Multi Day Charters: 3 day sailing trips in the Cyclades

Dedicated to offering our passengers the best of sailing experiences, Spiridakos Sailing have devised so new and exciting sailing trips that go beyond the marine boundaries of our beloved island, Santorini. Multi Day Charters of 3 days, take you to the less known Cycladic islands of Ios, Sikinos and Folegandros or Irakleia, Sxoinousa and Koufonisia. Choose between a motor boat or a catamaran, depending on how many people are joining you, or the sailing experience you prefer!
What’s more, we give you the chance to tailor a sailing trip to meet your exact needs. Have you visited these ones already and would like to discover a different island? We give you this opportunity by allowing you to customise your sea excursion to include islands you have always wanted to visit, but couldn’t find the way to do it.

3 day sailing trips

If you only have 3 days to spend sailing, then you can choose from two of our set itineraries. The mentality behind our two pre-set options is to reveal some less travelled island that are fairly close to our starting point. With our 3 day sailing trips, you get to visit a different island each day!

Ios, Sikinos, Folegandros:
Ios is known for being somewhat of a party island, following Mykonos lead, yet not as cosmopolitan. However, apart from the frenetic nightlife, there are many more attributes to Ios; gorgeous beaches, a beautiful chora (central town) and a labyrinth of alleys. Sikinos is one of the smaller islands, with only 150 inhabitants more or less, so many visitors of Greece have probably never heard of it. It is a refreshing little island that will provide a good opportunity to see a place that is entirely off the grid. Last but definitely not least, Folegandros, the most phenomenal underdog of the Cyclades cluster. Not dissimilar to Santorini’s dramatic charm, with steep and sharp cliffs too, Folegandros should be on everyone’s bucket list to visit at least once. In fact, we will say no more, we will let the photos do the ‘talking’.

Irakleia, Sxoinousa, Koufonisia:
Taking you to even more untravelled Cycladic islands, the second option for a 3 day sailing trips takes you to discover Irakleia, Sxoinousa and Koufonisia islands. Irakleia is a remote island, that will set the mood for the rest of the cruise. Quiet and tranquil, it is the perfect place to begin a 3 day relaxation sailing trip. Sxoinousa island, right next to Irakleia, amplifies moments of seaside serenity. Not crowded, time on these islands runs more slowly and have a different kind of quality to them. Koufonisia are perhaps the most well known of the three destinations, becoming more popular in recent years among those who seek a more ‘alternative’ kind of holiday. Trade luxury for authenticity, and allow yourselves to fully immerse into the vibes of true island life. Incredible, azure and almost exotic beaches and coves of fine sand await in Koufonisia, as well as places of great archaeological interest.