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Set sail and prepare for adventure, culture, and cherished memories !

Sailboat Charter Itinerary for sailing in Greece - Itineraries and suggestions for unforgatable sailing vacations in the Greek islands

Short Greek Islands Cruises with Big Variety

3-7 day route options crafted for travelers who want meaningful sailing in limited time

Compare compact route structures and choose the best mini-cruise format for your timing, interests, and preferred departure base.

Choosing the best destination for your vacations in Greece can be a challenge since all the Greek islands are simply amazing. So why limit your holiday to just one or two of the Greek islands when you can visit Greece in the best possible way: on board your own private skippered yacht hopping from one island to the next.

Starting from the heart of the Cylades, the island of Paros, we'll set sail to some of the most iconic and enchanting islands in Greece. Each day promises a new adventure. The itineraries are carefully created to ensure a perfect blend of relaxation, exploration, and cultural immersion.


During the sailing trips, you'll have the opportunity to indulge in delicious local cuisine, visit ancient ruins, and partake in various water activities such as snorkeling, swimming, and diving. Each island is a treasure trove of experiences, from exploring hidden coves and secluded beaches to wandering through charming streets lined with bougainvillea.


Note: Itinerary is subject to weather conditions.
In calm to moderate weather we can take the itinerary you like best from the options below. However, if strong winds are announced any of the days, the exact itinerary and program will be changed to adjust to weather conditions for a safe sail and anchorage at a sheltered harbor/bay.
The final itinerary is always set on board after checking the weather forecast.

Our goal is to provide a comprehensive and unforgettable sailing adventure, ensuring that you experience the very best of what the Greek islands have to offer.




           




7 Days Routes in the Greek Islands

Week-long route structures from Paros and Athens for different sailing styles

Select an island below to view its photo album and compare route character before choosing your mini-cruise direction.



Sailing Itineraries from Paros


- sailing around the Cyclades islands -
Mykonos, Santorini, Paros, Naxos and many more


White washed villages & unwind at sandy beaches



Departing from Paros, in the heart of the Cyclades, we have at least 4 routes we can sail, giving us the possibility (depending on the itinerary chosen) to visit places like :

Sailing Itineraries if you depart from Athens


- sailing around the Saronic islands/ Peloponnese coast and Western Cyclades -
Poros, Aegina, Epidaurus, Kea, Kythnos and others


Neoclassical architecture, pine forests and orange/olive groves



Departing from Athens, there are 2 routes you can sail, giving you the possibility (depending on the itinerary chosen) to visit places like:

Poros Aegina Ancient Epidaurus Kea Kythnos Serifos mooring in the bay, access to shore by dinghy Hydra


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5 Days Routes in the Greek Islands

Mid-length mini-cruises with balanced sailing and island exploration time

Compare route structures below to choose the best 5-day rhythm for your group.


Sailing Itineraries from Paros


- sailing around the Cyclades islands -
Mykonos, Paros, Naxos, Syros and more



Departing from Paros, in the heart of the Cyclades, we have at least 3 routes we can sail, giving us the possibility (depending on the itinerary chosen) to visit places like :

Sailing Itineraries if you depart from Athens


- sailing around the Saronic islands/ Peloponnese coast and Western Cyclades -
Poros, Aegina, Epidaurus, Kea, Kythnos and others



Departing from Athens, there are 2 routes you can sail, giving you the possibility (depending on the itinerary chosen) to visit places like:



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4 Days Routes in the Greek Islands

Compact routes focused on signature stops and smooth daily transitions

These 4-day plans prioritize short passages and high-quality island time.


Sailing Itineraries from Paros


- sailing around the Cyclades islands -
Schinoussa, Folgandos, Sifnos and more



Departing from Paros, in the heart of the Cyclades, we have at least 2 routes we can sail, giving us the possibility (depending on the itinerary chosen) to visit places like :

Sailing Itineraries if you depart from Athens


- sailing around the Saronic islands/ Peloponnese coast -
Poros, Aegina, Epidaurus and others



Departing from Athens you have the possibility (depending on the itinerary chosen) to visit places like:



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3 Days Routes in the Greek Islands

Fast-track mini itineraries for a short but meaningful sailing break

Ideal for travelers who want private sailing highlights in just a long weekend.


Sailing Itineraries from Paros


- sailing around the Cyclades islands -
Mykonos, Paros, Syros



Departing from Paros you can visit places like:

Sailing Itineraries if you depart from Athens


- sailing around the Saronic islands -
Poros, Aegina



Departing from Athens you can visit places like:



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Full-Week and Two-Week Private Cruises

If your short cruise might extend into a full itinerary, this section helps you compare the classic longer-format private sailing holidays.

A useful planning bridge between mini-cruises and a complete private charter in Greece.


7-14 Day Private Cruise Details


3-5 Day Skippered Sailing Trips

These focused options are perfect when you want a compact sailing break with high flexibility and island variety.

Designed for travelers seeking a short private sailing holiday in Greece without sacrificing authenticity.


View 3-5 Day Sailing Programs

Meal Options for Mini Cruises

On shorter itineraries, most guests prefer a simple formula: light breakfasts and snacks onboard during the day, then dinner ashore at local island tavernas. This keeps your schedule flexible and lets you enjoy authentic Greek food where it is best.

Provisioning is easy: you can stock fruit, salads, cheeses, breads, and drinks before departure or during island stopovers. It is practical, affordable, and ideal for 3-7 day sailing plans.

This combination gives you comfort onboard and stronger local experiences ashore, with no need for a heavy catering setup on a compact cruise.


Let us plan for you the perfect route around the Greek Islands for that unforgettable sailing holiday.

Greece offers and incredible diversity of islands that will fully satisfy even the most demanding visitor: the astonishing Serifos, the magical Paros or the beautiful Naxos, the unique Milos, the romantic Sifnos, the pitoresque Poros, the cosmopolitan Mikonos just to name a few. A sailing cruise will ensure you relaxing and personalized vacations to the best Greek islands.


Owner-Operated Excellence Since 2012

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.

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+30 6933 218 799

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