header cover
sailsquare logo

Journey to the most beautiful islands of the Aegean: Leros, Lipsi, Samos and Chios

Greece:

North Egean Islands

Duration:

6 days - 7 nights

Max number of passengers:

6 people

Available:

June

Suitable for travellers:

5 - 70 years

Boarding from:

Leros Harbour

What's included

Cancellation policy

avatar image

Organised by:

Riccardo C.

Member since 2015 -

Private

English

Italian

This experience, in a nutshell

Starting from Leros, full of beautiful beaches, we will arrive in Lipsi (Leipsoi) which in the Odyssey is the island where the nymph held Odysseus for years. A temptation that could also come to us given the beauty of its coasts, the picturesque alleys of its villages and the flavor of the wine that is produced there and to which they dedicate a festival. Not to be outdone, nearby Samos, birthplace of the mathematician Pythagoras and the philosopher Epicurus, famous for its white muscat, has dedicated a museum to wines. The capital of Samos is in a breathtaking location within a cove. The archaeological museum of Pyathagorio is splendid.


The island of Patmos is perhaps the most beautiful and cosmopolitan of the Dodecanese islands and exudes a unique spiritual charm. In a cave on the island John wrote the Book of Revelation and pilgrims from all over the world visit the monasteries that surround it.


Among these, not to be missed is the fortified one of the Apocalypse born around the cave where the apostle John is said to have written his Gospel. But the others are also interesting, especially those near the Hora, which UNESCO has declared a World Heritage Site. The Hora is formidable for its location and the set of homogeneous buildings that have sprung up around the fortifications.


Continuing our journey we will meet the green Agathonissi which offers excellent anchorages. Chios, the last stop, is lush and seductive: legendary birthplace of Homer, it is full of charming villages and Byzantine monuments. Like many other islands of the Dodecanese, it was a Genoese colony. The testimonies of that era are in the Museum of Palazzo Giustiniani. The island is known for the cultivation of Mastiha, an aromatic resin with beneficial properties for health. The city center is best visited in the evening when the narrow alleys are at their most charming. The port of Emborios has excellent taverns where you can taste the culinary specialties of the place.

€660

6 days - 7 nights

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

10+

Show all

Boat & Classes of Service

Jeanneau Sun Charm 39 - 1990

Type

Sailboat

Length

12 m.

Toilets

2

Cabins

3

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

10+

Show all

Our itinerary

Our trip starts here:

Leros Harbour.

Check-in: 6:00 PM

Our trip ends here:

Chios Harbour.

Check-out: 6:00 AM

Our itinerary

Our itinerary will be full of emotions, at least as many as the five different islands we will discover will offer: Leros, Lipsi, Agatonissi, Samos and Chios. A journey full of experiences: among these, not to be missed is the bay of Samos, a visit to the Greek amphitheater overlooking the sea , the ancient villages, the Byzantine monuments and the Turkish hammam of Chios.

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.

What's included in the price

•

Boat equipment and facilities

    Final cleaning

    Tender and outboard

    Gas consumption

    Water provisioning

•

Onboard staff

    Skipper

What you'll have to pay during the experience

Below are the additional expenses you will incur during the experience.

Common Fund

€80 - €250 Per person

The common fund will be formed at boarding by the guests

    Galley

    Food for the skipper

    Alcoholic drinks

    Mooring fees

    Embarkation and disembarkation mooring fees

    Fuel (boat/tender)

What's NOT included in the price

Below are the services that are not included in the price of the experience, including any available optional services that you may pay directly to the organiser (we advise you to inform the organiser prior to departure in case you wish to purchase such services and arrange the payment terms directly with him).

Excluded

    Meals/drinks consumed ashore

The organiser reviews

avatar image

Organised by:

Riccardo C.

Member since 2015 -

Private

English

Italian

4.4/5

out of

35

reviews

Skipper

Boat

Destination

avatar image

Mykonos, the delightful little Cyclades and magical Santorini

08/3/2025

Ana D.

-

Spain

It has been fantastic it has exceeded my expectations
avatar image

Great sailing from Athens to Mykonos in the Cyclades

07/27/2025

Alessio L.

-

Belgium

Riccardo is a good person but the boat was not prepared to welcome guests, particularly in terms of cleanliness and order. Some episodes, which by an expert person should and could have been predicted and dealt with calmly, generated unnecessary anxiety (lack of fuel in the tender, staysail rigged at the last minute in critical circumstances, disorderly mooring and unmooring maneuvers, instructions to the crew not given sufficiently in advance and clarity, etc.). A general perception of approximation has generated a feeling of insecurity and discomfort which has unfortunately negatively affected the serenity and enjoyment of the holiday.
avatar placeholder

Great sailing from Athens to Mykonos in the Cyclades

07/27/2025

Marco P.

-

Italy

I participated in a week on a sailing boat with high expectations, but unfortunately the experience was disappointing in many ways. First of all, the spaces on board were extremely limited: I had to sleep outside every night due to the lack of comfort inside and I was not the only one to do so. In addition, the boat turned out to be quite dirty and poorly maintained, which negatively affected the stay. The skipper, although probably with years of navigation behind him, seemed to me not very suitable for this type of experience. In addition to obvious communication difficulties (he often did not hear), he completely lacked initiative. He seemed more on vacation than us: he didn't help with daily activities, and in general he didn't make himself useful, behaving more like a guest than like a person on board. From a technical point of view, I didn't feel particularly confident. The skipper, in my opinion, no longer had the physical strength necessary to manage the maneuvers: in seven days we opened the sails only twice, and always with great caution, out of fear. On a sailing holiday, you would expect to... sail. A real shame, because the company and the sea were wonderful. But with different and more professional management, the experience could have been totally different. I hope that the organization will think seriously about these aspects.
avatar placeholder

Athens, Delphi, Patras and the excitement of the Corinth Canal

07/20/2025

carmen G.

-

Spain

The trip was very nice, we were able to visit Delphi which for me was the best part of the trip. Riccardo is a good person and a good sailor, but he hardly speaks English or French, which was a problem when it came to communicating with us and with the marinas. He could not understand his instructions and became very nervous when performing the maneuvers. I should have specified that you need some experience to travel with him. He gets very nervous and starts shouting in Italian. He is quite old, I think he would have to sail alone in Italy, which is his comfort zone. The boat is small ideal for 4. To be honest, I don't think I'll travel with him again. But Greece is wonderful

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

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