2024 Cyclades Island Hopping Guide – Greece Travel

Chasing the Donkey may include affiliate links - if you decide to make a purchase through these links, we receive a commission without any additional cost to you. Disclaimer & privacy policy.
Post author Gabi

Written by our local expert Gabi

Gabi is an award-winning writer who lives on the Island of Crete in Greece. She is an expert in Greek travel and writes guides for the everyday traveler.

Here is everything you need to know about Cyclades island hopping. We have the best routes to take for Greek island hopping in the Cyclades, and of course, find out what the best beaches in the Cyclades are.

Greece Travel Blog_Cyclades Island Hopping Guide

This is the guide you need when planning your Greek Cyclades island-hopping adventure. My guide highlights all the most beautiful islands you should visit when exploring the Aegean Sea.

Before you jump on that ferry from Athens to the Cyclades Islands, read ahead to discover how many islands are in the Cyclades, the best routes to take for Greek island hopping in the Cyclades, and, of course, find out what the best beaches in the Cyclades are.

How Many Islands Are In The Cyclades

The Greek Cyclades include approximately 220 islands. The name “Cyclades” relates to the shape of the islands – they form a circle around the sacred island of Delos. You should know that most of the smaller islands are uninhabited.

The major islands are:

Visiting The Cyclades Islands Greece

Little boy admiring Santorini With Kids, Greece

Greek island hopping is the most brilliant way to spend your time visiting Greece. It’s a fantastic way to understand the local lifestyle and tune in to the times and rhythms of the countries.

There are different and varied ways to go island hopping in Greece; however, the idea behind this guide is not to see the highest number of islands in a short time but to see the best of them, taking a more relaxed experience.

To put it clearly, more islands are not always better. You will certainly not optimize time and end up tired and confused, uncertain of where you’ve been and what you’ve seen.

For this reason, our one-week Cyclades itinerary includes only three islands, and our two-week itinerary just five. Remember that you should also devote at least two days to Athens since this is the port of departure, so take it easy and enjoy the best of Greece.

Best Time To Island Hop The Cyclades

August is the hottest month in Europe for travel, not just because of the high temperatures but because half of the continent has summer holidays.

If you can avoid August, you’ll be able to find more convenient fees for almost everything, the weather will still be warm and pleasant, and you’ll see fewer crowds everywhere.

If you insist on traveling during August or have no other chance, then the first golden rule to follow is to make sure you book early. Remember that many Greeks have holidays in August so that ferries can be booked.

The best months to go island hopping in Greece are May and June before the crowded months of July and August, or the end of September when the weather is still charming, but families with kids are already back home because school is about to begin.

If you choose to travel in less popular months, such as April and October, remember that ferries don’t have a high frequency, so some islands might be more challenging to reach.

Best Islands In The Cyclades

In this section, we highlight our favorite Cyclades islands, the reasons to visit them, and the reasons to avoid them if your time is limited.

These tips and suggestions are here to help you decide which places to visit according to your travel style and the things you like to experience when on vacation.

Santorini

Winter in Greece - Small town Oia on Santorini

Greece’s stunningly beautiful and charming Santorini star island is often included in everyone’s first-time Greek Island hopping itinerary.

Romantic whitewashed villages over the edge of the Caldera and blue-domed churches are part of the traditional landscape we all expect to discover on the island.

The beaches in Santorini are certainly not the best ones in Greece. Nevertheless, this guided tour lets you explore all the popular sights in Santorini. You should visit Santorini if the unique landscapes interest you and if you are not just about beach life and suntanning for hours.

The most popular tours in Santorini:

 

 

Santorini is also a good option since there are direct flights from almost any European country; this makes your itinerary easier and might even help you skip a stop in Athens.

Among the reasons not to choose this island, high prices and huge crowds all year long are probably the most important ones. The island is so popular that it’s challenging to find a time of the year when you’ll find it quiet.

As we also said before, there are better places to go in Greece regarding beach life. Here, most beaches are windy, or there’s nowhere golden sand to be found. The underwater panorama is rocky and can be dangerous for small children. In fact, you should remember that Santorini is, after all, an extinct volcano.

Remember, since Santorini is the island farthest from Athens, it is always better to make it the first destination if you’re traveling by ferry; this way, you can cross your path up from Santorini to get back to Athens at the end of your island hopping experience.

Mykonos

Mykonos To Crete - Crete To Mykonos Guide

Another famous Greek Island, Mykonos, is known for its glamour and crazy nightlife, expensive boutiques, and super high prices. Whitewashed landscapes are also part of Mykonos’ panorama, while the island also has something Santorini doesn’t: amazing beaches.

There are direct flights from several European cities, too, so Mykonos offers an excellent opportunity to travel to Greece without reaching Athens,

Mykonos is exclusive and glamorous; it’s a place where celebrities choose to spend their summers, so expect very high prices for anything you want to do, from riding a taxi to buying a bottle of mineral water. Everything costs more in Mykonos! Being a cruise ship destination, the island can sometimes feel overcrowded.

Mykonos Island, however, has some pretty beaches, including Elia, Ornos, and Super Paradise. Other than that, if you’re a fan of Greece’s past, Delos’s archaeological site is an incredible island that can easily be visited from Mykonos.

The most popular tours in Mykonos:

 

Delos

Archaeological Sites In Greece - Ancient amphitheatre, Delos island, Greece

The sacred island of Delos is one of the most fascinating archaeological sites you can choose to visit in Greece. A visit to the site can make an excellent day trip if you’re spending your holidays on the island of Mykonos.

Delos is a small islet a few miles from Mykonos and a UNESCO World Heritage Monument. According to Greek mythology, the island was where the god of light, Apollo, and his twin sister Artemis were born.

A sacred place in ancient times, the most remarkable places to discover include the Agora, the Temple of Apollo, and the famous Avenue of the Lions. There’s also a small museum on the island with objects found in the place during the excavations.

You can’t stay on the island, so it’s best to add this stop while you are in Mykonos to take a boat there and back in a day.

Private Transfers

Naxos

Lesser-Known Greek Islands - Naxos
Naxos, Greece

Home to some of the most beautiful beaches in the Cyclades, the island of Naxos is enormous and hard to visit in a short time. If you’re happy seeing only a tiny portion of the island, then add it to your Cyclades island-hopping itinerary.

Prices are affordable compared to other Greek islands, and there are not many reasons you should exclude Naxos. Maybe it’s not as cosmopolitan as Mykonos or Santorini, but for many tourists, that’s the real beauty of it. The island is green and has enchanting mountain villages you can visit. The food is wonderful, balancing incredible landscapes, top archaeological sites, outstanding beaches, and many interesting activities with kids. In a way, it is a perfect destination that you should not miss in your itinerary.

Paros

CycladesIslandHopping - Paros Island

Another fantastic Greek island is Paros, which is just a quick ferry ride from Naxos. It’s much more popular among young Greek crowds, making it lively and crowded during peak season.

Paros is the ideal fusion between Mykonos with its trendy beach clubs, eateries, and Naxos, thanks to the fantastic beaches and authentic inland villages.

On the downside, it can be considered more fit for a younger crowd, so if you’re after a family place, relaxing and quiet, then Paros could be replaced by Naxos in your itinerary.

Having reached a favored status, chosen by young people who cannot afford a holiday in Mykonos, has made prices go up a little, not much, but definitely noticeable by Greece’s standards.

Those traveling on a budget should remember this and plan well ahead to avoid unpleasant surprises.

Ios

Port of Ios, Greece - Things to do in Ios Greece

Superb beauty, astonishing beaches, and incredible whitewashed landscapes are also part of the Ios atmosphere. Ios is one of the most beautiful Aegean islands you can visit, yet it has earned the fame of being an island for young people and party animals… Not so much so, but indeed, there’s some truth beneath this common belief.

Ios can be considered the party capital of the Cyclades; there are plenty of clubs and bars, and night beach parties are part of the deal, too. This makes Ios an option for teens and young adults who are less loved by families.

Milos

CycladesIslandHopping - Milos Island (Kleftiko Cove)

Milos is a small, pretty, and quiet Greek Island in the Cyclades, easy to visit quickly. The island features incredible things to do despite being relatively small. You can explore traditional white villages, check archaeological sites, eat delicious food in authentic Greek tavernas, and relax on the island’s magnificent beaches.

Sharing the exact volcanic origin as Santorini, Milos is one of the many magnificent Greek Islands at the southernmost part of the Cyclades Island cluster. And it’s precisely because of its volcanic past that Milos has a stunning lunar landscape and bizarre coastline with some of the most exotic beaches you can find in Greece.

Although Milos has been blessed with some of the most beautiful beaches of the Aegean, some of these unique beaches are very hard to access without a boat. This means that those who are not so keen on swimming might have difficulty reaching the water by jumping from a boat.

Despite beautiful beaches being a key trademark of Milos, this moon-like landscape may not be the right place for you if you prefer traditional sandy beaches.

Folegandros

Brands We Use And Trust


Closest Islands to Santorini - Folegandros island Panaghia church

Folegandros is by far one of the less-visited islands in Greece. It’s gorgeous, peaceful and calm.

Spend time in Hora, the main port, perched on a cliff overlooking the Aegean. Roam the pedestrian-only center and take time to admire the picturesque view from the dramatic cliffs.

Folegandros is further south; low season times (think of May and October) still offer impressive enough beach weather. We suggest spending time at Karavostasi Beach; with its fine pebbles, you will need beach shoes, but it’ll be worth it. Rent a sunbed under the shade and curl up with that book you’ve been waiting all year to read.

Syros

Syros Island Greece_Ermoupoli town

Syros is a small but prosperous Cycladic Island, the capital of the Cyclades. A relatively recent touristic development makes it entirely off the beaten track and relatively free from mass tourism. It’s a perfect place for a tranquil holiday and ideal for enjoying pristine, empty beaches, traditional villages, excellent gastronomy, and local music.

Syros Island is famous for its excellent restaurants, its rebetika music, and some delicious sweets such as loukoumi (Turkish Delight), mandolata (nougat), and halvadopita (a softer kind of nougat).

Ermoupolis, the capital of Syros, shines with a myriad of neoclassical mansions of exquisite taste and elegance, beautiful churches, and romantic alleys. The city is also close to some of the most amazing Syros beaches, most of them concentrated on the southern and western coasts.

Kythnos Island

Kythnos Island_Kolona two sided sandy beach

Kythnos is a relatively mountainous Cycladic island destination, not far from Athens, making it a convenient and nearby destination for a weekend or a short escape from Athens.

The coast of Kythnos boasts over 70 different beaches, so there’s no shortage of magnificent places to swim and sunbathe on the Aegean, including the lovely strip of Kolona Beach on the northwest of the island that connects Kythnos to the islet of Agios Loukas.

The island offers many outdoor activities and unique spots like hot springs and caves.

QUICK GUIDE TO CYCLADIC ISLANDS

For Beach Lovers

  • Mykonos
  • Andros
  • Koufonisia
  • Ios
  • Folegandros
  • Kythnos
  • Donoussa
  • Sifnos
  • Iraklia
  • Naxos
  • Serifos
  • Sikinos
  • Schinoussa

For Party Animals

  • Mykonos
  • Ios
  • Antiparos

For History Buffs

  • Santorini
  • Naxos
  • Paros
  • Tinos
  • Andros
  • Delos
  • Milos
  • Syros
  • Koufonissia

To Escape The Crowds

  • Anafi
  • Folegandros
  • Ios
  • Kimolos
  • Serifos
  • Sikino
  • Amorgos
  • Folegandros
  • Tinos

For Foodies

  • Sifnos
  • Tinos
  • Paros
  • Milos
  • Naxos

Best Route Options For Cyclades Travel

Easter In Greece - Santorini Church

In this Cyclades island-hopping itinerary, we show you what islands you should naturally visit. We know that not all the islands included here will be part of your trip, which allows you to plan the trip better.

As mentioned above, the best thing you can do is start your trip from the island further from Athens, which is Santorini. You can get there by ferry (from 6 to 10 hours ferry trip) or by plane in less than an hour.

You’re not tired and full of energy at the beginning of your trip, so the long journey will not look so long. Once you have visited the whitewashed island, the famous Caldera villages, and the black beaches, you should move on to the Ios if this island is also included in your itinerary.

Ios is the closest island to Santorini, meaning several boats and ferries connect both islands daily.

The trip is less than an hour, so you can certainly add it to your trip if you love parties and renowned beaches, too. Also, Milos has ferry connections to Santorini, so this is another option to move forward on your route if you intend to skip Ios.

Paros and Naxos are the two following islands you should visit. Both are easy to reach from Ios island, so they are the ones that should come next. Being bigger and with plenty of things to do, we suggest you start visiting Naxos, which is also very close to Santorini, something you should consider if Ios is not part of the islands you plan to visit.

If you love more traditional places, entirely off the beaten track, it’s not a bad idea to drop Paros and, from Naxos, head directly to Amorgos. The island is a magnificent destination if you love to hike or are longing to spend a relaxing holiday, where a simpler lifestyle is a priority for you, instead of parties or nightclubs.

Mykonos is connected via ferry only with Naxos, Ios, and Santorini. So, remember this if you plan to include it in your Cyclades itinerary.

Which Cyclades Islands Have Airports

Although we know that ferry travel is the quintessential part of island hopping, getting to an island by plane can save much time.

Islands With International Airports In The Cyclades Are:

  • Mykonos
  • Santorini

Islands With Domestic Airports In The Cyclades Are:

  • Syros
  • Paros
  • Naxos
  • Milos

Airports allow you either to begin or end your trip without even setting foot on a ferry from Piraeus.

Best Beaches In The Cyclades Greece

These are the best beaches in the Cyclades Islands mentioned in this article:

Santorini

Santorini With Kids - Perissa beach

The most scenic beach on the island is the Red Beach, which is more interesting for the landscape than for the actual beach facilities. If you like weird landscapes, also visit White Beach and Perissa, the black beach.

Mykonos

Best sandy beach in Greece - Super paradise beach on the greek island Mykonos, Greece.

Mykonos has more beautiful beaches than Santorini; some of the favorite ones are Super Paradise, Elia, and the exclusive area of Cavo Psarou.

Naxos

According to many travelers, Plaka is the most beautiful beach in Naxos – one of the top beaches in Greece. It has fine golden sand and turquoise waters. The beach is very wide and safe for children.

Paros

Paros has gorgeous beaches; Santa Maria is a broad, sandy shore loved by families traveling to Greece. Kolymbithres is a bizarre shore with a lunar landscape and soft rocks eroded by the wind and the sea.

Ios

Mylopotas is the most famous beach on Ios Island. It has unique azure and emerald waters and is a perfect place for water sports.

Milos

Tsigrado beach, Milos island, Cyclades, Greece - Sandy Beaches In Greece

The most famous beach on the island is Tsigrado, while Sarakiniko is another favorite beach you can visit in Milos.

Amorgos

One of the most famous beaches in Amorgos and the rest of the Cyclades is known as Mouros Beach.


Cyclades Island Itinerary 1 Week

Where To Stay In Athens - Hotels In Athens - Plaka

As we have mentioned, a one-week itinerary of the Cyclades can offer you the possibility of seeing two or three Cyclades islands without stress and running around.

Adding more islands to a week can result in stressful experiences.

According to what we mentioned before, these are three good itinerary options:

Option 1: Santorini – Milos – Ios – Athens

Option 2: Santorini – Paros – Naxos – Athens

Option 3: Santorini – Naxos – Amorgos – Athens

Cyclades Island Hopping Itinerary 14 Days

When you have more time available, you can fit one or even two more islands into the itinerary, provided that the last two are very close to each other.

Here are 10 Cyclades island hopping route suggestions

  • Option 1: Santorini – Ios – Naxos – Mykonos
  • Option 2: Santorini – Paros – Naxos – Mykonos
  • Option 3: Santorini – Milos – Paros – Naxos – Mykonos
  • Option 4: Mykonos – Syros – Paros – Naxos – Ios – Folegandros – Milos
  • Option 5: Kythnos – Serifos – Sifnos – Kimolos – Milos
  • Option 6:Andros – Tinos – Mykonos – Naxos
  • Option 7:Tinos – Mykonos – Naxos – Paros – Ios – Santorini
  • Option 8: Syros – Mykonos – Naxos – Ios – Santorini
  • Option 9: Paros – Naxos – Iraklia – Schinoussa – Koufonisia – Amorgos
  • Option 10: Santorini – Ios – Paros – Naxos – Mykonos

All these three options can end with a flight or ferry to Athens or a direct flight within Europe.

Now you have all the information you need to island-hop the Cyclades in Greece – we hope that you enjoy your trip to Greece.

FAQs Guide

ISLAND HOP THE CYCLADES FAQs

What are the Cyclades Islands known for?

The Cyclades, a stunning island group in the Aegean Sea, are known for their unique island-hopping experience. Each island, from the most popular islands like Mykonos and Santorini to quieter ones like Folegandros, boasts its own distinct character and charm. Renowned for their narrow streets, beautiful sunsets, and crystal-clear waters, these islands are some of the best Greek islands for tourists. The high season sees these islands bustling with activity, especially in main towns like Mykonos Town and the capital city of Parikia in Paros.

What are the highlights of the different islands in the Cyclades?

The featured islands in the Cyclades each have their unique highlights. Folegandros offers a peaceful ambiance and a beautiful main village. Santorini, a volcanic island, is famous for its spectacular geography and beautiful sunset views from Oia. Paros is known for its tranquility and the and lovely port town of Naoussa. Mykonos boasts glamour and a vibrant nightlife, with its Little Venice being a favorite place for many. Delos holds historical significance, Syros exudes elegance, and Kythnos features beautiful beaches and acrystal-clearear waters.

What is a recommended method to travel across the Cyclades?

A small ship tour is highly recommended for traveling across the Cyclades. It provides a direct route to the islands, including both larger islands and small, quiet islands. These tours offer excellent choices for efficient travel between locations, including the opportunity for swim stops in crystal-clear waters. Ferry schedules, particularly with companies like Blue Star Ferries, are also a good option, especially if you’re planning your own trip.

When is the best time to visit the Cyclades?

The best time to visit the Cyclades is during the shoulder season, particularly in late September or October. During these months, the weather is still pleasant, but you avoid the huge crowds of tourists and the extreme heat of the summer months. This period is also potentially less expensive, making it a perfect time for those looking for a mix of good weather and value.

What are the travel options to the Cyclades?

Travel to the Cyclades can be achieved via international flights directly to islands like Santorini and Mykonos or through a domestic flight to Athens followed by a ferry ride from mainland Greece. These ferry routes offer panoramic views of the Aegean Sea and connect you to various islands within the Cyclades, including the largest island, Naxos, and others like Paros and Syros. For those traveling from Athens, the capital of Athens, it’s a good idea to check ferry schedules in advance, especially during the tourist season.

Comments (5)

  1. I’ve looked at lots of websites to plan our trip and this one is so much more useful than the others I’ve looked at. Thank you!

  2. Thank you for all this wonderful information. I am a bit confused with the website however. I notice when clicking on a link for hot springs in Kythnos, it takes me to a hot springs in Turkey. I have noticed the same when clicking various other links, it takes me to info seemingly unrelated. Can you please explain. Thanks so much!

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.

Move This Adventure To Your Inbox & Get An Instant Freebie

Subscribe To Unlock Your FREE Customizable Travel Packing List & All Our Best Tips!