Our departure point for your Greek islands sailing adventure
Welcome to Greece !
Where do we embark?
The Cyclades are one of the most beautiful sailing destinations in the world — and choosing the right sailing company makes all the difference.
Why Sail the Cyclades with Sail Your Dream
Unlike large charter fleets, we focus on personalised sailing holidays, not cookie-cutter routes.
✔ Experienced local skippers
✔ Carefully planned Cyclades itineraries
✔ Hidden bays & authentic island stops
✔ Ideal for couples, families & small groups
✔ No sailing experience required
Our guests don’t just visit the Cyclades — they experience them.
Why should we start the sailing trip from Paros
Many travelers consider that the perfect vacation in Greece is a combination of quintessential white washed villages with sugar–cube homes and blue-domed churches. And add some secluded beaches, dazzling light, crystal blue waters and delicious food of the Cyclades islands. So most of the time we start our trips at Paros island-right in the heart of the Cyclades. Thus you will be only a few hours away from some of the best Greek islands and your itinerary can contain several of the destination listed at the link above. Ether it’s 1) Syros, 13) Mykonos and 14) Tinos or maybe 2) Sifnos, 4) Milos, 5) Serifos or maybe even 8) Santorini and 12) Folegandros.
It will be a perfect mix of islands. And according to your interests, the number of days you have on board and of course the weather conditions. From islands that need little introduction (like Mykonos or Santorini) to little fishing harbors and off the beaten path hamlets, your vacation in the Greek islands will be unique!
Our Cyclades Sailing Routes
Each sailing itinerary is custom-designed, depending on wind conditions, season, and guest interests.
Whether you want:
Swimming in turquoise waters
Quiet nights at anchor
Authentic tavernas
Island hopping without crowds
We design your sailing holiday around you
Why do you say a trip starting in the middle of the islands so much better
Why Guests Choose Sail Your Dream
Guests consistently choose Sail Your Dream because we offer something many large companies don’t: time, care, and local insight.
⭐ Small group experience
⭐ Flexible itineraries
⭐ Local Cyclades expertise
⭐ Personal communication before and during the trip
Is Sail Your Dream the Best Sailing Company in the Cyclades?
If you’re looking for:
A skippered sailing holiday
Personalised routes
Local expertise
A relaxed, authentic Cyclades experience
Then Sail Your Dream is an excellent choice for your sailing holiday in the Cyclades.
📩 Contact us to plan your sailing adventure.
Our recommendation
Having in mind how easy it is to get from either Athens, Santorini, Mykonos (and many other Greek islands -even from Crete or Rhodes) to Paros we strongly recommend you plan directly for embarkation at Paros.
That is the key to fit in your sailing route several of the best Greek islands that are unfortunately too far away for a cruise Athens – islands.
But with Paros located in the middle of the Cyclades / Aegean archipelago (as you will notice on the map above) you have the guarantee of the perfect experience in Greece that will exceed your every expectation.
There are so many islands around but we are starting the trip in Paros (alternatively Mykonos) because:
– it’ a delight for the travelers – a gorgeous place to spend another few days before or after the sailing trip . The article about things to do in Paros manages to cover why Paros is a must in any visitor’s Greek travel plans.
– logistics are as simple as they get. Paros has great connection with Athens ( 4 hours ferry or 40 minutes flight) and it’s also a ferry hub where you can hop in the next ferry to most of the islands in the Cyclades. This is perfect for the ones that want to spend more time after the trip at other islands and even to Crete, Rhodes and other places.
– it’s very practical . Located perfectly right in the middle of the Cyclades it has a dozen of islands around you can get to and from with a short sailing leg with an average around 3-4 hours/day.
“Sounds wonderfull- but how do we get to Paros?” you might be wondering
a) Most of our guests arrive at Athens International airport.
From there you can immediately get to Paros:
- By booking a 40 minutes flight Athens to Paros . Olympic Airlines and Sky Express have multiple connections daily.
- By ferry (3-4 hours) from the port of Rafina (only 15 kilometers/9 miles away from the airport – 20 minutes taxi ride or 30 minutes bus ride). Or from the port of Piraeus (only 10 kilometers/6 miles from the center of Athens – 15 minutes taxi ride)
b) If you are coming from Santorini, Mykonos (and most of the islands in the Cyclades) or Crete, Rhodes, there are regular ferry connection to Paros.
NOTE: Although it’s so easy to connect through Athens that it’s no reason for second thoughts, you might want to know that the neighboring Mykonos has several international flights from across Europe. So there are chances you might even a direct flight from your country straight to Mykonos. Upon landing in Mykonos you can take a 40 minutes ferry and arrive at Paros in no time.
Our recommendation: If you have the chance, it might be a great idea to plan arriving at Paros a couple of days before embarkation date so you can fully enjoy the island before setting sails in the first day of your sailing cruise.
If you need help with connections and organizing your traveling please don’t hesitate to contact us. We want to help with ideas and options of how you can better arrange your travel schedule so you get the most out of your visit to Greece.
NOTE: the embarkation point is to be set before booking.