37°05′N 25°09′E · Paros, Cyclades

Sail the Cyclades with the people behind the boats

Private sailing holidays from Paros. Most of our boats are skippered by their owners, and every price range is shown before you ask.

3boats, each with its own skipper
2–8guests per boat
Parosevery departure
€4,055from, per boat

Who we are

A small group of boat owners and skippers in Paros

Sail Your Dream is not a charter fleet. We are independent boat owners and skippers who live and sail in Paros. Most of our boats are skippered by their owners; the others by a skipper the owner trusts, who knows that boat season after season. We came together to offer sailing holidays with the care of people who look after their own boats.

Our boats are different, so we describe each one in detail and show the same price structure for all of them. You can compare them fairly and pick the one that suits your group.

Why we work together →

The boats

Choose your boat, meet your skipper

Boats for 2 to 8 guests. The differences are in the size, the layout, the equipment and the person at the helm.

Alfa 51 sailing yacht at sea under a blue sky

Alfa 51

Skippered by Edouard

A fast, handmade Greek yacht with a classic wooden interior

51 ft4 cabins2 bathroomsup to 8 guests
From€5,840per week, skipper included
See the Alfa 51 with Edouard →
Jeanneau 51 moored in a Cycladic harbour

Jeanneau 51

Skippered by Antonis
Owner-skippered

Three bathrooms and a well-equipped deck for easy days at anchor

51 ft4 cabins3 bathroomsup to 8 guests
From€5,840per week, skipper included
See the Jeanneau 51 with Antonis →
Beneteau 40 at anchor in clear turquoise water

Beneteau 40

Skippered by Antonis
Owner-skippered

A smaller, easy-going yacht for couples and groups of up to 4, with everything included

40 ft2 cabins1 bathroomup to 4 guests
From€4,055per week, skipper included
All-inclusive See the Beneteau 40 with Antonis →

Compare the boats side by side →

Prices

Different boats, clear prices

Every price includes the skipper. Each boat has its own price range, depending on the season, and its own inclusions. Send us your dates for the full offer.

Price range per boat per week, skipper included
BoatGuestsPrice per weekper boat, skipper included
Alfa 51with EdouardUp to 8€5,840 – €8,220
Jeanneau 51with AntonisUp to 8€5,840 – €8,220
Beneteau 40with AntonisUp to 4€4,055 – €5,095
All-inclusive

The price depends on the boat and the season. Send us your dates for the exact price and the full offer.

Prices and what is included →

A day on board

How a sailing day in the Cyclades feels

  1. Morning

    Breakfast and set sail

    Breakfast on board or at a harbour bakery, then the skipper briefs you on the day’s plan and the wind.

  2. 2–4 hours

    Sail to the next island

    Most legs from Paros take 2 to 4 hours. Help with the sails if you like, or simply lie on deck.

  3. Midday

    Swim stop in a bay

    Anchor in clear water for swimming, snorkelling and the paddle board, with a light lunch on board.

  4. Evening

    An island town

    Walk through the village, watch the sunset and have dinner in a taverna by the water.

Itineraries

Route ideas from Paros

There is no fixed itinerary. Paros sits in the middle of the Cyclades, so many islands are one short leg away, and you plan the route with your skipper and the wind.

More route ideas →

Map of the Cyclades with Paros in the centre
Paros, circled, sits in the centre of the Cyclades.

Departure

Every trip starts and ends in Paros

Paros is about 40 minutes by plane or 3 to 4 hours by ferry from Athens, and it has ferry links to most Cycladic islands. Starting in the middle of the archipelago means shorter legs, more time in the water and more islands in less time.

How to get to Paros →

Questions

Frequently asked

All questions and answers →

How much does a skippered sailing trip from Paros cost?

Prices are per boat, per week, with the skipper included. They range from €4,055 to €8,220, depending on the boat and the season: Alfa 51 with Edouard €5,840 – €8,220; Jeanneau 51 with Antonis €5,840 – €8,220; Beneteau 40 with Antonis €4,055 – €5,095. Shorter or longer trips are possible, ask us for a price. Send us your dates and we will send you the full offer.

What is included in the price?

On every boat: the skipper, VAT and bed linen. Beyond that, every boat is different and every skipper works in their own way, so other inclusions and extras vary from boat to boat. Your offer lists exactly what is included and what is extra for the boat you choose.

Are there extras on top of the price?

It depends on the boat. Some boats are all-inclusive; on others, costs such as fuel, port fees or final cleaning are added. Because each skipper works differently, we send you a full offer for your dates that lists every inclusion and every extra before you book.

Is the price per person or per boat?

Per boat. The whole boat is yours, and you share the cost between your group.

How do I book?

Send us your dates and number of guests. We reply within 24 hours with availability on each boat. If you want to go ahead, we hold the dates free of charge for a few days and send the charter contract. A first payment of 50% (or 35%) confirms the booking, and the balance is due at least 30 working days before departure.

Sail from Paros

Tell us your dates

Send one request and we check every boat for you. We reply within 24 hours.