Sailing the Greek islands - rent a sailboat and sail the Cyclades islands

Live the adventure of sailing the Greek islands. Your sailing yacht is waiting for you in Paros / Mykonos.

Step on board Vitamin Sea and start your private sailing holiday in Greece with skipper.

Prices / Inclusions

See the updated rates, included services and all boat-expenses bundles.

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Destinations / Itineraries

Explore route ideas between Paros, Naxos, Mykonos, Santorini, Milos and more.

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Meal options

Mix tavern dinners ashore with simple lunches on board at your own pace.

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Live the adventure of sailing the Greek islands! Your sailing yacht is waiting for you in Paros / Mykonos...

Is this your first vacation on a sailboat and you’re looking to get your sea legs? We have the solution for you! Rent a sailboat starting from the Cyclades, from Paros (multiple daily connections from Athens by ferry or flights and connected to all the islands in the Cyclades including Mykonos and Santorini).

Greece has a mythical blend of rich history, delicious cuisine, traditional fishing villages, friendly locals and unspoiled bays. The inhabited Greek islands and their hundreds of uninhabited ones are an ideal destination for your next skippered yacht charter vacation.

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Let your sailing holiday in Greece begin!

Skippered sailing holidays in Greece and private yacht charter vacations

Step on board Vitamin Sea, your sailing yacht and your new home for the week. Sail and explore the Greek islands at your own pace. Relax and mix your favorite activities with a sailing vacation of your dream.

In contrast to other skippered sailboat charters in Greece, SailTime Charters will always be next to you and help you plan your perfect holiday in Greece. Every day of your sailing trip will be a day full of adventures, swimming and a new Greek island to explore.

Feel that sense of adventure in the air and anticipate what is going to happen next.

What is the cost to rent a boat in Greece? What are the yacht vacations prices?

Definitely exploring Greece and the Greek islands by sailboat will offer an incredible value. We strongly believe that chartering a sailing yacht gives you the most value of any holiday.

Why rent a boat? Renting a sailboat is like having a little villa that moves around. You get freedom, privacy, and no daily transfer costs between islands.

You simply sail there. Sailing the Greek islands could not be easier.

For more details on how your sailing holidays in Greece can look, visit our sailing vacations page and choose the itinerary that fits your group.

Yacht vacations prices 2025

In order to obtain the costs per person, divide the rates below by the number of persons in your group. Example: if you are 6 people sailing in May and the price is 5470 euro per boat, that is 912 euro per person for a full week.

Selected duration

7 days

Choose your duration and compare rates by season.

Group size and period

Season A
20 July - 24 August

Season B
18 May - 19 July & 25 August - 27 September

Season C
20 April - 17 May & 28 September - 25 October

3 Guest cabins (up to 6 persons) - - -
4 Guest cabins (7-8 persons) - - -

10% discount on the charter rate for a party of 2 guests.

Included in the charter rate (a)

Accommodation and comfort

  • Accomodation on the sailboat.
  • Linen and towels (1 set/week).
  • Charter rate VAT.

Water and activity equipment

  • Snorkeling equipment (mask +snorkel).
  • 6 water noodles.
  • Use of 1 stand up paddle board (SUP) 150 euro/week FREE.

What this means for you

  • Core onboard equipment is already included in your base charter rate.
  • You avoid extra add-ons for basic water activities and essentials.
  • Simple and transparent planning from the start.

Skipper and boat expenses

b) "All costs included" combo - 350 euro / day / boat. Includes:

b1) Essentials pack

  • Fuel for any of the routes listed.
  • End cleaning.
  • Cooking gas.
  • Dish-washing liquid, two dishcloths, one sponge, trash bags, toilet paper.

b2) Skipper pack

  • Professional skipper.
  • FUEL
  • Final cleaning, upon disembarkation, etc.

The above packs will make it super easy to plan and budget for your sailing vacation. No hidden costs and a flat rate for the extra expenses associated with hiring a boat.

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Are you worried about the cost to rent a boat in Greece? Well, we made this a worry-free sailing holiday in the Greek islands.

After surfing the web and looking at different options for your sailing vacation, you might have noticed most yacht rental are structured similarly with renting a car. The charter rate covers the price for hiring the yacht itself (just like the car rental price covers the car itself).

And all the other aspects/costs involved are on you to cover as you go. For a car that would be things like gas, toll rates. With similar structure, when you are budgeting for your sailing holidays, you will have add on top of the charter rate, the other expenses involved as they appear. The trouble with this approach is that for a yacht the total/ final price the extras add up to varies several factors. Which makes it difficult for the traveler to figure out the total price he will end up paying (an aspect that will naturally might make him worried or anxious).

For example while the rate applied for skipper services is pretty much standard for all companies (190-240 euro/day), all the others extra can range according to many factors. How much fuel you are going to use depends on how long the engine will be running - more specifically on the distance to your favorite destination and weather condition. "But won't we be sailing most of the time-why are we discussing fuel?" you might be wondering. Please read below the paragraph marked with **

"All cost included" combo

So we are taking a different approach. In order to avoid the hassle of having an expense account open, we have grouped everything in the: "All costs included" combo of 350 euro/day to include the expenses associated with chartering the sailing yacht (skipper, fuel, final cleaning, etc) that will guarantee worry free vacations. You won't have to keep an expense account open. You simply pay a one-time flat rate - divided in between the members in your group prior to setting sail, and that's it! Much easier to plan and budget for! No hidden costs, no surprise at the end of the trip.

** How much will we be sailing /motoring?

Well...it all depends on the wind conditions and the distance to the next destination. So let's take for example a sail from Mykonos to the port of Paroikia in Paros that is 28 nautical miles apart (a good average).

  • In favorable weather conditions a sailboat is perfectly capable of reaching a destination powered only by sails. With a good wind speed (10-12 knots or more) a sailboat would be a moving with a regular speed around 7 miles/hour. Thus, assuming a proper breeze, you would be covering the 28 nautical miles distance in about 4 hours.
  • But when winds are very mild or from an un-proper direction, the speed a sailboat can reach just on sail power can drop significantly - even as low as 2-3 miles/hour. As a result, if you try to save fuel and move just on sails, you would be covering the same distance in 9-10 hours (no time left for swimming or exploring the island you are heading to). This is when the engine is one's best friend! Is helping to go up to the regular speed of 7 knots so you reach the destination you wish, the day you wish in a reasonable time. This is an especially important aspect for many of our guests as soon as they realize a regular day on board is divided in several parts (the 3-5 hours travel time to the next destination, the 1-3 hours stop for a swim, the late afternoon/evening for exploring the islands you reach, on-shore activities, exploring the villages and dinner).
  • With a 4 hours travel there's time to mix all these in a single day.

round trips and one way trips

ROUND TRIPS

Our base is in Paros island and this is where embarkation / disembarkation typically takes place. Alternatively Mykonos embarkation / disembarkation can be arranged whenever possible.

ONE WAY TRIPS

Upon previous arrangements a pickup or drop off at a different island in the Cyclades ( Santorini, Milos, Naxos, Sifnos, etc) might be arranged.

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Depending on each situation, a one-way fee applies in order to cover the cost of the sailboat traveling empty from the base/regular embarkation point (at Paros -alternatively Mykonos) to the pick up point of your choice ex Santorini. The cost as the fuel plus the charter rate for the day/s when it cannot be chartered as it will be traveling to the island you prefer to embark at).

Thus the one way fee depends on the distance to the destination chosen and can vary from 250 euro to 900 euro.

The best way to budget your sailing holiday is to keep it simple.

Choose your trip duration, check the seasonal rates, and contact us for availability and route planning.

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Destinations - Itineraries

A different island almost every day

We are starting our trips either from the heart of the Cyclades, from Paros (alternatively Mykonos) or from Athens. This gives you the possibility of visiting amazing places like Paros, Naxos, Mykonos, Santorini, Schinousa, Serifos, Sifnos, Milos and Kimolos.

What is the advantage of traveling between the Greek islands on board your private sailboat? You can stop in a bay and enjoy a few hours swimming, paddle boarding, snorkeling and relaxing, visit a different island every day without having to pack and unpack.

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Let's explore the Greek islands!

More than sailing: food, villages and culture

  • Enjoy waterfront taverns and local specialties.
  • Walk through narrow alleys and authentic villages.
  • Visit landmarks, viewpoints and island beaches.
  • Mix relaxing sea time with onshore adventures.

Sailing holidays in the Greek islands - how your vacation could look like

Skippered yacht charter vacations in Cyclades

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Meal options on your sailing holiday

Enjoy breakfast in harbor bakeries, light lunches on board, and traditional dinners at family-run taverns on each island.

How meals work on board

It is up to you to decide where and how you would like to have your meals. You can eat ashore and enjoy local cuisine, or cook on board using the fridge, gas cooker and fully equipped galley.

Breakfast can be on board, at a bakery, or in a harbor cafe. Lunch is usually a light snack on board while anchored in a crystal-clear bay.

Dinner is often best ashore, where each island offers different specialties worth tasting.

Yacht charter in the Greek islands - our advice

The more flexible you are, the more you will enjoy your sailing trip. In the Cyclades, possibilities are countless, so avoid locking into one route too early.

Your skipper helps each evening with ideas and suggestions based on weather and your preferences. After the first days on board, your ideal rhythm becomes clear.

Arrive with an open mind and let the islands amaze you.

Why visit Greece and why sailing the Greek islands?

A sailing holiday is a perfect way to experience the Greek islands. The Cyclades are among the most famous islands in the Aegean Sea, known for gorgeous beaches, white houses and blue domes.

Definitely sailing the Greek islands is the experience that everybody should enjoy at least once in a lifetime!

How does the yacht charter in Greece and sailing the Greek islands works?

Tell us your dates, group size and travel preferences. We help define the best route and practical details before arrival, then your skipper handles navigation and local planning while you enjoy the islands.

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