header cover
sailsquare logo

Walking around the Cyclades - Exclusive boat

Greece:

Cyclades

Duration:

6 days - 7 nights

Max number of passengers:

5 people

Available:

-

Boarding from:

Paros, Grecia

What's included

Cancellation policy

avatar image

Organised by:

Max & Cori

Member since 2017 -

Organisation

English

Italian

This experience, in a nutshell

A holiday out of the ordinary, on a sailing boat, with a few friends, this is the concept!
On board a boat set up with love and skill by Massimo and Corinna , owners and crew, with all those comforts and accessories that a normal and anonymous charter boat cannot offer. Together they will supervise the maneuvers, navigation, cooking, but above all you will be the crew, the protagonists.
Your wishes are the first thing to pack!
Those without experience will be able to learn the notions of sailing and the sea, the more experienced will be able to share experiences and refine the techniques. The synthesis is to experience the sea from the sea.

We are learning to live with the COVID19 situation and the sailing holiday always remains the safest way to enjoy free time. Family or pre-established crews, boat sanitized at each crew change, quick tests before boarding and then off to sea, away from the crowds, looking for bays and isolated places, in short, a slightly different holiday, but not too much for those who want to experience the sea.

CYCLADES ISLANDS
Daughters of the ancient civilizations, classical legends and Hellenic heroes, but also among the most beautiful landscapes on the planet. This archipelago is made up of about 220 islands and islets scattered around the Aegean Sea, of which 24 are inhabited.
It will be for the particular light that surrounds them, for the whiteness of the houses, for the blue of the domes of the churches like the blue of the sea, for the romantic streets full of flowers and life or for the warm welcome of the Greeks, visiting the Cyclades is definitely a dream trip. By reserving the boat exclusively you will have the possibility to choose the route to follow, compatibly with the weather conditions. We propose the most complete itinerary among those available.

MICROCYCLADES & AMORGOS - (PAROS, SKINOUSSA, AMORGOS, KOUFONISSI)
The Aegean islands are all beautiful, but Microcyclades and Amorgos are a unique reality. The very different islands make this cruise, as well as varied, unforgettable. We will always sail and at all speeds.

1st day PAROS: Boarding after 6pm. At your request we will do everything to make you find the galley already on board.

2nd day SKINOUSSA: South route to Skinoussa, the first island of the Microcyclades (30 miles - 4/5 hours with an intermediate stop), an exclusive island, a refuge for a few great Greek shipowners who have preserved and cared for it with love, a small port and hilltop village with bars and restaurants. Beautiful bays on the coast.

3rd and 4th day AMORGOS: From Skinoussa a nice sail to Amorgos (18 miles - 2/3 hours with an intermediate stage), which deserves at least two days. It is an island of strong energy, a powerful island. Roadstead or quay in the village of Katapola.
Visit to the most beautiful monastery in the Aegean, built in the 11th century on an incredible cliff overlooking the sea. La Chora, the village perched on the mountain, is unique and deserves an evening. Some bays to visit by land or by boat according to weather conditions.

5th and 6th day KOUFONISSI: We will leave Amorgos to sail towards Koufonissi and Kato Koufonissi (18 miles - 3/4 hours with an intermediate stop), two jewels with the most beautiful beaches of the Aegean. Soft islands where you travel on foot and cars hardly exist.
Bars with music and atmosphere in the village and along the beaches will make the island of Koufonissi unforgettable; here too we will dedicate at least two days. Do not miss the night in the harbor in Porì with dinner in a charming restaurant on the beach. Another night is dedicated to the town with its typical bars and restaurants.

7th day PAROS: Route to Paros where we will arrive in the late afternoon of the pre-disembarkation day, (30 miles - 5/6 hours with an intermediate stage).

Day 8 PAROS: breakfast and disembarkation by 10am.


Other possible itineraries are:

FOLEGANDROS AND MICROCYCLADES - (PAROS, POLYAIGOS, IOS, FOLEGANDROS, KOUFOANISSI)
1st day PAROS
2nd day POLYAIGOS
3rd day FOLEGANDROS
5th and 6th day KOUFONISSI
7th and 8th day PAROS

WESTERN CYCLADES - (SIFNOS, MILOS, POLYAIGOS)
1st day PAROS
2nd day SIFNOS
3rd and 4th day MILOS
5th day POLYAIGOS
6th day SIFNOS
7th and 8th day PAROS

No Departures available

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

8+

Show all

Boat & Classes of Service

Jeanneau Sun Odyssey 49 - 2004

Type

Sailboat

Length

14.73 m.

Toilets

4

Cabins

4

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

10+

Show all

Our itinerary

Our trip starts here:

Paros, Grecia.

Check-in: 6:00 PM

Our trip ends here:

Paros, Grecia.

Check-out: 6:00 AM

The organiser reviews

avatar image

Organised by:

Max & Cori

Member since 2017 -

Organisation

English

Italian

5.0/5

out of

5

reviews

Skipper

Boat

Destination

avatar placeholder

THE PEARLS OF THE DODECANESE

08/3/2024

Denis P.

-

Italy

Truly unforgettable week with a great skipper who knows every corner of that paradise, ready to convey his passion for the sea and to involve a sailing neophyte like me with a desire to learn in the maneuvers... Relaxation and fun with postcard landscapes always in front of your eyes, on a splendid and welcoming boat. The only problem is having to disembark at the end of the holiday... Thank you Massimo and see you soon!!
avatar placeholder

Walking around the Cyclades - Exclusive boat

08/2/2022

Nurit R.

-

United States

We had the most amazing family vacation around the Cyclades islands with Max and Cori this summer. Knowledgeable and accommodating at all times, they made our week with them the best and most memorable ever. They know the best islands, local tavernas, beautiful private beaches and coves. They even taught my husband how to sail and allowed me and my daughter to take the wheel. The whole week we spent with them was unforgettable, the food delicious and we can’t wait to do it again!
avatar image

Barca in esclusiva tra Nord Sardegna e Corsica

07/19/2021

Giulia D.

-

Switzerland

Wonderful experience of relaxation, fun but above all to discover the sea and life on a sailing boat. Massimo and Corinna made us live an unforgettable adventure! Our week aboard the beautiful and comfortable "you and me" has flown by! We think back with nostalgia to this wonderful holiday to discover the sea, the wind and good food! Thanks to their experience they took us to beautiful beaches and breathtaking coves where we could relax with a good book, walk on the islands, visit seaside towns and / or snorkel to discover the wonders of the Mediterranean, or again, have fun with windsurfing and SUP! In short, there is something for everyone! It was great to be able to participate in the maneuvers while sailing and we also had the privilege of seeing beautiful dolphins in their natural habitat! A big thank you it was great to live the sea with you! See you soon Giulia, Nathy, Mattia, Andrea and Giuliano
avatar placeholder

Cyclades & Microcicles: Wonders of the Aegean Sea - Boat 15mt

07/9/2019

Francesca T.

-

Italy

Unforgettable holiday with a skipper of rare experience and sympathy! Massimo made us sail between some islands of breathtaking beauty: a holiday that combined the opportunity to see beautiful coves with a good dose of fun, laughter and good food. I recommend Massimo as a skipper, especially for those who want to experience the sailboat at 360°, combining the desire for a holiday with that of "learning" to experience the sea from another perspective. Massimo's passion for sailing and the sea was transmitted to the entire crew from the first crossing. I would recommend Massimo 200% and we will definitely come back on board his fantastic boat for new adventures and crossings together. Fair winds dear Skipper and thank you very much for the wonderful experience!

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

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