Cycladic Islands

Embark on an unforgettable sailing tour through the mesmerizing Cyclades, which promises a blend of ancient history, picturesque landscapes, and vibrant culture. The tour begins and ends in the port of Adamantas on the island of Milos. Here’s a snapshot of what you can experience:

Setting sail from Adamantas, Milos, we set sail for islands of Poliegos and Syfnos.

Continue your adventure to, Kythnos and the the Cyclades’ capital Syros. Immerse yourself in Ermoupoli, a town featuring neoclassical architecture, bustling markets, and enchanting alleyways. This cosmopolitan island will captivate you with its lively nightlife and stunning beaches.

Sail to the rock star island of Mykonos, renowned for its lively nightlife, iconic windmills, and charming streets. Enjoy the vibrant atmosphere and relax on its stunning beaches.

Cruise to Paros, a picturesque island with sandy beaches and traditional villages. Explore Naoussa, Marathi’s ancient marble quarries, and the island’s beautiful beaches.

Sail on to breathtaking Santorini with its white-washed buildings in Oia, the Akrotiri archaeological site, and unique volcanic beaches with black or red sands.

Discover the hidden gems of Ios and Folegandros, appreciating its peaceful ambiance, Chora’s traditional village, and panoramic views from Panagia church.

Then sail back to Milos, celebrated for striking landscapes and beautiful beaches. Visit the Archaeological Museums’ Venus de Milo statue, explore the vibrant Klima fishing village and unwind at Sarakiniko Beach.

The itinerary of the tour may vary depending on the pace of sailing and the time spent in each destination.

This journey promises a perfect blend of adventure, culture, and relaxation.

Experience luxury in spacious & comfortable cabins, each equipped with private ensuites featuring showers and toilets. Attention to detail extends beyond the cabins, including a powerful tender, snorkelling gear, stand-up paddleboards, wakeboards, and more.

We also offer captivating onshore activities. Delve into the rich historical and cultural heritage with our carefully curated land tours, guided walks, and scenic trails. For those seeking excitement, our electric scooters provide a fun way to explore the local surroundings at your own pace.

Our professional skippers and hostesses provide an unforgettable journey, attending to your every need, ensuring that your trip is nothing short of extraordinary. Additionally, our knowledgeable guide will be available to fulfil all your requirements.

Whether you’re a solo traveller or part of a private group, we’ll cater to your needs. We can also create tailored experiences for groups personalized to your requirements.

Setting sail from Adamantas in Milos provides you with the optimal time as you cruise through the Cycladic Islands. You will, encounter hidden coves and pristine beaches along the way. As the yacht glides gracefully over the water, you’ll have the chance to explore picturesque walking trails, offering breathtaking panoramas of the coastline.

Adventure-seekers will revel in the variety of water activities available. Stand-up paddleboarding allows you to glide serenely along the calm waters, while wakeboarding and water skiing cater to the more active. Experience pure joy as you ride inflatable tubes along the tranquil waters in your private cove.

The underwater world beckons with vibrant marine life, inviting you to snorkel and discover the beauty beneath the surface. After a day of excitement, savour delectable Greek cuisine, freshly prepared onboard, featuring mouthwatering dishes and local delicacies as well as the freshly caught seafood.

Embrace the rich cultural heritage of Greece with evenings of traditional music, dancing, and local customs. You’ll visit some of the most amazing islands in the world, each with its own allure and of course the iconic islands Santorini and Mykonos, with the opportunity to explore the ancient site of Akrotiri on Santorini and the awe-inspiring Sarakiniko beach, each steeped in history and natural wonders.

This sailing tour promises an enriching experience that will leave you with cherished memories of adventure, exploration, and the splendours of Greek culture and nature.

A luxury sailing tour of the Cycladic Islands explores some of the best Greece has to offer, here is the curated itinerary for your luxury sailing tour.

Day 1: Cycladic Islands Luxury Guided Sailing Tour Embarkation
Adamantas (Milos) – Poliegos – Syfnos

Your Odyssey begins today as you board your yacht, ready to sail the Cycladic Islands from Adamantas Port on the island of Milos.

Sifnos, a picturesque island nestled in the Aegean Sea, is part of the Cycladic Island group in Greece and a paradise for those seeking the perfect blend of traditional Greek charm and unspoiled natural beauty.

Explore the charming village of Kastro, known for its churches and monasteries. Delight in the island’s picturesque villages, crystal-clear waters, and warm hospitality.

Visit the village of Apollonia, the Mycenaean Acropolis of Agios Andreas, and the iconic whitewashed monastery Moni Chrisopigi, the protector of Sifnos, perched on a small islet connected by a bridge and surrounded by azure waters.

Sifnos promises an unforgettable experience for travellers seeking an escape from the hustle and bustle of everyday life.

Day 2: Syfnos – Kythnos

Serifos is an island with rugged mining sites, a glorious history, and a unique style of its own.

The land is made of iron and granite, making Serifos the rockiest island in the Cyclades. It may be an arid place, but it boasts some of the most beautiful beaches found on the Aegean Sea islands.

Enjoy free time to discover Serifos at your leisure. Relax with a swim at a nearby beach, or take the scenic route from Livadi to Chora, where you can stop at the Folklore Museum and the charming Agios Antonios church along the way. In Chora, a short walk brings you to the castle, offering breathtaking island views. Alternatively, wander through the village and visit Piatsa, the picturesque marble-paved square at the heart of Chora.

Day 3: Kythnos – Syros

Syros Island combines culture, entertainment and religion in the most harmonious way and was once one of the most significant islands in Cycladic civilization. Nowadays, the island is world-renowned for its rich cultural tradition with events that take place in Ermoupolis, the island’s capital, such as the International Classical Music Festival of Cyclades, ANIMASYROS International Animation Festival, Ermoupoleia Cultural Festival etc. offering a range of options for every visitor to experience.

Wander around the streets of Ermoupoli and take in the wonderful neo-classical architecture and enjoy some local cuisine or visit the Hermoupolis Textile Museum.

Or you can spend your time shopping and sipping coffee at one of the waterfront cafes.

Day 4: Syros – Mykonos

Mykonos – known as the “Island of the Winds,” sits at the heart of the Cyclades and is renowned worldwide as a cosmopolitan, luxurious holiday destination. By day, it basks in the Aegean sun; by night, it transforms into a vibrant playground, inviting visitors to dance at beach bars, explore art venues and indulge in luxury shopping.

On the way to Mykonos, we will stop at Delos to explore the ancient Terrace of the Lions.

In Mykonos enjoy a visit to Super Paradise Beach for a swim and a chance to relax with drinks or nibbles (at your own cost). We will handle transportation to and from the beach, so you can unwind worry-free. Afterwards we’ll head to 180 Sunset Bar to take in the stunning Mykonos sunset views (drinks at your own cost) and finish off with dinner in Mykonos Town (at your own cost).

Day 5: Mykonos – Paros

Today, you will embark on a journey to Paros, nestled in the heart of the Aegean Sea. Paros is an enchanting Greek island that offers a perfect blend of stunning landscapes, rich history, and a vibrant culture. With its charming, white-washed villages, golden beaches, and crystal-clear waters, Paros promises an unforgettable holiday experience. Explore the quaint town of Naoussa, visit the ancient marble quarries of Marathi, and unwind on the stunning beaches. Whether you seek adventure, relaxation, or an immersion into Greek culture, Paros has something to offer everyone.

This evening, enjoy a delicious dinner on board the yacht, prepared by our crew and included in your experience. Relax with freshly made dishes dining under the evening sky.

Day 6: Paros

A relaxing day to enjoy and explore the island of Paros.

Today, we will embark on a scenic sail around Paros, uncovering hidden coves and nearby islets with pristine waters and breathtaking views. Enjoy swimming and water sports as you experience the island’s natural beauty from the best vantage point—the sea.

Day 7: Paros – Naxos

Naxos, the heart of the Cyclades, is the biggest and most fertile island in the group. The whitewashed town of Chora welcomes travellers at its harbour. Portara, Naxos’ most popular landmark, lies on the neighbouring Palatia Islet; it is the marble gate of an unfinished ancient Greek temple dedicated to god Apollo.

Enjoy some free time to explore Paros before we set sail for Naxos. Relax with a coffee on the waterfront, pick up any last-minute treasures, or visit local highlights such as the Archaeological Museum and the Panagia Ekatontapiliani Church.

Day 8: Naxos – Koufonisia

Koufonisia: A Slice of Paradise in the Lesser Cyclades.

Koufonisia consists of two small islands in the Lesser Eastern Cyclades—Ano Koufonisi and Kato Koufonisi—separated by a narrow 200-metre strait. Nearby are Naxos to the east, Amorgos to the west, and the uninhabited Keros, a protected archaeological site where remarkable artefacts from the Cycladic Civilization (a Bronze Age culture that flourished in the Aegean) were uncovered.

Enjoy a coastal walk from Koufonisia to Paralia Pori (beach), approximately 3.9 km along beautiful seaside paths or for a more relaxed start, stay on the yacht and collect your fellow travellers from the beach before heading off to Amorgos.

Day 9: Koufounisia – Amorgos

Amorgos: The movie The Big Blue (Le Grand Bleu) starring Jean Reno was filmed on this island, located at the southeastern edge of the Cyclades. Parts of Amorgos rise high above sea level, offering superb sea views.

It is one of the most impressive Cycladic islands, boasting marvellous beaches, scenic bays, and ancient footpaths winding through steep, rocky terrain—an ideal spot for diving and water sports.

Start your visit with a stroll through Chora (Amorgos Village), soaking in the charm of its narrow streets and local atmosphere. Visit the spectacular Moni Hozoviotissis, a monastery dramatically built into the mountainside—a true highlight of the island.

Day 10: Amorgos – Santorini

Santorini, known since ancient times as Thira, is one of the most famous islands in the world. Known for its breathtaking sunsets, blue-domed churches, and stunning cliffside views. The fact that you can sit in front of the caldera, enjoy local dishes, a drink or a coffee while gazing at the remarkable beauty of an active volcano is priceless.

The island is actually a group or islands consisting of Thira, Thirassia, Aspronissi, Palea and Nea Kameni in the southernmost Cyclades.

Enjoy wandering through the enchanting streets or choose from a variety of experiences, such as visiting Ancient Thira, exploring the ancient Minoan site of Akrotiri, the unique wineries or a 10km walk along the caldera from Thira to Oia.

Or you can simply stroll through Oia until you find the perfect spot to watch the famed sunset over the caldera.

Day 11: Santorini – Ios

The island of Ios, or Nios as locals call it, is a charming Cycladic island and renowned among the young for its vivid nightlife. It is located between Santorini, Paros and Naxos and offers a plethora of lovely bays and beaches.

Start with a scenic 800 metre coastal walk from the port to Paralia Gialos or consider visiting the cultural sites of Homer’s Tomb, the Archaeological Museum, the Odysseas Elytis Theatre, or Gaiti-Miosi Museum for a deeper look into the island’s heritage.

For the young at heart, the famed nightlife of Ios awaits to extend your evening.

Day 12: Ios – Folegandros

Folegandros, a hidden gem in the heart of the Aegean Sea is renowned for its untouched beauty and tranquil ambiance. It offers a perfect escape for travellers seeking an authentic Greek experience.

Explore the traditional village of Chora and take in the stunning views from the cliff top church of Panagia. Folegandros boasts pristine beaches, traditional villages, and breathtaking landscapes that will captivate your heart.

Day 13: Folegandros – Milos

Cruise to Milos, a picturesque island celebrated for its striking landscapes and beautiful beaches. Whether you’re a beach lover, adventure seeker, or history enthusiast, Milos offers an unforgettable experience for every traveller.

The island boasts a rich history, including the famous Venus de Milo statue at the Archaeological Museum. Explore the colourful fishing village of Klima, unwind at one of the island’s many scenic beaches, or enjoy a seaside lunch. Visit the renowned Sarakiniko Beach and Kleftiko Bay, once a hideout for Mediterranean pirates, where we’ll spend the night and savour a crew-prepared dinner under the stars in this secluded setting.

Day 14: Milos

Spend the day sailing around Milos, stopping off at scenic spots like Mandrakia and Sarakiniko. Discovering hidden caves, secluded swimming spots and breathtaking coastal views that showcase the island’s natural beauty.

Onshore, stroll around the port, visit the archaeological museum to admire a replica of the Venus de Milo, or simply relax and do some last-minute shopping in the charming town centre.

Our farewell dinner in the small alleyways of the picturesque village of Plaka where you can celebrate the journey with your fellow travellers.

Day 15: Milos
You will disembark at 09:00 on the last day of your sailing tour in Adamantas Port (Milos), where our amazing journey ends.