header cover
sailsquare logo

Sailing in the Cyclades

Greece:

Cyclades

Duration:

7 days - 7 nights

Max number of passengers:

6 people

Available:

September - October

Suitable for travellers:

> 5 years

Boarding from:

Paros

What's included

Cancellation policy

avatar image

Super!

Organised by:

Yann C.

Member since 2023 -

Organisation

German

English

French

This experience, in a nutshell

Every day, a new adventure awaits you with the discovery of an unexplored island!


Every day, a different activity awaits you, allowing you to live a unique experience!



A mesmerizing mix of sailing, mountain hiking, wild anchors, scuba diving (for those who wish) or simply swimming with a mask...


Unforgettable barbecues on deserted islands...

Exploring picturesque villages and archaeological or natural sites...

Charming little fishing ports and tasting delicious Greek gastronomy...

Bike, scooter or car rides to fully appreciate the islands... Every day has a new and exciting adventure in store that will fill your senses and create memories that will last a lifetime!

€1,080

7 days - 7 nights

Boat & Classes of Service

Garcia Exploration 45 - 2020

Type

Sailboat

Length

14.21 m.

Toilets

2

Cabins

3

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

47+

Show all

Our itinerary

Our trip starts here:

Paros.

Check-in: 5:00 PM

Our trip ends here:

Paros.

Check-out: 10:00 AM

Leg 1

Parikïa on Paros

Day 1 - Sunday

5 p.m.

, embarkation 6 p.m.

,

departure for Antiparos (1 hour 15 minutes of sailing)

Leg 2

Antiparos

Day 1 - Sunday

Arrival around 7:15 pm - Anchorage in the shelter of three islets

Swimming, aperitif

Disembarkation in a dinghy on Antiparos

20 minutes walk then visit of the village

Dinner in a tavern

Leg 3

Schinousa

Day 2 - Monday

After swimming and breakfast on board

Departure for Schinousa (4h30)

Anchorage in a solitary cove moored to the rocks.

Lunch, swimming, scuba diving (no obligation for those who wish only) free time for others.

Disembarkation on land, walk (45') to reach the port and then the main village.

Visit, aperitif, dinner at the restaurant with a view of Santorini...

Leg 4

Iraklia

Day 3 - Tuesday

After morning swim and breakfast departure to Iraklia (1h

)

Mooring in the small port (5 places

)

Lunch on board, siesta, swimming then for those who want it hike (4h) through the hills (max altitude 200m) to discover, apart from the landscapes, the largest underground and enfilade caverns of the Cyclades

On the way back after the shower we will have dinner in a tavern

Leg 5

Amorgos

Day 4 - Wednesday

Departure to Amorgos (4h)

On the way, stop for lunch on the islets of Anti-kairos to anchor, have lunch and swim.

Head to Katapola, the main port of Amorgos. Charming harbour in an arc directly in front of taverns and small shops.

Rent a scooter/car to visit one of the most beautiful monasteries in Greece: Xiossoviotissa and then the Xora, the island's main village hidden in the mountains.

In the evening, dinner in a tavern in front of the sailboat.

Leg 6

Kairos

Day 5 - Thursday

Departure to Kairos (2h30) deserted island.

Mooring on the rocks. After the now traditional pre-lunch swim; Free time and scuba diving for those who want it.

Then after a well-deserved rest, preparation of the BBQ on the beach and my telescope.

Music, wood fire, stars and daydreams in front of infinity...

Leg 7

Koufounisi

Day 6 - Friday

After a last morning in our desert island, departure for Koufounisi (3h

)

Pick up the trunk in a port (with chests) normally reserved for fishermen.

There is a single tavern. We will have dinner there after visiting the island on foot. Koufounisi is an almost flat island.

Walk and visit (2h30)

Leg 8

Despotiko

Day 7

- Despotiko

Last long sailing (5h

)

Choice anchorage in the large bay of Despotiko (desert island) facing Antiparos where we can climb a mountain (300m) then have dinner in a tavern on Anti-paros

Or have a last Bbq in a small cove on the beach... preceded by a scuba dive along underwater cliffs.

Leg 9

Parikïa - Paros

Day 8 - Sunday

Early departure (7 hoo) to arrive at 10 hoo at the port of Parikïa.

Sniff... It's over... but it was good!

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:

Yann C.

Member since 2023 -

Organisation

German

English

French

5.0/5

out of

12

reviews

Skipper

Boat

Destination

avatar placeholder

Sailing in the Cyclades

09/9/2025

Jana H.

-

Germany

Our very first sailing trip turned out to be an unforgettable great experience! Great boat, interesting excursions, delicious food, and most importantly with skipper Yann the dearest and most caring person you could wish for! We like to remember all the experiences (including the card games that were new to us) and all your unexpected surprises on a boat. A big thank you (unfortunately without blue flip-flops 😉) Jana and Flo
avatar placeholder

Sailing in the Cyclades

09/9/2025

Giovanni P.

-

Italy

Great!
avatar image

Sailing in the Cyclades

09/3/2025

Marzia B.

-

Italy

A wonderful experience that left me with feelings and unforgettable moments ! With Yann I immediately felt at home , cuddled and hugged.
avatar placeholder

Sailing in the Cyclades

09/1/2025

Nuria L.

-

Spain

Great experience and amazing skipper. Yann is a very experienced skipper and owns a very nice boat. We sailed for most of the week even in difficult conditions which made the experience unforgettable. Yann took care of preparing all the breakfast and lunches and brought us to very good tavernas for dinner. In the villages we visited, Yann also guided us and showed us around. We also did scuba diving once and Yann provided us with all the equipment and dived with us. In our case, at the end of the vacation there was still remaining some cash from the common fund. Yann can speak English and Greek, but is a native French. We would absolutely recommend booking this experience with Yann.

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

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