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The Portara, a marble gateway on its islet at Naxos, with Naxos Town visible through it and the harbour beyond
Destinations

Santorini, Mykonos or somewhere quieter: choosing Greek islands for a first trip

By Live Traveller18 min readPublished October 3, 2026

Most first trips to Greece try to hold too many islands. How Santorini, Mykonos, Naxos and Paros differ, how long the boats between them really take, and what a week can hold once Athens is counted.

One island, or two at most

On a first trip of about a week, plan two nights in Athens and then one island, or two islands at most. Santorini is the one to choose if the caldera view is the reason you are going. Mykonos suits you if you want beaches, a handsome old town and late evenings. If what you want is long sandy beaches, villages and fewer people, Naxos or Paros will give you more of that than either of the famous two.

The limit on a Greek island trip is not the number of islands that look good in photographs. It is the boat. Every extra island costs most of a day, and some of the links people assume exist only run for part of the year. Choose the islands by what you want your days to be, then check that the sea between them cooperates in the month you are travelling.

Why the map misleads

Santorini, Mykonos, Naxos and Paros all belong to the Cyclades, the group in the central Aegean that Visit Greece describes as circling the sacred island of Delos. On a map they sit close together. By sea they do not behave that way.

From Piraeus, the main port of Athens, a ferry to Santorini takes somewhere between five hours on a high-speed boat and eight or more on a conventional one. Mykonos is nearer: roughly two and a half to six hours from Piraeus, a little less from Rafina on the east coast of Attica. The two islands are not neighbours either. The fastest boat between Mykonos and Santorini takes a little over two hours and the slower ones about three and a half.

Flying shortens the first leg. Athens to Santorini is about fifty minutes in the air and Athens to Mykonos a little less. Between the two islands, though, direct flights are rare, and the usual air route is back through Athens. For most people the boat is the only sensible way to move from one island to the next, which is why the choice of islands and the choice of month have to be made together.

Approximate journey times, from published timetables (they vary by vessel and season)
JourneyRoughly how longWhen it runs
Athens (Piraeus) to Santorini by ferry5 to 8 hours or moreAll year, fewer sailings in winter
Athens (Piraeus) to Mykonos by ferry2.5 to 6 hoursAll year, fewer sailings in winter
Athens to Santorini or Mykonos by airUnder an hourAll year
Mykonos to Santorini by ferry2 to 3.5 hoursSeasonal: roughly spring to autumn
Santorini to Naxos by ferry1 to 2.5 hoursAll year
Naxos to Paros by ferryUnder an hour on a direct boatAll year
Mykonos to Paros or Naxos by ferry35 minutes to 2.5 hoursSeasonal: roughly spring to autumn

Santorini: the view, and what it costs you

Santorini is the rim of a volcano. The villages of Fira, Imerovigli and Oia sit along the edge of a flooded caldera, and the experience people travel for is looking across it, at breakfast, at sunset and from the path that links the villages. Nothing else in the Cyclades looks like it, and that is a fair reason to go.

It helps to know what Santorini is not. It is not a beach island in the usual sense: its beaches are volcanic, with black and red sand and pebbles, and they are interesting more than they are comfortable. It is also the busiest island in the group. Cruise ships anchor in the caldera, and although the port authority caps cruise visitors at 8,000 a day, Fira and Oia are noticeably fuller in the middle of a cruise day than early or late.

Beyond the view there is the Bronze Age town of Akrotiri, buried by the eruption that shaped the island, and a wine tradition worth an afternoon. Three or four nights is enough for most first visits. Santorini suits couples and anyone marking an occasion; it is less obviously a fit for families with small children, because the caldera villages are built on steps.

Whitewashed houses of Imerovigli along the rim of the caldera cliffs on Santorini, seen from the sea
Imerovigli, on the caldera rim of Santorini

Mykonos: beaches, a town and a late night

Mykonos is a different kind of island. Its old town, Chora, is a tangle of whitewashed lanes above a small harbour, with the windmills and the waterfront houses of Little Venice at one end. The beaches along the south coast are sandy and organised, and the island has the busiest evening life in the Cyclades. If your picture of a Greek holiday is a day on the sand followed by a long dinner and a walk through lit lanes, Mykonos delivers it.

Its other draw is next door. Delos, a short boat ride away, is the sacred island of the ancient Greek world and a UNESCO World Heritage Site. Nobody stays overnight; you go for a morning among the ruins and come back. The boats depend on the weather, so it is worth going on your first calm day and not leaving it to the last.

Mykonos is also the island most exposed to the meltemi, the strong north wind of high summer. On windy days the south-coast beaches are the sheltered ones. Two or three nights is the usual stay. It suits groups of friends and couples who want energy; travellers looking for quiet will find it only outside July and August.

Somewhere quieter: Naxos and Paros

If the two famous islands sound like more crowd than you want, the alternative is not obscure. Naxos and Paros sit in the middle of the Cyclades, on the main ferry line between Athens and Santorini, and they offer the things the famous two are short of.

Naxos is the largest island in the group and, in Visit Greece’s words, the most fertile. It has long sandy beaches on its west coast, a marble gateway from an unfinished ancient temple standing over the harbour, and a mountainous interior with old villages such as Halki, Filoti and Apeiranthos. It is the island for travellers who like to hire a car, eat well and swim without planning the day around a view.

Paros is smaller and a little more polished. Parikia is the port and Naoussa, in the north, is a fishing harbour turned into the island’s prettiest town. The beaches are sandy, the island is known for windsurfing and sailing, and small boats cross many times a day to Antiparos. Paros is also one of the best-connected islands in the group, which makes it an easy middle stop.

Neither island is undiscovered, and in August both are busy. They are quieter than Santorini and Mykonos in the sense that matters: no cruise crowds at midday, more space on the sand, and a pace set by residents as much as by visitors. For families and for anyone who wants to slow down, one of them is often the better second island.

Small fishing boats moored in front of whitewashed buildings in the harbour at Naoussa, Paros
The harbour at Naoussa, Paros

Why Crete is a different trip

Crete appears on many island-hopping wish lists, and it is a different proposition from the others. It is the largest island in Greece and not part of the Cyclades at all. Its land area is more than three times that of the whole Cyclades group, and driving from one end to the other takes over five hours.

Crete has its own cities, the Venetian harbour of Chania, the Minoan palace of Knossos near Heraklion, gorges and a long south coast. That is a week’s holiday in its own right. A fast boat links Heraklion with Santorini in about two hours from roughly April to October, so in season an island route can finish in Crete and fly home from there, which makes a neat ending. Two nights at the end of such a route shows you one corner of the island, around Heraklion and Knossos. To see Crete itself, give it a trip of its own.

How many islands fit in a week

Start by counting what is left after Athens. Seven nights with two in the capital leaves five. Each island move takes most of a day once you add the transfer to the port, the wait, the crossing and the check-in at the other end. One island gives you five unhurried nights. Two islands gives you two nights on one and three on the other, with a travel day between them.

For a trip with room to breathe, then, two islands is the most a week holds, and it works best when the hop is short. Santorini with Naxos or Paros is the gentlest pairing: the crossing is an hour or two and the boats run all year. Mykonos with Santorini is the famous pairing and the harder one, because the direct boat is seasonal and takes two to three and a half hours.

More is possible, and it is worth being clear about the difference. In season, an itinerary with the ferries, port transfers and hotels arranged in advance can cover Athens and two islands in six nights, or three islands in eight, at two nights each. Several of our own itineraries do exactly that, and they suit travellers who would sooner see more places than linger in one. What they give up is slack. A two-night stop is one full day, and a cancelled boat has to be absorbed somewhere. The advice in this article describes the pace most first-time visitors enjoy most, not the limit of what can be done.

What different trip lengths hold, as a starting point
NightsA plan that worksWho it suits
6Athens 2, Santorini 4Couples and honeymooners who want the view and no rushing
7Athens 2, then Santorini 3 and Naxos or Paros 2First-timers who want the caldera and a beach island
7 or 8Athens 2, Mykonos 2 or 3, Santorini 3 (in season only)Travellers set on both famous islands who accept one long boat day
10Athens 2 or 3, then Santorini, Naxos and ParosSlower travellers and families

Where Athens fits

Almost every international arrival lands in Athens, and it is worth more than a transit. The Acropolis alone justifies a full day. Entry is by timed slot, with a daily cap on visitors, so the visit has to be booked for a specific hour. In a heatwave the site has closed during the hottest part of the afternoon, sometimes at a day’s notice, which is one more reason to book a morning slot in summer.

Two nights at the start is the plan that works for most people: one evening to arrive and recover, one full day for the Acropolis and its museum, and a morning departure for the islands. The metro runs from the airport to the city centre in about forty minutes and on to Piraeus in about an hour.

There is a case for keeping one Athens night for the end of the trip as well. If your last island leg is a ferry, do not plan it for the same day as your flight home. Give yourself a night in Athens in between, or fly from the island to Athens that morning.

Ferries, wind and the season

The Greek ferry network is extensive and, most of the time, dependable. Two things catch first-time visitors out. The first is the meltemi. In July and August this north wind can blow hard for days, and port authorities suspend sailings when it does. High-speed boats tend to be affected before the large conventional ferries. It happened on the busiest weekend of August in 2026, and it will happen again.

The second is the calendar. Many inter-island routes are seasonal. The direct boats between Mykonos and Santorini, and between Mykonos and Paros or Naxos, run from roughly April to October, give or take a few weeks at either end. In winter the dependable backbone is the conventional ferry from Piraeus through Paros and Naxos to Santorini. Summer timetables are usually announced only in spring, so a trip planned in winter rests on last year’s pattern until the new schedule appears.

For the season itself, May, June, September and early October are the months that balance warm weather, a swimmable sea and thinner crowds. July and August are the hottest, busiest and windiest. From November to March many island hotels and restaurants close, especially on the caldera in Santorini and across Mykonos, and the islands are a quiet, cool trip of a different kind.

Choosing by the kind of trip

For a honeymoon, Santorini on its own, or Santorini followed by Naxos or Paros, is hard to improve on. The first gives you the setting and the second gives you somewhere to rest after it. Adding Mykonos turns a restful week into a busy one.

For first-time sightseeing, with ruins as well as sea, give Athens its two nights and choose one island with something to see beyond the beach: Santorini for Akrotiri and the caldera, or Mykonos for Delos.

For a family, or for anyone who wants to travel slowly, the middle islands are the better base. The beaches are sandy and shallow, distances are short, and a hire car opens up the villages. Paros and Naxos together, less than an hour apart, make a calm week.

For friends who want evenings out, Mykonos is the obvious choice, ideally in June or September when it is lively without being at full stretch.

Choosing, step by step

Decide the month first, because it settles which boats exist. Then decide whether the trip is about a view, a beach or a town, and let that pick the first island. For an unhurried trip, add a second only if you have at least seven nights and the crossing between them is short. If you find yourself listing four islands, the trip you are describing needs ten nights or more, and it will be a better one for having them.

Planning your Greece trip

If you are still weighing Greece against its neighbours, our comparison of five countries for a first Europe trip sets out what each does best, and our Europe itineraries for 7, 10 and 14 nights show how Greece fits a longer route. The Greece guide covers the country and its seasons, and the island pages for Santorini and Mykonos go into what to do on each. Greece is a Schengen country; our Schengen visa guide explains the application.

Our itineraries follow the same reasoning. Athens and Santorini in six nights is the one-island version. Athens, Santorini and Mykonos in eight nights gives the famous pairing the extra time it needs, and Greek Islands in Depth spends ten nights across Santorini, Naxos and Paros. See every Greece itinerary; each can be reshaped around your dates and the islands you choose.

Sources

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