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Dream vacation in Greece with a Catamaran

Your Yacht Your Captain Your Chef

Explore Greece aboard your own luxury catamaran with a dedicated Captain and Chef. Since 1999, Yachtsailing.com has been crafting unforgettable sailing experiences across the Greek islands - combining comfort, privacy, and local expertise for a truly seamless journey at sea.

Our fleet

Explore our curated yacht offers

King of Diamonds, 56 ft

Our L560 flagship balances generous space with the intimacy of a private yacht. An impressive flybridge and open decks invite long days outdoors, while refined living spaces make settling into the rhythm of the Greek islands feel effortless.

Staterooms 5 • Up to 10 Guests • Refit 2025

from / week
€14,000
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Ace of Diamonds, 52 ft

A generous master cabin adds a more private character, while the 2025 refit brings a fresh feel throughout. Particularly at home in the Cyclades — another crossing, another island, another morning somewhere new.

Staterooms 5 • Up to 10 Guests • Refit 2025

from / week
€9,000
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Ace of Hearts, 52 ft

With six guest cabins, inviting outdoor spaces and an easy, sociable layout, this is one of those yachts guests come back to. Uncomplicated, welcoming and perfectly at home in a Greek summer.

Staterooms 6 • Up to 12 Guests • Refit 2026

from / week
€11,000
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Baccarat, 45 ft

Four guest cabins, your own catamaran and the freedom to explore Greece from the water. A good-value way into the private charter experience, with the islands setting the pace.

Staterooms 4 • Up to 8 Guests • Refit 2024

from / week
€5,000
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Baron, 52 ft

An easy confidence runs throughout, with six guest cabins, a generous flybridge and open outdoor spaces giving everyone room to find their own rhythm. A quiet favorite for guests who value space without the fuss.

Staterooms 6 • Up to 10 Guests • Refit 2026

from / week
€11,500
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Casino Royale, 50 ft

Generous outdoor spaces and the relaxed, social layout of an L500 make this a comfortable choice for exploring the Greek islands, with plenty of room for long days outside, swimming stops and easy evenings at anchor.

Staterooms 5 • Up to 10 Guests • Refit 2024

from / week
€7,600
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Fantasy, 42 ft

A more straightforward introduction to private catamaran sailing in Greece — compact, easygoing and focused on the simple pleasures of warm water, beautiful anchorages and discovering the islands from the sea.

Staterooms 4 • Up to 4 Guests • Refit 2022

from / week
€4,000
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Poker Face, 45 ft

Comfortable, relaxed and happiest with the sea never far away. An uncomplicated way to spend a week moving between islands, quiet bays and whatever catches your eye along the way.

Staterooms 4 • Up to 8 Guests • Refit 2023

from / week
€5,000
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Your Summer in the Greek Islands

An authentic and genuine experience of the Greek lifestyle. History, culture, and flavors this beautiful country has to offer - taken in through breathtaking views, tavernas, bars, and beautiful beaches, as well as incredible landmarks and monuments which echo back into the ages.

25+ years sailing these waters Hundreds of guest reviews

See what our guests have to say

Real stories from our guests, sharing their unique journeys and unforgettable moments while exploring Greece's beauty with YachtSailing

Google reviewsTripadvisor

So good! So good! So good!

Our week on the Royal Flush with Skipper, Remi and Host, Chryssa, was absolutely wonderful! They did an incredible job getting to know us and giving us the trip of a lifetime! We look forward to sailing with them again in the future!
Emily S chartered Royal Flush to the Greek islands

Unforgettable Experience

A vacation you will never forget! Dimitri and Anna Maria were exceptional. Dimitri's experience about each island we stopped at provided us with a feel if true Greece. He provided us with the best restaurants recommendations. Anna Maria's culinary flare was beyond our expectations. She accommodate dietary restrictions with ease. Each lunch she prepared was world class and a true treat.
AlpharettaGa13hockey chartered Queen of Diamonds to the Greek islands

Bucket List Amazing

Our trip was Bucket List AMAZING! Stelios and Iro made the week incredible, curating the best itinerary, offering wonderful recommendations for each stop, cooking/serving the some of the best meals I have ever had, and provided customized plans as it was an anniversary celebration for us. This was our first time to Greece and our first time chartering a boat, so we left almost all decisions up to them and we couldn't be more grateful!
Emily I chartered The Full House to the Greek islands

Sailing the Cyclades

WOW! What an incredible week in the Cyclades, sailing to Kea, Syros, Paros, Antiparos, and Kythnos. Our captain, Spyros, and first mate, Bobbi, were the perfect pair - they really made the experience and clearly knew these islands inside and out.
Paige H chartered Royal Hearts to the Cyclades
Our trip on the King of Diamonds was beyond our expectations. Perfect weather, smooth sailing, and a crew who were the keys to an amazing vacation.
Paula O chartered King of Diamonds to the Cyclades & Saronic
We were dealt a Royale Flush on the Casino Royale catamaran in the Greek islands. Yachtsailing.com made the transition from our hotel to boat a breeze by Eugene and his staff. We got greeted by our Captain Haris and our Hostess Vicky with a very warm welcome. They were very informative and accommodating from the get go. All nine of us agreed we were so happy that we chose to have a Captain and Hostess because it made it truly a vacation.
SuzyK from USA · chartered Casino Royale to the Cyclades
The "Casino Royal" boat was pure magic. I listened to the wisdom of Yacht Sailing guru Eugene - who helped me plan a stunning week long adventure with Vicky & Captain Harris which gave our group the time to explore and rest in perfect measures. If you want a top-notch, warm hearted experience ... book the casino royal with this amazing crew. You won't want to go home.
j4metoo chartered Casino Royale to the Saronic
Just spent a magical week cruising around the Cyclades with captain George Maleas and our group of three couples. Everything far exceeded our expectations from the quality of the catamaran to the places we visited to our knowledgeable captain. We visited Poros, Milos, Kimolos, Serifos, and Kythnos and each island was more beautiful than the last.
Guest review chartered a catamaran to the Cyclades

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Top 10 Questions Asked

01How do you plan the itinerary?+

We try to build the route around two main principles. The first is the profile of your group: how many hours you would like to sail each day, whether you are travelling with children, whether there are particular islands you definitely want to see, and what you generally enjoy doing - sightseeing, history, local life, swimming, snorkeling or simply spending time on the water.

The second is the weather at the time of your arrival. These two things need to work together in order to create a trip that feels pleasant and relaxed rather than adventurous for the wrong reasons.

Distance also comes into the equation. A successful week needs to strike a balance between many different things, not just sailing. You want time to enjoy the food, explore the islands, meet the locals, discover some history, read a book, paddleboard, snorkel, swim - or simply do absolutely nothing. All of this needs to find its place within the week.

That also means having realistic expectations about how far you plan to go. We don't consider sailing endlessly just to reach another island part of the fun. Spending more hours at sea simply to tick destinations off a list can easily take away from everything else the trip has to offer.

Last but not least, the yacht itself plays a role. A longer hull can generally achieve higher cruising speeds and cover distances more efficiently. Larger catamarans also place you higher above the waterline, offer more space and comfort, and can generally handle more demanding sea conditions with greater ease. So, beyond the accommodation and layout, the yacht you choose can also influence what makes sense for your itinerary.

All in all, there are several things to consider when planning the week. Your group sets the priorities, your yacht helps define what is comfortable and realistic, and the weather always has the final say.

02Is the itinerary fixed, or can we customize our route?+

All our trips are fully customizable. There is no fixed itinerary. The final route is shaped together with you, based on your preferences (how many hours you wish to sail per day, whether you prefer sightseeing or relaxation, interest in hiking, swimming, local cuisine, etc.) and - most importantly - the weather conditions at the time of your trip.

We do not pre-impose routes, nor do we force sailing long distances if conditions are unpleasant. The captain adjusts the plan daily to ensure the experience remains relaxed, safe, and enjoyable. You may also change plans during the trip and stay longer at places you enjoy.

03What is included in the charter price, and what should we budget for separately?+

In order to plan an accurate budget, you should consider the following costs in addition to the yacht price with crew. The figures below are based on averages we have seen from similar groups on previous charters and are intended as a realistic guide rather than fixed costs. Actual expenses will vary depending on your yacht, itinerary, preferences and the time of year you travel.

  • Fuel: Fuel consumption depends on the yacht, cruising distance, weather conditions and time of year. As a general guide, expect approximately 300-1000 liters, with a total cost in the region of €500-€1,900 for the week. You will receive the yacht with a full tank and refill it upon return.
  • End cleaning: €300, covering the preparation of the yacht, including cleaning, one set of bed linen, towels and tea towels, as well as the dinghy, outboard engine and gas bottles.
  • Port fees: Generally minimal, typically around €20-€50 per night, depending on the port or marina.
  • Crew provisioning: Approximately €25-€30 per crew member, per day for the crew's meals.
  • Guest provisioning: This depends entirely on your preferences and the food, beverages and alcohol you would like onboard. Your cook will organize the shopping according to your preferences so everything is ready for your arrival.

All costs shown are for the entire group, not per person. Adding an additional guest after booking, provided the yacht's layout and permitted capacity allow it, does not change the weekly yacht price.

04What can we expect from meals onboard?+

Meals are an important part of life onboard and are based around fresh, Greek and Mediterranean flavors, adapted to your group's preferences and dietary requirements.

With our standard two-person crew setup (Captain and Cook/Host), the natural rhythm is breakfast followed by a substantial lunch or late lunch onboard, while evenings are a wonderful opportunity to step ashore and discover local restaurants and tavernas. One or two dinners onboard can also be arranged.

On yachts operating with a three-person crew, the dining experience can be more extensive.

05What is a typical day onboard like?+

There really is no fixed schedule - and that is part of the experience. You may wake up in a quiet bay, have breakfast onboard and sail in the morning before stopping somewhere beautiful for swimming, paddleboarding or snorkeling.

Lunch is often enjoyed onboard, followed by another short sail or time at anchor before arriving at an island later in the day. Evenings can be spent exploring ashore, having dinner in a local restaurant or simply enjoying the yacht.

Some days involve more sailing, others almost none. The rhythm develops naturally around the weather, the route and what your group feels like doing.

06Is a yacht charter suitable for families or guests who are concerned about seasickness?+

Absolutely, but choosing the right itinerary is important. Catamarans provide generous space and a stable platform at anchor, although any yacht will move when sailing in open water.

For families, younger children or guests who are particularly sensitive to motion, the Saronic Gulf is often an excellent choice because distances are shorter and the waters are generally more protected. Your captain can also adapt the route according to the conditions and your group. Children are welcome onboard and remain under their parents' supervision throughout the charter.

Weather is always monitored closely, and itineraries are adapted to avoid unpleasant conditions. The objective is comfort and enjoyment, not endurance sailing.

07How do embarkation and disembarkation work?+

Our charters operate on a Saturday-to-Saturday basis.

On embarkation Saturday, yachts are typically ready from around 14:00 at our base in Alimos Marina, Athens. You are welcome to arrive at that time, board the yacht, and settle into your cabins. Your cook will have already arranged and purchased everything required for your meals, based on the preferences you have shared with us in advance. Everything will be onboard and ready for your arrival, so there is nothing else you need to organize.

Once onboard:

  • The captain will welcome you and introduce the yacht.
  • A full safety briefing will take place.
  • You will discuss your preferences and possible routes based on the weather forecast.

After these formalities, the trip begins immediately. Depending on your plans and weather conditions, you will usually sail for a few hours and enjoy your first swim or anchorage that very same day.

On disembarkation, the yacht returns to the marina on Friday evening. You overnight onboard, and disembarkation takes place by 09:00 on Saturday morning. This timing allows the crew to properly clean, service and prepare the yacht for the next guests according to our standards.

08Can we visit Santorini during a one-week charter from Athens?+

Santorini is not realistically suited to a one-week charter from Athens. The distance requires more than long hours at sea and will quickly turn a sailing holiday into a trip focused simply on reaching one destination. This is not the nature of our trips.

If Santorini is important to you, we strongly recommend spending two nights there before or after your charter. Flights from Athens take around 30-45 minutes and can often be found in the region of €80-€120, depending on dates and availability.

And there is another reason we recommend experiencing Santorini this way: the real magic of Santorini is on the island, not around it. Its dramatic cliffs, villages, caldera views and sunsets are what make it exceptional. The surrounding waters are very deep, with steep and rocky coastlines, so it offers a very different experience from the bays, beaches and swimming stops that make a week by yacht so special.

Our advice is simple: Santorini is absolutely worth visiting - but visit it by plane, and save your sailing week for the islands best experienced from the water.

If you are chartering for two weeks, the picture changes completely. Santorini can then become part of a broader Cyclades itinerary without forcing the entire trip to revolve around getting there.

09Can we visit Mykonos, Naxos and other Cycladic islands in one week?+

Some islands can be combined within a week; others cannot - at least not without sacrificing comfort.

Mykonos and Paros are feasible from Athens within a week under favorable conditions. Santorini, Patmos, Anafi, and other southern or eastern islands are located over 180 nautical miles away and are not realistically reachable within a one-week sailing vacation without excessive daily sailing hours.

For these distant islands, we strongly recommend visiting them by ferry or plane before or after your sailing trip. The true experience of a sailing vacation lies in balance, not in covering maximum miles.

10What happens if the weather is bad? Will the trip be canceled?+

Trips are weather-dependent, but this does not mean they are canceled.

If strong winds or unfavorable conditions arise, the itinerary is adjusted to more protected areas. To date, we have not lost a single trip due to weather. Greece offers many alternative routes that remain beautiful and enjoyable even when conditions in one region are not ideal.

Flexibility is essential and a key for a successful trip along with an elevated experience.

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