Imagine a short sailing trip in Greece where each day unfolds at a different rhythm. Sail through the Greek islands aboard a private skippered yacht, discovering secluded bays with crystal-clear waters, snorkeling in quiet coves, and anchoring in beautiful natural harbors far from the crowds. Our 5-day sailing trip in the Greek islands is the most popular option for travelers with very limited time, offering the perfect balance between variety and relaxation - the opportunity to explore multiple islands while still moving at an easy, unhurried pace.
Designed for travelers who want an authentic Greek islands experience without committing to a full week, our short Greek islands yacht charters (3–6 days) let you unpack once and enjoy effortless island hopping by sailboat. Stroll through picturesque harbor villages, explore charming inland paths, and savor local Greek cuisine at waterfront tavernas each evening. With flexible itineraries tailored to your interests and adjusted daily to weather conditions, every sailing trip is crafted to deliver adventure, relaxation and genuine island life - delivering a truly memorable Greek islands experience, even in just a few days.
Most of our short sailing trips in Greece are designed around Freedom, our Premium yacht, ideally suited for relaxed 3–6 day charters with an enhanced level of onboard comfort. Albatross, is occasionally available for short sailing trips too depending on timing and offers a more hands-on, performance-focused sailing experience.
Both boats meet the same high standards of safety, seamanship, and authentic sailing in the Greek islands—while delivering distinctly different onboard atmospheres.
ALBATROSS – Designed for Real Sailing & Adventure : Indulge in a true Greek islands skippered sailing experience aboard Albatross, a limited-edition sailboat built in Greece specifically for the demanding conditions of the Aegean Sea. Strong, fast, and exceptionally capable under sail, Albatross is ideal for guests who value performance, reliability, and the authentic feel of being at sea—even on windier days..
- more -Albatross offers four guest cabins (2 doubles, 2 twins), accommodating up to 8 guests, with separate skipper quarters for added privacy.
For groups of 9–10, please contact us prior to booking so we can discuss the best setup.
FREEDOM – Premium Category| Comfort, Space & Elegant Sailing
: Explore the Greek islands (Cyclades) in comfort and classic
style aboard Freedom, a beautiful 52-foot sailing
yacht known for her smooth sailing behavior and elegant lines.
Freedom is our Premium sailing yacht and the preferred choice for short sailing trips in Greece. With larger cabins and generous cockpit and saloon spaces, she offers a noticeably more relaxed onboard experience comparing to most boats its size. With a warm luxury wood interior and generous shared spaces, Freedom is ideal for couples or small groups who prioritize comfort, atmosphere, and relaxed living on board
- more -Freedom accommodates up to 6 guests and is ideal for travelers who value comfort, attention to detail, and an easygoing rhythm at sea while still enjoying excellent sailing performance.
For full specifications and amenities, please refer to each yacht's dedicated page.
We are a small, boutique yacht charter company with one simple philosophy: every sailing trip in Greece should feel personal, relaxed, and genuinely authentic. Freedom and Albatross are family-owned sailboats, and behind them are the two of us—Adriana and Radu. We don't see our guests as "clients," but as people we truly enjoy sharing our love for the Greek islands with, through carefully planned, skippered sailing experiences.
Edouard is a passionate sailor who began his journey as a sailing instructor in northern France five years ago. After sailing in the Mediterranean, including Greece, Spain, southern France, and Italy, it was Greece that captivated him. Returning to the Cyclades, he leverages his in-depth knowledge of the region to provide a unique and safe sailing experience.
Since his childhood, he had the privilege of sailing with his father, an experience that profoundly shaped his love for the sea. A few years ago, he decided to get back into sailing, which felt like a true rebirth!
Greece, with its breathtaking landscapes and fascinating culture, have reignited his passion for navigation. He am delighted to share this joy of sailing and exploring these beautiful waters with those around him.
Every outing at sea is an opportunity for Edouard to pass on this passion and create unforgettable memories!
Adriana and Radu are the owners of Freedom and have sailed thousands of miles across the Greek islands over the past 14 years. What began as a shared passion for adventure has grown into deep local expertise - they now know the Cyclades and surrounding islands like the back of their hand and proudly call Greece home.
Adriana is your main point of contact from the very first email to the moment you disembark. Having organized hundreds of private sailing trips and yacht charters in Greece, she has a natural ability to understand what each group is looking for and to shape the experience accordingly. She will guide you through the planning process, answer every question, and make sure you know exactly what to expect from life on board.
Radu is a highly experienced skipper with an exceptional knowledge of the Greek seas. Calm, focused, and deeply familiar with the Cyclades' sailing conditions, he takes great pride in offering safe, enjoyable, and flexible sailing routes. His local insight often leads guests to quiet bays, authentic villages, and special places rarely found in guidebooks—turning each sailing cruise into a truly memorable journey.
The rates below are for the entire yacht (not per person), making a private sailing experience accessible for couples, families, and small groups alike.
A private sailboat charter in the Greek islands allows you to explore multiple destinations in one seamless journey—without packing and unpacking, hotel check-ins, ferry schedules, or organizing day trips. You unpack once, and each day brings a new island, bay, or harbor village, with your yacht serving as both transportation and accommodation. It's one of the most flexible and rewarding ways to experience the Greek islands, with less logistics and more time on the water.
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Use the blue buttons above the price table to select your
preferred trip duration - the table will update automatically.
All prices below are for a private, skippered yacht charter in
Greece - the entire boat is yours :
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ALBATROSS sailboat
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Your sailing yacht - accommodation on board
Snorkeling equipment (mask, snorkel and short
fins)
Floats for non swimmers (6 noodles)
All amenities as described at
your yacht(hot water shower, fridge, etc)
Linens & Towels (1 set / week)
Flexibility: customized itinerary, flexible start
date (other than the tipical Saturday) and duration.
charter rate VAT
Use of
1 stand up paddle board (SUP) -150 €/week FREE
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 :
. VAT not included
- recommended to be paid on board directly to the captain.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.
We offer our guests the advantage to pay a flat rate prior to setting sail, and that's it!
After surfing the web and looking at different options for your sailing vacation, you might have noticed most of the other charter companies structure their yacht rental similarly to renting a car. Their charter rate covers the price of hiring the yacht itself (just like the car rental price covers the car itself). Excluding all other aspects/costs involved for example; fuel, toll rates, parking fees, these are costs that you are expected to cover as you go.
With similar structure, when you are budgeting for your sailing holiday, with most charter companies you will have to 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 including the extras is considerably higher than the base rate. This makes it difficult for the charterer to figure out the total price he will end up paying (an aspect that will naturally make him worried or anxious).
For example, the rate applied for skipper services is pretty much standard for all companies (200 - 260 euro/day),however, all the other costs will vary according to many factors. For example; fuel consumption depends how long the engine will be running - more specifically on the wind conditions and distances to your favorite destinations. You might be wondering - "But won't we be sailing most of the time-why are we discussing fuel?' Please read below the paragraph marked with **
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 Our bundle includes ALL expenses associated with chartering the sailing yacht (fuel, skipper, final cleaning, etc) that will guarantee you a worry free vacation. You won't have to keep an expense account. You simply pay a one-time flat rate (350 Euro/day/boat - divided between the members of your group) prior to setting sail, and that's it! Much easier to plan and budget for! No hidden costs, no surprises 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; a distance of 28 nautical miles (a good average).
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FREEDOM charter rate
in Euro (€): per day
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Season A
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Season B
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Season C
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| Prices / rates per day |
1350 | 1150 | 950 |
| 10% discount for couples or party of 2 persons | |||
| discount available for 6+ days trips | |||
Because the yacht must reposition without guests, a one-way fee applies.
Because the boat must sail empty to or from the alternative location, a one-way fee applies. This reflects the real operational costs involved, including fuel, skipper time, and charter days during which the boat is unavailable. Depending on distance and logistics, this fee typically ranges between €650 and €1,450.
That said, starting and ending your sailing holiday in Paros is often the most rewarding option. Centrally located in the Cyclades, Paros allows us to design flexible sailing itineraries that follow the best wind and sea conditions, rather than committing to a fixed direction. One-way routes can occasionally require sailing into less favorable weather simply to reach a specific endpoint—when conditions in another direction might offer a smoother, more enjoyable experience.
For this reason, round-trip Paros itineraries usually deliver the best balance of sailing quality, destination variety, and overall comfort. One-way trips remain a great solution when travel plans require them, and we're always happy to advise on what works best for your dates and priorities.
Feel free to contact us to discuss availability, possible routes, and the most suitable setup for your Cyclades sailing cruise.
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Getting started is simple. Just get in touch and tell us whether you're considering a full-week sailing holiday or a shorter 4–6 day yacht charter in Greece.
If you're still finalizing details, we're happy to hold your preferred dates free of charge for a few days. This gives you time to check flights, coordinate with your travel companions, and compare options—without the worry that your dates or boat availability might disappear.
Dining Ashore – Local Flavors of the Greek Islands.
One of the great pleasures of a Greek islands sailing trip is how effortless dining ashore can be. Nearly every island has a small port or village within easy walking distance of the yacht, lined with traditional tavernas, cafes, and seaside bars. From relaxed breakfasts to late-night dinners, you'll find excellent, reasonably priced options just steps from the boat. Enjoying fresh local dishes at a waterfront taverna, with the sea right in front of you, is an essential part of the sailing experience in Greece.
Meals on Board – Flexible & Easy.
If you prefer a evening on board, our sailboats are fully equipped for onboard meals. Each yacht features a fridge, a cooker with two burners and an oven, plus complete galley equipment for simple, casual cooking. Provisioning is easy during your yacht charter in Greece — every island has small supermarkets or local markets within a short walk of the marina. This flexibility lets you mix dining ashore with relaxed meals on board, depending on your mood and plans.
A sailing holiday in Greece offers far more than just time at sea. A private yacht charter in the Greek islands blends sailing, exploration, culture, and relaxation into a beautifully varied daily rhythm. From swimming in secluded bays to village strolls, archaeology, hiking, and vibrant evenings ashore, every day of your Greek islands sailing trip feels like a complete vacation in itself.
During your sailing cruise in Greece, you may enjoy a mix of the following activities - depending on your interests, the islands visited, and sea conditions:
The ideal length of a sailing trip in Greece depends on your interests and the time you have available. Simply put, the more days you spend on board, the more freedom you'll have to explore different Greek islands and enjoy a relaxed, well-balanced sailing holiday in Greece.
On a private skippered sailing trip, each day typically introduces a new destination - quickly revealing how unique each island is, from landscapes and villages to local cuisine and atmosphere. With 5–6 days on board, your itinerary becomes far more flexible, allowing us to adapt to weather conditions, sail at an easy pace, and include a wider mix of islands, scenic bays, swimming stops, and authentic island experiences.
Shorter sailing cruises of 3–4 days can sometimes be arranged for specific dates, but with fewer days the route naturally focuses on nearby highlights and offers less variety. If your schedule allows, we strongly recommend 5–6 days or more, as it delivers a richer, smoother, and more immersive Greek islands sailing experience without ever feeling rushed.
Looking forward to seeing you soon.
Your Sailing Trip in Greece — Made Simple, Relaxed & Unforgettable:
No sailing experience or yachting qualifications are needed to enjoy a short sailing trip in Greece. With a professional skipper on board, you can fully relax while discovering the Greek islands at a natural, unhurried pace. It's the ideal yacht charter for couples, families, and small groups who want the magic of island hopping—without the responsibility of handling the boat or planning every detail.
A skippered yacht charter in Greece lets you focus on what truly matters: exploring charming villages, enjoying local cuisine, soaking up life at sea and sunbathing swimming in crystal-clear bays. Whether you choose a compact 3–4 day escape or a more immersive 5–6 day sailing trip, every journey is designed to feel easy, personal, and deeply rewarding.
All that's left for you to do is step on board, settle in, and enjoy the Greek islands as they're meant to be experienced - by sail. Get in touch today and let's start planning your perfect sailing trip in Greece.
Blue Water Sailing Greece is a boutique charter company founded and managed directly by owners Adriana and Radu. With over 14 years of professional sailing experience in the Cyclades and Saronic islands, we provide expert skippered vacations on our private yachts, Freedom and Albatross. Our deep local knowledge and owner-direct service ensure safe, authentic, and personalized Greek island adventures for families, couples, and groups of friends seeking a private getaway.
Contact UsBy phone / WhatsApp: +30 6933 218 799 |
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