This sailing cruise in the Cyclades combines thrilling voyages aboard a fast and fun sailboat with moments of relaxation and discovery. The adventure begins in Paros with a welcome toast and continues through iconic islands and hidden bays. You will explore Schinoussa, with its authentic and unspoiled atmosphere, and Amorgos, renowned for the Hozoviotissa Monastery and its wild landscapes.

The journey proceeds to Anti Keros, a remote haven perfect for snorkeling and relaxation, and Koufonissi, where pristine beaches and lively evenings provide the perfect mix. Onboard, the skippers prepare delicious dinners inspired by Italian gourmet cuisine, transforming every meal into a unique experience under the stars.

The adventure continues to Naxos with an exciting sail between islands and concludes in Paros with a dive into the flavors of Greek cuisine at a traditional taverna. Each stop offers a perfect balance of adventure, relaxation, and gastronomy, making this cruise an unforgettable experience in the crystal-clear waters of the Aegean Sea.

On board, Lorenzo and Annalisa expert navigators, in addition to taking care of the management of the boat, will prepare you excellent lunches, to also offer you the pleasure of good food.

SATURDAY:

In the late afternoon, we meet in Paroikia, the main port of Paros, ready to begin our sailing adventure. After boarding, a welcome toast allows us to get acquainted and embrace the spirit of the cruise. The skippers will show you to your cabins, helping you settle in and familiarize yourself with the boat. The evening concludes with a delicious dinner on board, prepared by your skippers, perfect for starting this journey in a convivial and relaxing atmosphere.

SUNDAY:

We leave the gulf of Paroikia, navigating through the strait between Paros and Antiparos, a shallow channel popular among kitesurfing enthusiasts. From here, we embark on a longer sail with the wind on a beam reach and a broad reach, heading toward the peaceful and enchanting island of Schinoussa.

Schinoussa is a small island where agriculture still predominates, and tourism remains minimal. The unpaved roads and the simplicity of the Chora — a cluster of houses along the main road — transport visitors to an authentic and timeless atmosphere.

We anchor in the beautiful bay of Livadi, where, after a relaxed lunch on board, we enjoy an afternoon of swimming and relaxation. In the late afternoon, a scenic walk takes us to the Chora, following trails that offer breathtaking views of the island.

To immerse ourselves in the authentic heart of this Cycladic island, we indulge in an aperitif at one of the typical local venues in the Chora of Schinoussa. Sitting outdoors, we savor a glass of local wine and soak in the island's colors and scents, observing the tranquil rhythm of life in this genuine corner of Greece.

Upon returning to the boat, the skippers prepare a special dinner on board, creating a convivial and relaxed atmosphere to end the day. We dine, cradled by the calm of Livadi bay, surrounded by the serene beauty of this peaceful and idyllic island.

MONDAY

We leave Schinoussa and head toward Amorgos, ready for a sail that, with the right wind, can be both intense and exhilarating. Amorgos is a wild and arid Cycladic island, where the deep blue of the sea contrasts beautifully with the barren, rocky landscape, creating a unique charm.

We anchor in the large bay of Katapola, in a quiet cove dominated by a picturesque little church, the perfect spot for a lunch on board, surrounded by the island's beauty. In the afternoon, we visit the famous Monastery of Hozoviotissa, an architectural gem carved into the rock 300 meters above the sea on the southern coast. To reach it, we rent scooters—a fantastic way to explore the island and arrive at the base of the monastery. From there, a staircase leads us to this spectacular place, suspended between sky and sea.

The effort of the climb is rewarded with breathtaking views and the warm hospitality of the monks, who often offer a glass of Rakomelo—a hot drink made from raki and honey—accompanied by fruit and sugar sweets. This visit combines spirituality, nature, and tradition, making this day in Amorgos an unforgettable highlight of your sailing holiday.

In the evening, we will move to the Chora of Amorgos, considered one of the most beautiful in the Cyclades, with its white alleys and traditional houses. We will dine in a typical local taverna, immersed in the authentic and captivating atmosphere of this ancient village, ending the day with flavors and aromas that embody the soul of the island.

TUESDAY

We set off for a 10-mile sail on a broad reach, heading to Anti Keros, two uninhabited islets separated by a narrow channel that forms a stunning anchorage. This unique spot is perfect for a swim in crystal-clear waters and a refreshing lunch on board, surrounded by the tranquility of this remote corner of the Cyclades.

In the afternoon, we move to a secluded cove nearby, where unspoiled nature reigns supreme. With a bit of luck, we may catch a glimpse of the monk seal, often seen around the rocks and waters of this pristine area.

The evening continues with a dinner prepared by your skippers, serving delicious and wholesome dishes to cap off the day.

After dinner, we savor the magic of the night sky, far from any light pollution. This part of the Aegean Sea is ideal for spotting shooting stars and identifying constellations, turning the night into an unforgettable experience under the starlit sky.

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WEDNESDAY 

Today is all about relaxation, with minimal sailing and plenty of time in the sea! We start the day with a short sail to Kato Koufonissi, a small, almost uninhabited island with long stretches of white sandy beaches. We anchor just a few dozen meters from the shore, in crystal-clear waters that are irresistible for a swim.

The afternoon is dedicated entirely to enjoying swims and relaxation in this idyllic setting.

In the late afternoon, we move to Koufonissi, just 30 minutes away by boat, for a livelier evening. Here, among picturesque streets and trendy spots, we can enjoy a sociable night immersed in the island's charming atmosphere. Dinner will be onshore, at a traditional taverna, where we’ll savor local cuisine and end the day with authentic flavors and warm conviviality.

THURSDAY

Stop in a stunning bay on the southern coast of Kato Koufonissi, where we drop anchor in turquoise waters for a moment of pure relaxation. Here, amidst refreshing swims and the serene atmosphere of the island, we enjoy a rejuvenating break. After lunch, we set sail again for a pleasant journey toward the southern coast of Naxos, enchanted by the ever-changing scenery of the Cyclades, carried by the wind and the rhythm of the sea.

The evening concludes with a special dinner on board, inspired by Italian culinary tradition: our skippers prepare tagliatelle al ragù, a rich and flavorful dish served under the starry sky. It’s the perfect end to a day that blends the pleasures of fine dining with the tranquility of the bay, immersed in the natural beauty of Naxos.

FRIDAY

We have an intense and exciting day of sailing ahead, crossing one of the windiest stretches of the Aegean: the channel between Naxos and Paros. We will start with a downwind sail, enjoying a fast and pleasant crossing, followed by upwind sailing, adding an extra thrill to the journey.

Our destination is a small islet in the channel between Paros and Antiparos, where we will anchor for lunch in a bay surrounded by crystal-clear waters. The afternoon will be dedicated to relaxation, with swims and restful moments aboard, immersed in the tranquility of this secluded bay.

In the evening, we set course for Paroikia on the island of Paros, anchoring in the bay near the port for our last evening together.

Dinner will be in a traditional taverna in Paroikia, surrounded by the aromas and flavors of Greek cuisine, in a warm and convivial atmosphere that makes this place truly special.

SATURDAY

On Saturday morning, after breakfast on board, we prepare for disembarkation. We conclude this adventure, carrying with us the memories of unforgettable moments experienced among the Cycladic islands aboard the Walkabout, the boat of your holiday.

The stages of the itinerary are subject to change due to weather conditions or other unforeseen circumstances that prevent or make navigation to reach them or mooring uncomfortable. Any changes to the itinerary are implemented exclusively to ensure a better organization of the holiday and to ensure the safety and comfort of our guests.