header cover
sailsquare logo

Log in

Sporades and Cyclades

Greece:

Cyclades

Duration:

7 days - 7 nights

Max number of passengers:

8 people

Available:

May

Boarding from:

Skiathos

What's included

Cancellation policy

avatar image

Super!

Organised by:

Andrea S.

Member since 2014 -

Organisation

Italian

Spanish

English

This experience, in a nutshell

Under the Aegean sun, carried by the wind, from port to port, from cove to cove, we will discover the villages and landings of the Sporades islands and some of the many Cyclades islands : white villages clinging to the rock that look at you from above, jagged coasts, the intense light and the crystal clear sea, the churches, castles and monasteries, together with a warm welcome typical of the proverbial Greek hospitality.


An itinerary for sailing enthusiasts and boat holidays. Before the Meltemi starts to blow strongly in this area, we will spend two or three days visiting the most beautiful corners of the Sporades islands, and then start our descent towards the Cyclades and land in Mykonos, which is already quite lively in May and opens the season for all the less frequented Aegean islands.


On the way we will explore Euboea and Andros, the beautiful Tinos with its more than 400 churches, to land in the festive Mykonos, before it is stormed like every summer!

A varied and interesting itinerary, which alternates short and undemanding days of navigation with a couple of longer routes for those who also love sailing and the time spent on the boat maneuvering.


A little-traveled, original itinerary, not walkable later in the season with the characteristic strong winds of Meltemi, through islands very different from each other but all interesting, to get to know Greece in its facets and the fascinating world of sailing.

€495

7 days - 7 nights

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:

Skiathos.

Check-in: 5:00 PM

Our trip ends here:

Mykonos.

Check-out: 8:00 AM

Our itinerary

Embarking in Skiatos, we'll spend the first two days discovering the Sporades, visiting Skiatos and Alonissos, and then descending southwards. We will land in Skiros and then approach the shores of Euboea, for the next day. From here Andros and Tino, to finally land in Mykonos.

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

    Bedding kit

•

Onboard staff

    Skipper

•

Taxes, fees and moorings

    Embarkation and disembarkation mooring fees

What you'll have to pay during the experience

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

Common Fund

€100 - €200 Per person

Upon embarkation, the Skipper will collect € 150 per Guest in cash. The common fund covers fuel (5 liters per hour of motorcycle), moorings, initial galley, skipper meals. It will be re-integrated if necessary and redistributed upon disembarkation as far as possible. remained.

    Galley

    Food for the skipper

    Alcoholic drinks

    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

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