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Charming active sailing holiday: 15 days in the heart of the Cyclades

Main characteristics
Type of boat: dufour 50
Number of cabins: 4
Maximum capacity: 8 travelers
Crew members: 1

Cabs

Double Cabin
Capacity: 2 Beds maximum
Double cabin with double bed
NB: The photos, information and visuals presented are not contractually binding. The indicated itinerary and program may be modified without prior notice, depending on the weather conditions or for technical reasons (decision of the captain). Sailing times may vary depending on sea and weather conditions.

Sailing itineraries

Paros
Meet at 6:00 pm at the Alaea tavern in front of the marina in Parikia's main port.
If you wish,... see+ you can leave your luggage there and enjoy a visit to the village.
Welcome and introduction to the cruise, boarding, provisioning, stowage on board and dinner at the tavern in the evening.
Night on board and departure the next morning for Antiparos. 
Optional services: Visit to Parikia village, see+
Breakfast
Lunch
Dinner
Paros Antiparos
20 miles - 4 hours sailing: in the morning, for those who wish, visit the village and port of... see+ Parikia. Don't miss the great Byzantine basilica of Panaghia Ekatontapyliani.
Anchor in a pretty bay north of Antipatros, swim and have lunch around 1 p.m.
Sailing in the Narrows between Paros and Antiparos.
Late afternoon, anchorage in the bay of Antiparos and the islet of Despotikos, one of the most protected coves in the Cyclades.
Stroll around the wild, uninhabited islet of Despotiko and dinner on board. 
Breakfast
Lunch
Dinner
Antiparos Sifnos
25 miles - 5 hours sailing: depart in the morning for Sifnos, arriving mid-afternoon in Vathy Bay,... see+ well protected from the prevailing winds, with its chapel and long sandy beach,
one of the most beautiful anchorages in the Cyclades.
Be sure to visit the magnificent Venetian Kastro (small citadel) on the east coast and the village of Apollonia, which stretches along the island's ridge from one end to the other. 
Optional services: Visit to the Venetian Kastro and the village of Apollonia, see+
Breakfast
Lunch
Dinner
Sifnos Folegandros
25 miles - 5 hours sailing: late afternoon, arrival at the small port of Folegandros, Karavostati.... see+
At the top of the gorge, you'll discover the picturesque Cycladic village of Chora.
Be sure to visit its church dedicated to the Virgin Mary, its medieval Kastro castle and its impressive line of cliffs.
Evening meal at a lively taverna in Chora. 
Optional services: Visit to Folegandros, see+
Breakfast
Lunch
Dinner
Folegandros Santorin
25 miles - 4/5 hours sailing: Incomparable, the arrival under sail in the Caldera (ancient... see+ collapsed crater). Sailing through the grandiose Santorini site, with its colorful cliffs of rocks and minerals, passing the village of Oia and the islet of Thirasía.
Walk around the island of Thirasía, visit the monasteries and picturesque village overlooking the caldera and enjoy an evening meal at a taverna. 
Optional services: Walk on the island of Thirassía, see+
Breakfast
Lunch
Dinner
Santorin Ios
22 miles - 4 hours sailing: in the early afternoon, sail to the magnificent Manganari beach south... see+ of Ios and anchor in the bay at night.
Lunch at a taverna.
The island has all the elements of a traditional Greek village combined with excellent nightlife, superb beaches and 365 chapels.
The island is also the resting place of Homer. 
Breakfast
Lunch
Dinner
Ios Iraklia
20 miles - 4 hours sailing: arrival in Saint Georges in the afternoon, a picturesque little port to... see+ the north of Iraklia, the first island of the small Cyclades.
These islands are barely touched by tourism, with magnificent sandy beaches and crystal-clear waters.
Mooring at the quay, stroll, visit of the village, evening meal at the tavern. 
Optional services: Tour of Iraklia village, see+
Breakfast
Lunch
Dinner
Iraklia Amorgos
20 miles - 4 hours' sailing: in the morning, for the more courageous, there's a lovely hike to the... see+ cave of Agios Ioannis, about 5 hours round trip, to be done in the cool.
Sailing between Schinoussa, Katokoufonisi, Keros and Antikeri. Swimming and relaxation at Antikeri around 3 pm.
Sail to Katapola, Amorgos' main port.
Late afternoon stroll through the village and lunch at the waterside fish tavern. 
Optional services: Stroll through the village of Amorgos, see+
Breakfast
Lunch
Dinner
Amorgos Koufonisi
14 miles - 3 hours sailing: in the morning, visit the fabulous monastery of Panagia Chozoviotissa... see+ clinging to the cliff in the south-east of the island, then stroll through the village of Chora in search of the remarkable viewpoints where some of the scenes from Luc Besson's 1988 film "The Big Blue" were shot.
Depart early afternoon, heading north to Koufonisi, anchoring in the large, well-protected bay of Pori.
Take a walk to discover the natural pools and cavities carved out of the island's friable rock.
Evening meal on board. 
Optional services: Visit to the Panagia Chozoviotissa monastery, A stroll through the village of Chora, see+
Breakfast
Lunch
Dinner
Koufonisi Naxos
30 miles - 6 hours sailing: departure for a beautiful day's sailing along the coast of Naxos.
The... see+ largest and richest of the Aegean islands;
Arrive late afternoon at the port of Naxos, mooring near the Apollo Gate.
Stroll through the town, following in the footsteps of many civilizations, from antiquity and the Byzantine Empire to the Venetian duchies and the Franks.
Evening meal at a tavern. 
Optional services: A walk in Naxos, see+
Breakfast
Lunch
Dinner
Naxos Mykonos
25 miles - 5 hours sailing: after a pleasant sail, anchor in a bay south of Mykonos, from where you... see+ can visit the village of Mykonos,
the most cosmopolitan island in the Cyclades.
It's famous for its windmills, pelican and nightlife.
Evening meal at a taverna. 
Optional services: Visit to the village of Mykonos, see+
Breakfast
Lunch
Dinner
Mykonos Delos
2 miles - 2 hours sailing: anchorage at Delos, the sacred island of Apollo, which in ancient times... see+ was one of the most visited places in Greece.
Visit this sanctuary island, where traces of pre-Hellenic dwellings can be found on Mount Cynthe, as well as vestiges from all periods of antiquity, including the Egyptian and Roman eras.
In the evening, anchorage at Rhenia, sister island of Delos. Lunch on board. 
Optional services: Tour of Delos, see+
Breakfast
Lunch
Dinner
Delos Syros
14 miles - 3 hours sailing: late afternoon, arrival at Syros, the pearl of the Cyclades.
Visit to... see+ Ermoupolis, capital of the Cyclades, whose name is dedicated to Hermes, the god of commerce but also the god of thieves.
A beautiful neo-classical city, with its Miaouli square and Apollo theater, a reproduction of Milan's La Scala.
The city is also famous for its sweet shops (Loukoumia and Chalvadopita) and traditional taverns. 
Optional services: Ermoupolis city tour, see+
Breakfast
Lunch
Dinner
Syros Paros
25 miles - 5 hours sailing: in the morning, before setting off for Paros, don't hesitate to climb... see+ up to the old town of Ano Syros, the first Catholic village in the Aegean, with its narrow streets and Frankokratia fortress.
You'll have a fantastic view of the port of Ermoupolis.
You arrive in Paros in the late afternoon. Evening meal at a taverna. 
Optional services: Visit to the town of Ano Syros, see+
Breakfast
Lunch
Dinner
Paros
It's time to pack your bag, and after a final breakfast, it's time to say goodbye to the... see+ boat.
Disembarkation in Parikia at around 10 a.m. 
Breakfast
Lunch
Dinner

Included

The price includes
Onboard insurance
Shipping costs
Skipper services
Meals included in the program
The price does not include
Transfers
Visits and entrance fees as per program
Drinks at the bar
Activities not included in the program
Meals not included in the program
Tips for guides and/or crew
On-board box - Compulsory : 840€ / person to be paid in cash on the spot
Further information
Even if the boat is equipped with sails, it will mainly be powered when the conditions are too pitch for the sails to be used
Optional services
Flights not included in the program are available on request
Activities and excursions on request see+

Activities

Visit to Parikia village
Not included
Visit to the Venetian Kastro and the village of Apollonia
Not included
Visit to Folegandros
Not included
Walk on the island of Thirassía
Not included
Tour of Iraklia village
Not included
Stroll through the village of Amorgos
Not included
Visit to the Panagia Chozoviotissa monastery
Not included
A stroll through the village of Chora
Not included
A walk in Naxos
Not included
Visit to the village of Mykonos
Not included
Tour of Delos
Not included
Ermoupolis city tour
Not included
Visit to the town of Ano Syros
Not included

Information about the partner

Commercial history with Filovent

Filovent partner since 2025

Last booking with this partner in September 2025

4 bookings with this partner

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