header cover
sailsquare logo

Samos, Fourni, Ikaria and North Dodecanese, off the beaten track!

Greece:

Cyclades

Duration:

7 days - 7 nights

Max number of passengers:

8 people

Available:

August

Boarding from:

Samos

What's included

Cancellation policy

avatar image

Super!

Organised by:

Andrea S.

Member since 2014 -

Organisation

Italian

Spanish

English

This experience, in a nutshell

The islands of the Eastern Sporades (Ikaria, Fourni and Samos) together with those further north of the Dodecanese (Patmos, Leros, Lipsi, Agatonissi) guarantee an itinerary off the most classic routes of the major charter companies even in high season. They are therefore perfect for a mid-August holiday away from the crowds, noisy flotillas and bays and beaches super crowded with tourists. Scattered off the coast of Turkey, the islands constitute the most eastern, cosmopolitan archipelago, with architectural features of clear oriental influence.


The itinerary is very varied, some islands are parched and barren, others green and fertile and rich in water springs. All the islands are wonderful, each with its own grace, each with its own story.


Under a great sun, carried by the wind, from port to port, from cove to cove, we will discover the villages and landings of these Aegean islands: white villages clinging to the rock that look at you from above, jagged coasts, intense light and sun, a crystal clear sea, churches, castles and monasteries, together with a warm welcome of an area still out of mass tourism.


The itinerary is very rich and admits multiple variations: we will alternate days of longer navigation with days that require only a short sea ride and we will allow ourselves stops to go and browse the land and explore the islands by bike, car or renting scooters, stretch our legs and enjoy some well-deserved relaxation and refreshing baths in the most beautiful coves.


No previous experience is needed, but the boat holiday is suitable for a young crew, with good agility and physical fitness, a lover of the sea, sailing and travel.


The actual route will be decided on the spot based on weather conditions, listening to everyone's preferences but on the unquestionable decision of the Captain, who aims to ensure a pleasant and safe itinerary.

In case of adverse weather conditions that cannot be circumvented, we will stop in a port or in a protected roadstead, exploring the island from land and visiting the villages and beaches.

The following itinerary is therefore indicative.

No Departures available

experience image 0experience image 1
experience image 2
experience image 3

24+

Show all

Boat & Classes of Service

Beneteau Oceanis Clipper 500 - 1991

Type

Sailboat

Length

15.3 m.

Toilets

3

Cabins

3

boat image 0boat image 1
boat image 2
boat image 3

18+

Show all

Our itinerary

Our trip starts here:

Samos.

Check-in: 5:00 PM

Our trip ends here:

Samos.

Check-out: 8:00 AM

Our itinerary

From 5 p.m. boarding begins, you get on board, arrange your luggage and make the first common shopping (galley), which will then be replenished during the journey where necessary. In the evening we go out for dinner in a local tavern and we start to get to know each other.

Samos has been known since ancient times for its beauty and wealth, which is why it has been a crossroads of men of art and ingenuity, of which it still bears traces today. It is a green and fertile island, rich in water and forests, where fine wines and valuable artifacts are produced. From here we will set off to discover the nearby Fourni, the island with the strange shape of a lobster. Very rich in fish and almost without roads, it is therefore inhabited by a population of fishermen who move mainly by sea. Ikaria takes its name from the myth of Icarus, who launched himself towards the Sun with his wax wings. A rebellious, wild island, full of surprises such as the thermal waters that flow from a cave on the sea. Then Patmos, the island where St. John wrote the Apocalypse, Lipsi and / or Agatonissi, wild, isolated where we can enjoy swimming and relaxing in breathtaking bays.

The itinerary may be subject to changes due to weather conditions and/or technical or logistical reasons, in order to ensure safety and a pleasant sailing experience for all participants.

Frequent questions

The organiser reviews

avatar image

Super!

Organised by:

Andrea S.

Member since 2014 -

Organisation

Italian

Spanish

English

5.0/5

out of

47

reviews

Skipper

Boat

Destination

avatar image

Heart of the Cyclades Cruise: Milos to Mykonos

07/13/2025

Marta A.

-

Spain

🤍💙
avatar placeholder

Heart of the Cyclades Cruise: Milos to Mykonos

07/12/2025

Annalisa M.

-

United Kingdom

A beautiful trip completely met my expectations, Andrea with his professionalism handled all situations excellently.
avatar image

From the Dodecanese to the Cyclades: sailing off the beaten track!

07/7/2025

Farida B.

-

Italy

The 10 days on a sailing boat were beautiful. An experience that filled my eyes and heart... it would not have been such if I had not sailed in the company of beautiful people with whom a pleasant connection was created. I thank the "Super Skipper Andrea", a professional: competent, reliable and generous. A holiday that I recommend to those who love the sea and freedom!
avatar placeholder

From the Dodecanese to the Cyclades: sailing off the beaten track!

06/30/2025

elisabetta m.

-

Italy

Andrea is a professional, always ready to make you happy! We visited beautiful places and in rather challenging wind and sea conditions, which only an expert sailor could make so pleasant!

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964