Sailing West Cyclades
Adventure
Western Cyclades Sailing Cruise Itinerary
Our sailing adventure in the Western Cyclades will begin on the island of Paros, a destination renowned for its enchanting landscapes and quaint villages. During the cruise, we will dock at some of Greece’s most authentic islands, such as Sifnos, Milos, Polyaigos, and Kimolos, before returning to Paros, discovering unique views at each stop.
Leaving from Parikia, a quick sail will take us to Sifnos, where we will drop anchor in a picturesque bay with the Chrissopigi Monastery in the background, offering a picture-perfect view. We will continue our journey, hoisting the sails towards Milos, passing through secluded bays and admiring breathtaking scenery such as the Sarakiniko dunes, until we reach Adamas and historic Plaka, where we will stroll through the village’s picturesque alleys, immersed in local traditions. Next, with a strong wind at our back, we’ll sail toward Kleftiko, where imposing rock formations, mysterious caves, and pirate legends create an evocative atmosphere, complemented by moments of relaxation in crystal-clear waters and on white beaches. A stop at Polyaigos will offer a swim in a natural pool, while at Despotico, you’ll admire an enchanting sunset over the sea followed by a Romagna-style dinner served by our skippers, in a cheerful and convivial atmosphere. Finally, a crossing between Antiparos and Paros will bring us back to Parikia, not before a stop for a swim in the crystal-clear waters reminiscent of the Caribbean.
Aboard our cruise vessel, designed to combine speed and comfort, you’ll experience exciting voyages through crystal-clear waters and secluded bays. Lorenzo and Annalisa, with experience that includes a round-the-world sailing trip and years of sailing, will not only safely steer the vessel, but will also delight you with expertly prepared lunches, allowing you to savor the true pleasure of good food.
This authentic vacation in the heart of the Cyclades islands, far from mass tourism, will lead you to discover breathtaking landscapes and enchanting bays, providing unique experiences and unforgettable memories. An invitation to immerse yourself in a journey of sea, culture, and flavors, where every moment is a dive into the beauty of the Mediterranean.
Itinerary
Day-by-day itinerary
From Paros to Sifnos
Saturday
In the late afternoon, the sailing adventure begins: boarding in Parikia, on the enchanting island of Paros, one of the gems of the Cyclades. We’ll greet our guests with a welcome drink and escort them to their comfortable cabins, in a cheerful and relaxed atmosphere, filled with excitement for this new sailing experience.
Sunday
After leaving the Gulf of Parikia behind, we’ll embark on an exciting sailing journey that will take us to the island of Sifnos, in the heart of the Cyclades. Here, we’ll anchor in a picturesque bay with crystal-clear waters, enhanced by the evocative Chrissopigi Monastery. The view from the sailboat is picture-perfect.
The beating heart of Milos
Monday
The day begins with a short sail that takes us to a delightful bay, once a pirate’s hideout. A forgotten place accessible only by boat.
After a fresh and authentic lunch, we set sail for the island of Milos. With a beam wind pushing the boat powerfully, we reach one of the most beautiful islands in the Cyclades.
In the afternoon, we’ll set sail for Adamas. Wind permitting, we’ll drop anchor opposite the spectacular white dunes of Sarakiniko. Otherwise, you can visit Sarakiniko by land, reaching it on a scooter or taxi from the island’s port. Sarakiniko is a natural spectacle of white rocks sculpted by wind and sea, creating a unique lunar landscape, with turquoise waters ideal for swimming.
We arrive in Adamas in the evening, where we find a picturesque and lively port, the main maritime center of Milos. Adamas is famous for its welcoming atmosphere and lively waterfront, where you’ll find bars, cafes, and restaurants overlooking the harbor. Here, we prepare for a special evening, climbing to the castle and monastery to watch the sunset from an exceptional vantage point, enjoying a breathtaking view of the entire island.
The day concludes with a visit to Plaka, the historic capital of Milos, perched on a hill. Plaka is a charming and authentic village, with cobbled streets, whitewashed houses, and flower-filled balconies. Its traditional tavernas are perfect for sampling local flavors, while Plaka’s evening atmosphere, with its soft lighting and views of the Aegean, makes dinner a memorable experience, immersed in the beauty and authentic charm of the Cyclades.
Southern Milos and Kleftiko
Tuesday
After leaving the large bay of Milos, we sail about ten miles with a tailwind until we reach the southwestern tip of the island, home to spectacular Kleftiko. This fascinating place is known for its imposing rock formations: tall sea stacks emerge from the water, and the coast is dotted with mysterious caves that, according to legend, once offered refuge to pirates.
We’ll anchor on a white sandy seabed, immersed in crystalline waters and surrounded by enchanting cliffs. Here, the white rock is crisscrossed by fascinating veins of red, green, and yellow, a true natural spectacle that makes Kleftiko one of the most evocative landscapes in the Cyclades.
We explore the caves aboard the dinghy, venturing into the ravines with a flashlight. The light illuminates the rock walls, revealing surprising colors and plays of shadow that make the exploration even more evocative. Every nook and cranny seems to hold a secret, offering a unique and unforgettable experience in this corner of wild and captivating nature.
The afternoon will pass peacefully, with dips in the clear waters and strolls along the long, white beach. Relaxing on board becomes even more magical at sunset, when the cliffs are bathed in warm, enveloping colors, transforming the landscape into a living painting.
We’ll conclude the day with a delicious dinner on board and spend the night anchored in the bay, lulled by the sea and surrounded by the wild beauty of Kleftiko.
Polyaigos
WEDNESDAY
The day begins with a special stop to admire the spectacular sand falls, a fascinating natural phenomenon where sand slides down the rocks like a waterfall, creating a unique and evocative landscape. After this break, we set sail for a close-hauled sail that, depending on the wind, can prove intense and challenging, heading towards our next destination: Polyaigos, a wild and uninhabited island.
Upon reaching the island, we anchor in one of the most beautiful bays in the Cyclades, a true natural pool with crystal-clear waters and white sand, perfectly sheltered from the Meltemi winds. Here, an afternoon of pure relaxation awaits us: refreshing swims and time to enjoy the island’s pristine beauty.
At sunset, we’ll climb a mountain path for a short walk, where we’ll enjoy an unforgettable spectacle as the sun sets on the horizon, painting the sky with warm, enveloping colors.
In the evening, we reach the island of Kimolos. We drop anchor opposite a picturesque fishing village. From here, we take a short walk to the delightful village where we dine in a tavern among the cheerful and characteristic alleys.
Despotico
THURSDAY
A beautiful, fast sail takes us to Despotico, an uninhabited and wild island, yet lively thanks to the boats arriving from nearby Paros and Antiparos. Despotico is a place of rare beauty, where unspoiled nature and a tranquil atmosphere create a true refuge from the world.
We drop anchor in the clear waters of the channel separating Despotico from Antiparos, a corner of paradise with transparent seabeds and landscapes that seem like paintings. The afternoon passes slowly, with refreshing swims and moments of relaxation on board, lulled by the silence and wild beauty of this place.
As the sun begins to set, we prepare for an aperitif on board, sipping a drink and admiring the spectacular sunset that paints the sky with warm hues. As the sun dips into the sea, the landscape transforms into a picture-perfect canvas, providing a magical end to our day in this pristine corner of the Cyclades.
We’ll celebrate the evening with an iconic dish from the Romagna tradition: tagliatelle with ragù. Your skippers, with passion and skill, knead eggs and flour to create fresh tagliatelle, while the ragù slowly simmers, releasing the authentic aromas of Italian cuisine. The result is a dish rich in flavor and warmth, a tribute to fine dining, enjoyed in this breathtaking setting. A convivial dinner that brings a touch of Italy on board, making the evening unforgettable.
Paros
FRIDAY
The day begins with a visit to the Despotico Archaeological Park, a fascinating site housing ancient artifacts and revealing the millennia-old history of this uninhabited island. After exploring, a short but intense sail takes us to three islets in the channel between Antiparos and Paros, where we drop anchor for lunch. Here, we enjoy another moment of relaxation and refreshing swims in the clear waters separating these islands.
In the afternoon, we resume sailing to reach Parikia, the capital of Paros. Along the way, we cross the narrow passage between Paros and Antiparos, a stretch characterized by shallow waters and the lively presence of kitesurfers, whose colors fill the sky and resemble flocks of colorful butterflies dancing on the waves. This spectacle of energy and movement lends a unique atmosphere to our passage.
SATURDAY
Saturday morning, after a relaxing breakfast on board, it’s time to say goodbye. We conclude our adventure with disembarkation, taking with us the unforgettable memories of this cruise among the beauties of the Cyclades.
The itinerary is subject to change due to weather conditions or other unforeseen circumstances that prevent or make it difficult to reach or dock the destination. Any changes to the itinerary are made solely to ensure a better organization of the holiday and to ensure the safety and comfort of our guests.