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 At a glance:


2019 programme

A typical day

2019 rates


Berth charters info

Types of yachts (pdf)

"We enjoyed our holiday very much. We liked our skipper and those also on our crew. Paying the skippers kitty made it very affordable, we hardly spent any other money during our stay in Greece. Overall, our yacht was in great condition. Our skipper was more than just our skipper on the boat, he also showed us around the islands like an experienced tourguide."
Ryan R, student, USA, cabin cruise on Aegean Dream, June 2003.

"I had a great time and am missing the life on board already!"
Alexandra G, Theatre Publicity, UK, Mykonos - Santorini Cruise with skipper Ludo, May 2006
See pictures...

"We'd like to try it again in better weather. It was great fun."
David and Linda G, USA, Syros - Syros cruise with skipper Denis, October 2006

"I had a great holiday... I'd recommend the charter to anyone who enjoys sailing."
Read full comments here...
Philippa C, Australia, 2 week Mykonos-Santorini-Mykonos cruise, 26 June-10 July 2007 with skipper Eric Copolla

"My favourite places were the smaller, quieter places where large ferries do not land. Swimming and snorkelling opportunities excellent. Dolphin sighting was great!"
Victoria A, Scottish/UK, one week cruise Santorini - Mykonos, 17 - 24 July 2007 with skipper Eric Copolla

"The skipper was really fun and accommodating."
"Alex is great!"

Suchi S, India and John R., USA, Mykonos - Santorini cruise, 24 July - 31 July 2007, with skipper Alexis Littoe.

"I had a great time and the trip exceeded my expectations. Thanks to Skipper and crew."
Joel C. (USA) cabin cruise Santorini - Mykonos - Santorini. 2 weeks. 14 August - 28 August 2007, Skippers Denis and Alex.

"This was our first sailing trip and not our last. Alex is a great skipper and made the trip a lot of fun. Thank you!"
Kate and Rick M, (USA) cabin cruise, Mykonos - Santorini, 1 week, 21 August - 28 August, 2007. Skipper: Alex

"We had a wonderful time and an excellent skipper. Will visit again!"
Brandi and Michael P, (UE) cabin cruise, Mykonos - Santorini, September 2008. Skipper: Denis Kyriazis.

Read more comments here....


Active Cabin Cruises in Greece from Mykonos and Santorini

Shared sailing yachts with skipper

Share a skippered sailing yacht in the Cyclades islands and become part of her crew!

The Cyclades with its many islands, some of them famous worldwide, are situated in the centre of the Aegean Sea.
With their indented coastlines and individual charm, they are among the most popular islands of Greece and are best known for their history and culture.

Whether you are an experienced sailor or just looking for a relaxing introduction to sailing, this is the perfect blend of sun, sea and scenery. What’s more, booking by the cabin on our guaranteed weekly departures makes it easy and more affordable than hiring a private boat with a skipper.

There is nothing better after a day of great sailing than to relax in the spacious cockpit and enjoy a sunset with your fellow sailors before exploring a new island the next day. We try to arrive into harbour in the afternoon as the towns and villages we visit are well worth exploring, with each having their own character and specialities.

Each yacht has 4 guest cabins and 2 WC-showers. The skipper has his own separate cabin in the bow. The maximum number of guests on board is 8 but we try not to go over 7 in order to allow more space and comfort. A cash kitty covers all your expenses on board during the week and is the fairest and most economical way to divide the costs. Everyone can take part in cooking their own meals and the domestic duties on board to keep the yacht ship shape.

2019 Cabin Cruises programme and route

1) MYKONOS - MYKONOS – One week Sailing Cruise
Mykonos - (Delos) - Paros – Antiparos - Sifnos - Serifos- Syros - Mykonos

2) SANTORINI - SANTORINI (Thira) – one week Sailing Cruise
Santorini - Ios - Folegandros - Sikinos - Small Cyclades- Amorgos - Santorini

Departures are every Sunday between 14 April - 20 October 2019

Low Season: Departure on Sundays April 14, April 21, April 28, May 5, May 12, May 19, May 26, June 2, June 9, June 16, June 23,
September 1, September 8, September 15, September 22, September 29, October 6, October 13, October 20.

High season: Departure on Sunday 30 June, 7 July, 14 July, 21 July, 28 July, 4 August, 11 August, 18 August, 25 August

*While every effort will be made to follow the programme, itineraries are not fixed and may be modified according to weather conditions and/or skipper's discretion.

Cruise routes Cyclades islands

A typical day on board:

Wake up between 8am-9am. Get ready for breakfast and departure.

Departure is around 9am-10am, usually it takes from 4 to 6 hours to reach the next island. If possible we stop for a swim and lunch on board. The aim, of course, is to make the thrill of sailing a pleasant experience for everybody. The skipper attempts to match the needs of those on board ('the crew') and is there to assist the crew in discovering the experience of sailing and to encourage each member to become a part of the daily tasks and challenges.

In the afternoon, the sailboat will anchor in a traditional Greek harbour or remote bay, where you can either discover the local charms or just relax on board the boat whilst enjoying the beautiful Aegean sea. At the end of the day, you can sit back and enjoy: an “Ouzo” as the sun goes down. In the evening we will have dinner in an island tavern, where we introduce you to the traditional Greek cuisine, or we can cook a meal on board. Before bedtime the skipper and the crew will discuss the itinerary of the next day's voyage.

Further information about cabin cruises (yachts / crew / itineraries / life on board / what to bring).

Ryan and friends on a Cyclades Sailing cruise

2019 rates

(Prices are based on 2 people sharing a twin or double cabin as available.
The price of your cruise includes: accommodation, linen, boat insurance, taxes, and skipper.)
Low-season one week price: 720 Euro per person
High season  one week price: 840 Euro per person
+ skipper's kitty: 320 euro per person per week* (see below)

10% discount for 2 week cruises
Single supplement: (one person in a double or twin cabin) +70%
Children 7 - 13 yrs*: 70% of cruise fare + 200 Euro skipper’s kitty
*at time of embarkation
Children under 8 are only accepted on board if they have previous sailing experience and are used to the restrictive conditions of a live-aboard cruise.
The skipper's kitty will be organised to pay for all running expenses including meals on board or at a taverna (including skipper’s meals), port expenses, water and fuel, and the cleaning of the yacht. It does not include transfers, car or motor bike rental, visits to sites or museums or consumption from the bar. This is payable in cash only on embarkation. A log book of all expenses will be kept on board.

Frequently asked questions

Why should I choose a cabin charter holiday?
If you are new to sailing, or simply want to visit the islands in the best way possible, the cabin charter program is ideal. This is also a great holiday if you are travelling alone or if you are a sailor looking for some big boat experience in a more challenging area.

Do I need a sailing license or experience?
No, you do not need a sailing license, as our professional skippers are fully qualified and highly experienced. You don’t need experience either, just a sense of adventure!

Do I need a visa for my trip to the Cyclades?
No, for Greece a tourist visa is not required.

How much cash should I take with me?
Obviously this will depend on what your plans are, but generally you can expect to pay around 15 euro per person for an evening meal. Although most places take card, it is good practice to have enough cash with you to cover any bill. Cash points are available at our home ports of Lavrion, Mykonos and Santorini as well as many of the islands – your crew know exactly where and when you can get more and they will keep you updated as your holiday progresses. Travellers cheques are no longer readily accepted, and of course the euro is the currency used in Greece.

What wind conditions can I expect?
The wind patterns in the Aegean are perfect for this sailing adventure, with breezes from force 2 to 5 in the early and later parts of the season. In August and early September, the Meltemi wind blows from the North, with slightly higher wind strengths. A reduced route from Mykonos to Santorini and vice versa applies during this period.

Can I get involved with the sailing?
Absolutely. You can get involved as much or as little as you would like, that’s one of the benefits of our cabin charter program. At the end of the week you may have accrued enough sailing experience to go on to do a skipper's course with us next time!

How long will we sail each day?
This will depend upon the particular destination of the day, however we look to organise our itinerary so that there are not more than 30 nautical miles between ports. This equates to around 5-6 hours at sea – plenty of time normally for a lunch stop in a bay with a swim. We generally aim to be in harbour by 5pm, although this is dependent upon the weather, obviously.


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Antonopoulou 158D, Volos, 38221, Greece
Tel: +30 24280 94128 | Tel: +30 24210 36676

Odyssey Sailing is registered and bonded with the Greek National Tourist Organisation (GNTO - EOT)
and is a member of the Hellenic Yacht Brokers Association (HYBA).

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