Sailing and Trekking in Cyclades (8 days)


This program is designed for adventurers who wish to combine sailing with the exploration of the unique Greek islands, lonely and remote beaches accessible by boat.


Discover some of the most beautiful Greek islands, all with their unique characteristics! Start from Mikonos island the most cosmopolitan of all with its superb sandy beaches, to continue to Naxos Island for the challenge of climbing Mt. Zas, the highest peak in the Cyclades, walk on the old Shepherds’ trails at the island of Amorgos and Sikinos. Our "grand finale" is the spectacular island of Santorini, to discover the Fira, Imerovigli and the famous for its sunset village of Ia Trek on the comfortable path on the edge of Caldera's ochre cliff, enjoy the spectacular view of the islands Nea Kameni, Palea Kameni and Thirasia, swim in the hot springs and explore the still active volcano of Nea kameni!

Our sailing trip starts from Mikonos. We embark on our sailing boat at 12 a.m. and will have time to settle in the cabins before we start sailing to Naxos. We will arrive in Naxos in the evening.
(Overnight in Naxos)

DAY 2 : NAXOS MOUNT ZAS (4hrs Walk - 3hrs Sailing) 
Today is a walking day. Early in the morning we will be transferred by taxis or bus to the inland to walk towards the highest peak of Mt. Zas (1004m. altitude). The panoramic view from the summit, covering Naxos and the surrounding Cycladic islands, is amazing. The duration of the trek will be approximately 4-5 hours. In the afternoon, depending on the weather’s conditions and the time left, we will sail to the small Cyclades.(Overnight in Iraklia or Schinoussa)

This is a full sailing day. We will leave the port in the morning and after crossing the small Cyclades we will anchor our boat at Amorgos, famous for its blue waters and the movie “The Big Blue”.
(Overnight in Amorgos)

Today we shall get the sense of the old trade routes by following the mule path that joins the lower with the upper part of Amorgos. We will start by visiting the Monastery of Panagia Chozoviotissa built in the 10th century in a big cave. Our walk ends in the region of Aegiali in the north part of the island. (Overnight in Amorgos)

DAY 5 : AMORGOS  SIKINOS (6hrs Sailing) 
Today we sail to the island of Sikinos. Sikinos is a small island that has been kept intact in time, keeping the traditional Cycladic colors, giving us the feeling of past life. (Overnight in Sikinos)

DAY 6: SIKINOS WALK  SAIL TO SANTORINI (4hrs Walk – 2hrs Sailing) 
Start early in the morning to explore the island of Sikinos by following the shepherds’ trails. This is a rich walk giving us the opportunity to discover ancient remains, small hills and remote beaches. In the afternoon we will sail south to reach the bay of Ia in the island of Santorini after approximately 2 hours. (Overnight in Santorini)

Today we shall explore the Caldera of Santorini. Depending the weather we will either sail by the steep volcanic slopes next to the volcano and the hot springs or we will walk along the Caldera from Ia to Fira and enjoy the magical view. Both options will be very rewarding and will demand a lot of your cameras’ memory capacity. (Overnight in Santorini)

This is the last day of the trip. We will have to disembark from our sailing boat after breakfast.

Price/Person: €985

Price Includes: Cost of sailing boat (rent, petrol, port taxes), experienced skipper, trekking activities as mentioned in the program, all land transports needed for the trekking days, services of the tour leader - guide, personal accident insurance, VAT.

Not Included: Transport to and from Greece, transfers to Mikonos, transfers from Santorini, personal expenses, all meals, alcoholic beverages and soft drinks, entrance fees in Museums and other sites of interest (i.e. monasteries, caves, etc) that are not mentioned in the program, anything not mentioned above.

Sailing: Each participant is fully part of the crew and can participate in steering the boat and in life on board. Sailing experience is not required. The skipper will advise you and guide you in sailing through the Cyclades.

Walks: Our walking guide will take you along the nicest walk of the area, each island having its own specificities, summit of the Cyclades in Naxos, old trade mule path in Amorgos, walk through the shepherds’ area and along the coast in Sikinos, and optionally the caldera’s walk in Santorini.

Insurance: Everyone participating in any of Cretan Adventures events/activities is covered by personal insurance through AIG Europe Limited. In case a participant is already covered by their insurance under better conditions for the chosen activities and is unwilling to be covered by AIG Europe Limited, they must notify in paper the above to Cretan Adventures one day before the event (excluding weekends or holidays), the latest.
Cretan Adventures is not responsible for any accidents or mishaps directly or indirectly related to the tour.

Group Size: 6 participants.

Period: From April to October 2014

Accommodation: In double cabins on the sailing boat.

Activity Level: Grade B. The hikes offer a moderate trek with a maximum of 5 hours walk on a mixture of dirt tracks and well – constructed stone mule paths. Our trips are designed for active people who enjoy trekking, even going up steep hills. We expect participants to be in good physical condition. We typically walk along either dirt roads or stony footpaths, some of which can be irregular underfoot. In Santorini there are some optional short stretches of footpath, which, although not dangerous, may be uncomfortable for vertigo-sufferers. On the coast we also walk on sand and shingle for short stretches. Some days involve altitude gains of 500m. A stick may be useful (not provided).

Equipment: Daypack (approx. 25-35lt), trekking shoes, mountain clothing (waterproof wind jacket, polar fleece sweater etc.) water bottle, hat, sun cream, sun glasses, swimming suit, casual clothing.

Note on Itineraries: Please bear in mind that the itinerary can be altered for numerous reasons beyond our control (e.g. harsh weather, trail conditions) to ensure the safety and the well being of the group. The final sailing/hiking selection is left up to the trip leader.



Sereal Designers Sereal DesignersGNTO Registry Number
1039 Ε 6061 01515 00
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