Private Luxury Sailing Charters in Greece | Ocean Wise

You didn't come here for another resort holiday

Most Families Come Home From Greece With A Tan. Yours Will Come Home With A Story Nobody Else Can Tell.

A private luxury catamaran. Just your group on board. Hidden anchorages, dolphins off the bow and Greek islands the tourist crowds never reach. Sailing from Symi, not the package-holiday hubs.

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Who Is Behind The Wheel

One boat. One group at a time. The whole crew, focused on you.

We are Ocean Wise, the private sailing arm of WiseUp Events, an established British company that has built standout experiences for fifteen years and been recognised for it (Runner-Up, Businesswoman of the Year, and Runner-Up, Medium-Sized Business).

Here is the part that matters to you. We run one boat. One group at a time. Your skipper and your host have a single job that week, and it is your group's adventure. There are no strangers on the next sun lounger, no fixed mealtime gong, no queue for the tender. Just your people, a 40ft catamaran, and a route built around what you actually want to see.

Why The Usual Holiday Always Falls Flat

You already know how this normally goes. Because you have done it before.

The all-inclusive resort

The same buffet on day one and day seven, a pool packed with other people's holidays, and the feeling you flew two thousand miles to sit behind a wall. The teenagers are on their phones by lunchtime.

The big cruise

A floating town of four thousand people, a fixed timetable, and forty-five minutes ashore before the horn calls you back. You saw Greece through a coach window.

The self-catered villa

Lovely, until you are the one cooking, driving the hire car on the wrong roads and refereeing the "what shall we do today" argument every single morning. The planning never switches off.

The honest truth is that none of them give you the one thing you are actually paying for: time that feels different from your ordinary life, with the people you care about, doing things you will still be talking about in ten years. You did not want a holiday. You wanted an adventure. There is a difference, and you can feel it.

The Symi Difference

What makes an Ocean Wise charter unlike anything on a comparison site

A secluded view across the Dodecanese islands in Greece

We sail from Symi, not the tourist hubs

While the crowds funnel through the busy marinas, we slip out from a quieter, more authentic base into the Dodecanese, an archipelago most package tourists never properly see. Secluded coves you reach only by water. Tavernas where the owner remembers your name by day two.

Genuinely private. Genuinely yours.

This is not a shared cabin on someone else's schedule. You charter the whole catamaran. The route flexes to your group, the pace flexes to your mood, and if you find a bay you love, you stay another night.

Your crew are hosts and guides, not just sailors

They teach your children to take the helm, find you the snorkelling spots the guidebooks miss, and quietly handle every detail so you never have to think about logistics again.

You choose your length and your style

Five, seven, ten or fourteen days. Pure sailing, or a hybrid hotel-and-boat itinerary if you want a foot on dry land too. Add a climbing excursion if your group wants the adrenaline.

Is This You?

This trip is not for everyone. On purpose.

This is for you if

You are a family or a small group of couples who want an adventure you will actually remember, who would rather explore than queue, and who value privacy, authenticity and time together over a packed resort and a fixed timetable.

This is not for you if

You want a budget package deal, a big-ship party scene, or a holiday where everything happens for you and nothing happens to you. We are not the cheapest week in Greece, and we are not trying to be.

Adventure. Luxury. Authentic.

A week that earns all three words

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Years of experience
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Continents of happy guests
Don't Take Our Word For It

Guests fly in from four continents. One word keeps coming back: unforgettable.

Our guests come from the UK, the USA, Europe and South Africa, and the reviews land in the same place every time. These are real Ocean Wise guests, in their own words.

Blare and Megan
Blare & MeganUSA · 10-night journey
Our 10-night journey onboard the Ocean Wise catamaran was unforgettable. We sailed to secluded Greek spots, enjoying swimming, snorkelling and exploring hidden beaches. The catamaran was well equipped, combining comfort and style, and the crew went above and beyond to ensure a memorable experience. From the stunning views to the exceptional service, this trip was the perfect mix of relaxation and adventure. Highly recommend for anyone looking to explore Greece in luxury.
★★★★★
Kobus and Lianne
Kobus & LianneSouth Africa
Our time aboard Ocean Wise was nothing short of extraordinary. The waters were crystal clear, offering stunning views of the vibrant marine life beneath the surface. We were fortunate enough to encounter dolphins playing in the waves and even spotted a few turtles gliding gracefully through the water. The crew made sure every moment was filled with excitement and wonder, creating a truly immersive experience.
★★★★★
Helen, Ella and Zara
Helen, Ella & ZaraUnited Kingdom
We recently had the pleasure of experiencing a trip aboard Ocean Wise, and it was absolutely unforgettable. The boat itself is stunning, sleek, spacious and comfortable, with every detail thoughtfully designed to make you feel at home on the water. The journey took us across a multitude of beautiful islands, each more picturesque than the last, with crystal clear waters the entire time. A major highlight was the paddleboarding and snorkelling. The sense of peace and adventure in these serene spots is something I'll never forget. The combination of luxurious comfort, breathtaking scenery and unforgettable activities made this trip a perfect escape. Highly recommend it to anyone looking for a unique adventure.
★★★★★
Everything That Is Already Taken Care Of

From the moment you land to the moment you fly home, it is handled

  • Airport or ferry transfers from Rhodes or Kos, collected on arrival and returned for departure
  • Onboard accommodation in three comfortable double cabins aboard a 40ft catamaran
  • Your own skipper and host for the whole trip
  • Breakfast, lunch and soft drinks prepared fresh on board each day
  • All marina fees, permits and running costs covered, no surprise extras
  • Sailing tuition for everyone who wants it, first-timers welcome
  • Watersports kit including paddleboards and snorkelling gear (wing foilers may bring their own)
  • A fully customised route through the Dodecanese, planned around your group
  • Optional extras on request: climbing excursions and hybrid hotel-and-boat itineraries
The Ocean Wise 40ft catamaran, your private home on the water
What It Costs

The most extraordinary holiday of your life, for less per head than the resort you'd forget by Christmas

Put four people in a five-star Greek resort for two weeks, add the flights, the watersports hire, the boat day-trips, the meals out and the inevitable "extras", and you are deep into five figures for a holiday you will struggle to tell apart from last year's.

£5,000 – £8,000for the entire trip, not per person · depending on length and group size

The whole catamaran, the crew, the food, the transfers, the watersports and a route that belongs only to you.

Book Your Free Discovery Call
Booking With Confidence

Spending this much on something unfamiliar should feel considered, not nervous

A free, no-obligation call

No deposit, no pressure. We learn who is coming, what your group loves, and whether this is genuinely right for you. If it is not the trip for you, we will say so.

An established company, not a one-season startup

Ocean Wise is part of WiseUp Events Limited, a registered British company trading for fifteen years with an award-winning track record. Your trip is run by a professional skipper and host.

Built around you, adapted daily

If a weather system rolls through, your skipper reroutes to sheltered, beautiful anchorages. The adventure continues, you stay comfortable, and nobody loses a day.

The Questions Everyone Asks

Good. Ask them all on the call too.

Completely. Most of our guests have never sailed before. The catamaran is stable and spacious, your skipper handles everything technical, and children usually end up loving the helm, the snorkelling and the paddleboards most of all. It is built for families and groups, not seasoned sailors.

Catamarans are far more stable than a monohull yacht, and we sail sheltered island waters, not open ocean. Most people feel fine. If anyone is prone to it, your host will have you sorted, and we are rarely more than a short hop from a calm anchorage.

A villa keeps you in one spot and hands you the cooking, the driving and the planning. A charter moves with you to a new view every day, feeds you, guides you and asks nothing of you but to enjoy it. Different holidays entirely. Our guests who have done both do not go back.

Your skipper watches the forecast constantly and reroutes to keep you sheltered and comfortable. The Dodecanese has dozens of protected anchorages, so a change in wind means a change of plan, not a ruined day.

It is deliberate. Dinner ashore in a different harbour taverna each evening is one of the best parts of the trip, authentic island food, your own table, no buffet in sight. Breakfast, lunch and soft drinks on board are all included.

As much as you want. This is your charter. Some groups sail hard and chase activities all day, others drop anchor and barely move. Your crew shape every day around your group's pace.

The Ocean Wise catamaran on open water

This time next year, you could be watching this from your own deck.

Your Next Adventure Starts With One Call

The best weeks go first

The Greek sailing season runs from spring through autumn, and because we take one group at a time on one boat, there are only so many weeks in a year. The school-holiday weeks every family wants go first, and once a week is booked, it is gone. If part of you has been waiting for the year you finally do something different, before the children get older, before another summer slips into the same routine, this is it.

Prefer to talk now? Call 01732 822753 or email [email protected]

Private luxury sailing charters · Dodecanese Islands, Greece
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