Island
Which Greek island should you visit?
Written by Elena Philippou, who hosts Villa Olivia Clara above Platis Gialos.Updated August 2026
There is no best Greek island. There is a best island for a given set of constraints, and for one ferry line out of Piraeus the constraints resolve to 9 answers: whether you will fly, how much island you want underneath the season, and whether you would rather be somewhere quiet or somewhere with plenty going on. State the constraint and the island picks itself.

Every article on this question ranks islands. The ranking is the problem. It cannot be right for two readers with different plans, so it ends up either generic enough to be useless or specific enough to be wrong for you.
This page covers the 9 islands on the western Cyclades ferry line, because that is the set the numbers cover. If you are choosing between Crete and the Ionian, close this and read someone who knows those. Nothing below applies.
Why the lists don't work
A list has to decide, on your behalf and without meeting you, whether a runway is a feature or a problem. It is a feature if you have one week and small children. It is a problem if the thing you are buying is the absence of a crowd. The same fact flips sign depending on the trip, which is exactly what a ranking cannot express.
So the order below is inverted. The constraint comes first, and the island is whatever the census and the airport list say satisfies it. Of the 9 islands on this line, 7 have no airport and 2 do, and almost everything else follows from that split.
The decision
Read down the questions until one is yours. They are ordered by how much they narrow things: the first cuts the list roughly in half.
- Would you rather not fly again once you land in Athens?
Kythnos, Serifos, Sifnos, Kimolos, Folegandros, Sikinos, Ios
Then it is any of these 7. They are reached by ferry only, which caps how many people can arrive on a given day, and every one of them is a direct sailing from Piraeus on the same line.
- Do you want it quiet, but not so quiet that nothing is open?
Sifnos
Sifnos. It carries the most residents of any island on this line without an airport, 2,777, which is what keeps villages, buses and kitchens running rather than opening for eight weeks a year. Quiet by arrivals, not by emptiness.
- Do you actually want somewhere empty?
Sikinos
Sikinos, by a wide margin, on both population and residents per square kilometre. Be honest with yourself about a full week there: the emptiness is the point and it is also the constraint.
- Do you want plenty going on, and you are not worried about crowds?
Santorini
Santorini, the terminus of the line and several times denser than anything else on it. It is on this list because it is on this ferry, not as a warning.
- You do want to fly, but not to the busiest one?
Milos
Milos. It is the only island on the line with a runway that is not Santorini, which makes it the single answer to that combination rather than one option among several.
Resident population from the Greek census at municipality level, read from the statistical authority's own workbook. Airport status from the published list of Greek airports. Checked 2026-08-23.
If one of those was your question
Where we come into this
We host one villa on Sifnos, so treat the fact that the "quiet but not empty" branch lands on our island with the suspicion it deserves. The defence is that the branch is computed rather than chosen: it names whichever island on this line has the most residents and no airport, and it would name a different one tomorrow if the census did.
The branches that do not land on us are the more useful test. If you want genuinely empty, we send you to Sikinos. If you want plenty going on, Santorini. If you want to fly, Milos. We do not have a villa on any of them and we are not going to pretend our island is the answer to a question it is not.
Common questions
- Which Greek island should I visit for the first time?
- If you have never been and want the postcard, Santorini. If you want to understand why people keep going back to the Cyclades rather than photographing them, start with Sifnos: enough happening to fill a week, no airport, and a direct ferry from Piraeus.
- How do I choose between Greek islands?
- Decide the constraint before you look at any island. Whether you will fly is the single most useful one, because it splits this ferry line 7 to 2 and almost everything about how an island feels in August follows from which side it is on.
- Which Cyclades island is best?
- There is no single answer, which is why this page is a decision and not a ranking. Sifnos for quiet with things open, Sikinos for genuinely empty, Santorini for plenty going on, Milos if you want a runway without the crowds of Santorini.
- Which Greek islands don't have an airport?
- On this ferry line, 7 of the 9. Only 2 have a runway. That is the split that does most of the work, because a ferry's capacity is fixed and a flight schedule's is not.
- Is it a problem to pick an island with no airport?
- It costs time, not effort. Every island here is a direct ferry from Piraeus, and the quiet ones are earlier stops than the busy ones, so they are not detours. Budget the sailing into your first and last day and it stops mattering.
- Can I combine two of these islands?
- Easily, because they are on one line in a fixed order. The sensible pairing is one quiet island and one with more going on, in that order, so the trip ends closer to your flight home.
If the answer was Sifnos
Villa Olivia Clara sits above Platis Gialos, sleeps eight and has its own pool. Elena hosts it herself, which is also why this page will happily send you somewhere else.
See the villa