blue church domes.
Choose from one of a hundred hidden coves to drop anchor and explore, each one a unique Cycladic gem. Spend your mornings sunbathing or snorkeling through grottos, then enjoy the famous Santorini sunset from your private viewing platform on the deck of your charter yacht. Alternatively, head ashore to indulge in the glitzy nightlife of Mykonos.
Beyond the shores of these famous islands, there's much more to discover. Over 200 islands form the ring of the Cyclades, with Delos—the legendary birthplace of Apollo—at its center. Traveling by luxury yacht ensures an idyllic and secluded anchorage, even during peak season, thanks to the sheer number of islands.
Short sailing distances and the pleasant northerly Meltemi breeze, which blows throughout the summer, are ideal for those wanting to experience the Aegean by sailing yacht. Weeks can be spent island-hopping between enchanting islands like Milos, Naxos, Ios, and Paros, soaking in hot springs on Kythnos, and savoring the freshest seafood on Kea.
You can choose to embrace the glamour of Oia and Chora or discover your own paradise in the quieter corners of the archipelago. Visit the hilltop church of Serifos, hike the rugged hills of Folegandros, or explore the cobbled streets of Koufonisia. Cruising this magical collection of islands is the ultimate Greek luxury yacht holiday.
Featured Yachts for Charter

JEWEL - Lagoon 51 - 2023
JEWEL is a brand-new Lagoon 51 crewed catamaran, accommodating 12 guests in 6 en-suite cabins. Featuring expansive deck spaces, a stylish flybridge, and a vibrant crew led by Captain George, she offers an unforgettable Greek Island sailing experience filled with luxury, adventure, and breathtaking views.

ASTORIA - Fountaine Pajot Samana 59 - 2021
Welcome to ASTORIA, the stunning Fountaine Pajot Samana 59, where luxury meets adventure. Based out of Athens, ASTORIA is your gateway to exploring the idyllic Saronic or Cyclades Islands.

STEPHAINE - Fountaine Pajot Algeria 67 - 2024
Welcome aboard STEPHAINE, a brand-new 2024 Fountaine Pajot Alegria 67 designed to redefine luxury yacht charters. Based in Athens with availability to explore the enchanting Dodecanese Islands from Kos, STEPHAINE is perfect for adventurers seeking elegance and unparalleled service.
Mykonos
Mykonos, often dubbed the "Ibiza of Greece," is famous for its vibrant nightlife, luxurious resorts, and stunning beaches. This cosmopolitan island attracts visitors from all over the world with its chic atmosphere and lively party scene. Explore the charming town of Mykonos, known as Chora, with its narrow winding streets, white-washed houses, and iconic windmills. Don't miss a visit to Little Venice, where colorful houses line the waterfront, providing the perfect spot for sunset cocktails. For a day of relaxation, head to the renowned beaches of Psarou, Paradise, or Super Paradise, where crystal-clear waters and beach clubs await.
Santorini
Santorini, Greece’s postcard-perfect gem, is renowned for its dramatic cliffs, whitewashed villages, and unforgettable sunsets. Perched along the caldera’s edge, towns like Oia and Fira offer breathtaking views of the Aegean Sea and vibrant blue-domed churches. Wander through winding alleys filled with boutique shops, art galleries, and cozy cafés, or sip local wine at a cliffside winery overlooking the volcanic islands. For a day in the sun, relax on the island’s unique volcanic beaches, such as the Red Beach or Perissa. Whether you're exploring ancient ruins in Akrotiri or dining under the stars, Santorini blends romance, history, and natural beauty in one magical destination.
Ios
Ios, a favorite among young travelers and beach lovers, strikes the perfect balance between laid-back charm and lively nightlife. By day, explore the island’s beautiful sandy beaches like Mylopotas and Manganari, or discover hidden coves ideal for swimming and snorkeling. The traditional village of Chora, perched on a hill, invites visitors to stroll its narrow streets filled with whitewashed houses, quaint tavernas, and panoramic viewpoints. As the sun sets, Ios comes alive with a buzzing party scene centered around its many bars and beach clubs. Whether you're here to relax or revel, Ios offers an unforgettable island experience with a youthful, carefree spirit.
Paros
Paros, renowned for its beaches and traditional villages, is one of the most popular Cycladic islands. Spend an afternoon in Parikia visiting Panagia Ekatontapiliani, a Byzantine church built in the 4th century AD. Naoussa, a picturesque fishing harbor on the northeast of the island, is filled with seafood restaurants, bars, and coffee shops. Enjoy a swim at Kolimbithres, an impressive beach where naturally sculpted rocks create unique swimming coves.
Antiparos
Antiparos, a small and charming island, has become the “it” summer destination for Athenians over the years. It's perfectly situated for day trips to neighboring secluded islands, offering a range of bays to discover. Spend the day on Despotiko Island, just a few miles away, and return to Antiparos for a delicious late lunch at Captain Pipino’s taverna in Agios Georgios, known for the freshest seafood on the island. In the evening, stroll along the town’s main alley and enjoy an ice cream at Vicky’s.

Naxos
Naxos, the largest of the Cycladic islands, offers a blend of beautiful beaches, lush valleys, and traditional villages. It is known for its rich history and vibrant culture. Start your exploration in Naxos Town (Chora), where the impressive Portara, a massive marble doorway, welcomes you. Wander through the old town’s labyrinthine alleys, filled with shops, cafes, and Venetian architecture. Venture into the island’s interior to discover charming villages like Apiranthos and Halki, each with its own unique character. The beaches of Naxos are some of the best in Greece, with Agios Prokopios and Plaka being top choices for their golden sands and clear waters.
Koufonisia
Koufonisia, meaning "Hollow Islands," consists of two small islets: Pano (Upper) and Kato (Lower) Koufonisi. Kato Koufonisi is an uninhabited island accessible only by boat, featuring some of Greece's most magnificent and secluded beaches. With only 400 inhabitants, Pano Koufonisi feels like a place where time stands still. Pori is the island's most beautiful beach, and you can enjoy a delightful lunch at Taverna Kalofeggo.
Milos
Milos is a volcanic island known for its unique geological formations and stunning beaches with turquoise waters. It boasts one of the best harbors in the Mediterranean, formed when the sea broke into the volcano’s crater on the island's northwest side. The most famous beaches on Milos are Kleftiko and Sarakiniko. Kleftiko, once a pirate hideout, can only be reached by boat, offering a truly adventurous experience.
Featured Yachts for Charter

JEWEL - Lagoon 51 - 2023
JEWEL is a brand-new Lagoon 51 crewed catamaran, accommodating 12 guests in 6 en-suite cabins. Featuring expansive deck spaces, a stylish flybridge, and a vibrant crew led by Captain George, she offers an unforgettable Greek Island sailing experience filled with luxury, adventure, and breathtaking views.

ASTORIA - Fountaine Pajot Samana 59 - 2021
Welcome to ASTORIA, the stunning Fountaine Pajot Samana 59, where luxury meets adventure. Based out of Athens, ASTORIA is your gateway to exploring the idyllic Saronic or Cyclades Islands.

STEPHAINE - Fountaine Pajot Algeria 67 - 2024
Welcome aboard STEPHAINE, a brand-new 2024 Fountaine Pajot Alegria 67 designed to redefine luxury yacht charters. Based in Athens with availability to explore the enchanting Dodecanese Islands from Kos, STEPHAINE is perfect for adventurers seeking elegance and unparalleled service.
Choose Your Itinerary

7-Night Cyclades Bareboat Yacht Charter Itinerary

7-Night Cyclades Catamaran Yacht Charter Itinerary
The Cyclades archipelago encompasses the immensely popular islands of Mykonos in the northern reaches and Santorini positioned much further south. A week-long journey aboard a swift motor yacht effortlessly covers the entire region, while a more leisurely 10-night charter on a sailing catamaran ensures ample time for exploring the captivating distances. Among the numerous highlights in the Cyclades, Milos stands out with its volcanic terrain adorned with awe-inspiring rock formations. Naxos, the largest island, boasts a bustling harbor town, Paros offers beautiful beaches and chic bars, and the tranquil, traditionally charming Kea provides a serene contrast.
Most charters set sail from Athens, where a diverse selection of sailing yachts, catamarans and motor yachts awaits. Arriving at Athens International Airport (ATH), a brief 30-45 minute cab ride transports you to the nearby marinas, where your eagerly anticipated yacht awaits.
While immersing yourself in the Cycladic islands' allure, it's crucial to consider the influence of the Meltemi winds, which can be particularly robust in July and August. Hence, the prime times to explore this region are in May-June and September-October, offering a more tranquil and pleasant sailing experience. If opting for a charter during the peak of the Meltemi season, flexibility in your itinerary becomes essential, as the winds may necessitate adjustments for smoother passages.
Explore our sample round-trip itinerary for the Cyclades Islands to delve deeper into the wonders awaiting you in this mesmerizing region.
Currency: Euro - €
- Airport: Athens International Airport "Eleftherios Venizelos” (ATH)
- Language: Greek – English widely spoken
- Marina fees: Minimal / €0, Estimated budget of €250 per week (Depends on the size of your yacht)
- Typical Starting day: Saturday, 17:00 dependent on operator
- When to charter: May to October (July & August are best)
- Tipping etiquette: not obligatory but common to round off an amount.