Sailing Cyclades from Paros to Athens
Paros-Atene
Fast Sailing Experience Between Authentic Islands and Fine Cuisine
This cruise from Paros to Athens takes you on a discovery of the Western Cyclades, islands untouched by mass tourism, where tavernas are family-run, and where every bay hides a surprise.
Aboard our vessel, an ocean-going vessel built to circumnavigate the world, you’ll experience seven days of authentic sailing in the Aegean. Fast, stable, and safe, this vessel was designed to tackle the oceans, guaranteeing exceptional performance and absolute comfort as you sail the blue waters of the Cyclades.
Every morning, the aroma of Italian coffee. For lunch, fresh salads and dishes prepared with ingredients purchased at local markets. In the evening, gourmet dinners in the bay or in traditional village tavernas. Your expert skippers become onboard chefs, preparing traditional Mediterranean dishes daily. Dining on deck at sunset, with the wind whispering in the shrouds, is a privilege that only life on board can offer.
A Journey Through History, Nature, and Tradition Serifos: The Wild Beauty
First stop is the hidden paradise of Koutalas, a deserted bay where the silence is broken only by the sound of the waves. Then Livadi and its spectacular Chora perched on the mountain: a staircase ascends to the sky, up to the highest church, from where the view is breathtaking.
Syros: The Beating Heart of the Cyclades
Sportive upwind sailing to Syros to visit Ermopouli, the capital of the archipelago. A true city embracing the harbor, with the old town climbing the hill, a maze of narrow streets and unique views of the Cyclades. Here, Greece reveals a different side, elegant and cosmopolitan.
Kythnos: The Wild Island
Deserted bays accessible only by sea, like Agios Stefanos, where you can spend a night under the stars in total solitude. This is the privilege of sailing: accessing places that the mainland cannot reach.
Kea: Tradition and Tranquility
Sheltered bays on the north coast for lunch, then the large cove of Agios Nikolaos, where you can moor in the local marinas. Chora is worth a visit in the evening, with its illuminated streets and tavernas where time has stood still.
Makronisos: The Grand Finale
A spectacular and deserted bay, perfect for a last dip before reaching Lavrio, just outside Athens.
Sailing for Everyone, Emotions Forever
This cruise is also perfect for first-time sailors: short but sporty trips, with upwind tacks that will let you experience the true essence of sailing. The Walkabout 43, with its speed and maneuverability, responds dynamically on the waves.
But it’s also ideal for those seeking a relaxed itinerary without sacrificing the thrill of real sailing. The skippers will teach you the secrets of the wind, or simply let you enjoy the view while they steer the boat.




Itinerary
Day by day itinerary
SATURDAY: An Adventure That Begins with a Toast
We’ll embark in the late afternoon in Parikia, Paros, for a welcome toast and accommodation in our cabins. As the sun rises, we’ll set sail for Antiparos. We’ll anchor in a quiet bay where you can take a dip in the clear water before dinner, prepared and served on board by your skippers.
SUNDAY:
First Taste of Fast Sailing to Serifos
The day begins with a wake-up call on board and a breakfast prepared by the skippers in the cockpit, including steaming Italian coffee, Greek yogurt, and local fruit.
Exiting the Gulf of Parikia, the boat will glide between the rocks that surround the entrance like stone guardians. This is where you’ll feel the first real thrill of sailing: the boat picks up speed, the wind fills the sails, and suddenly you’re part of the Aegean.
The route is close-hauled, one of the most fun and thrilling sailing routes. The boat demonstrates all its power: it glides elegantly across the water while the bow cuts through the blue waves. The journey lasts 3 hours, the perfect amount of time to take the helm or relax on the deck.
In the late morning, Serifos appears, with the white Chora crowning the mountain. We’ll anchor in the large bay of Koutalas, a natural amphitheater with crystal-clear turquoise waters. After lunch prepared by the skippers, we’ll spend an afternoon of diving, snorkeling, and absolute relaxation.
At sunset, dinner on board prepared by the skippers, while the sky turns orange and the silence of the bay envelops you.
LUNEDI
La mattinata è dedicata al relax totale: nuotate nelle acque cristalline, passeggiate sulla spiaggia deserta, o semplicemente ozio sul ponte con un libro in mano.
A metà mattina ci spostiamo in una baia vicina per il pranzo all’ancora, dove gli skipper prepareranno piatti freschi mentre tu ti godi il panorama selvaggio della costa di Serifos.
Nel pomeriggio salpiamo verso Livadi, la grande baia che ospita il porto principale dell’isola.
Da Livadi parte una bella passeggiata che sale verso la Chora (per i più pigri c’è l’autobus). Una lunga scalinata si arrampica tra case bianche e bouganville, attraversando il paese vecchio fino alla chiesa nel punto più alto dell’isola.
Una volta in cima, il panorama è mozzafiato: Livadi ai tuoi piedi abbracciato dal mare, le isole vicine che emergono dall’Egeo, la nostra barca ancorata nella baia come un puntino bianco, e il sole che comincia a calare tingendo tutto di oro.
Cena in taverna alla Chora o a Livadi
MARTEDI
La giornata inizia con una navigazione di bolina verso Syros, Capitale delle Cicladi. La nostra barca dimostra perché è stato costruito per gli oceani: risale il vento con potenza ed eleganza, inclinandosi sotto le raffiche mentre tu impari l’arte dei bordi e delle virate.
In tarda mattinata raggiungiamo una baia protetta nella costa sud-occidentale di Syros, dove gettiamo l’ancora per il pranzo. Gli skipper preparano un pasto fresco mentre tu ti godi le acque calme e trasparenti: tuffi, snorkeling, o semplicemente riposo all’ombra del bimini.
Finikas, il pittoresco borgo marinaro ci accoglierà per la notte
Per chi vuole, c’è la possibilità di prendere un taxi per visitare Ermoupoli, la capitale di Syros e dell’intero arcipelago delle Cicladi.
Ermoupoli è una vera città che abbraccia il porto sottostante con edifici neoclassici, piazze eleganti e teatri ottocenteschi. È un volto diverso delle Cicladi: raffinato, cosmopolita, ricco di storia.
La città vecchia, Ano Syros, è abbarbicata sulla montagna: un dedalo di centinaia di viuzze strette dove i gatti sono i veri padroni, balconi fioriti che si affacciano sul vuoto, e improvvisi scorci panoramici che tolgono il fiato.
Cena in una delle taverne tipiche di Ermoupoli o Finikas.
WEDNESDAY: Authentic Sailing and Deserted Bays in Kythnos
The day is dedicated to pure sailing. We sail up the wild west coast of Syros, making exhilarating upwind runs along rugged cliffs and hidden bays. Here, the Walkabout reveals its oceanic soul: every tack is precise, every tack is thrilling, while the waves crash against the rocks, creating spectacular white spray.
Lunch in a Solitary Bay
At midday, we anchor in a sheltered bay for lunch. The skippers prepare fresh dishes while you enjoy the absolute silence of a place where time seems to have stood still. Dive into the crystal-clear waters, snorkel among the rocks, or simply relax on deck.
Toward Kythnos: The Wild Island
In the afternoon, with a long upwind run, we head west towards Kythnos, the wildest and most authentic island in the western Cyclades.
We anchor in a deserted bay accessible only by boat, a natural amphitheater surrounded by rocks and Mediterranean scrub. No roads, no houses, just the sea, nature, and us.
Night under the Stars
Dinner prepared by the skippers in total solitude: the silence is broken only by the gentle lapping of the waves and the chirping of cicadas. After dinner, a starry sky unlike any you’ve ever seen, far from any source of artificial light.
This is the true essence of sailing: total freedom and connection with nature.
THURSDAY
Another sailing cruise will take us to the island of Kea, where we’ll stop for lunch in a beautiful bay on the north coast.
A relaxing afternoon will then take us to the large cove of Agios Nikolaos, where there are two small marinas where you can moor. In the evening, you can take a taxi to visit and dine in Chora.
FRIDAY
A short sail will take us to the island of Makronisi, where we’ll stop for lunch in a spectacular deserted bay. Then in the afternoon, we’ll sail to Lavrio.
SATURDAY
Breakfast and disembarkation.
Why this vacation with Walkabout in Greece?
- Authentic islands far from the tourist routes
- Fast and safe ocean-going boat, built for long voyages
- Gourmet Mediterranean cuisine prepared on board by your skippers
- Sporty sailing accessible to all levels
- Deserted bays reachable only by sea
- Traditional villages where time has stood still
- Arrival in Athens, convenient for return flights
