The Cyclades Islands

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Discover the Cyclades Islands

The Cyclades islands lie to the south east of Athens and the Greek mainland in the Aegean sea. The ultimate archipelago, they are the quintessential Greek islands of picture postcards with white houses on sun drenched hillsides. From the Greek word for Circle the Cyclades islands are so named because of their cyclical layout around the sacred island of Delos, the birth place of Apollo in ancient Greek mythology. All of the islands offer beautiful sandy beaches, sparkling waters, unique architecture and picturesque landscapes and a voyage around the Cyclades provides the ultimate island-hopping sailing adventure.

The Cyclades islands in the Aegean sea are blessed with long warm summers and refreshing breezes. The sunshine – the light that glitters in the sea and dazzles against the whitewashed houses is, many would say, the very soul of this Greek island group

About the Cyclades Islands

The Cyclades Islands are a popular destination for holidays and for sailing with their proximity to Athens. The western Cyclades islands include Kea, Kythnos, Serifos, Sifnos, Milos, Kimolos and Poliagos and are the islands that most resemble what people picture Greece to look like. The islands transport you to a beautiful world of white washed houses, cobalt blue and stunning turquoise waters and clear blue sky. Further afield to the east and south of Athens the remaining Cyclades islands including Paros, Naxos, Mykonos, Ios, Syros and Santorini complete a magical island chain with plenty to see and do, from bustling cosmopolitan towns with never ending night life to sleepy picturesque fishing villages.

Kea

With no direct ferry connection Kea remains an untouched gem often overlooked. Consequently Kea is a relaxed place where locals and more refined travellers mingle, eat well and relax on the quiet beaches away from the usual bustle of Greek tourist resorts. There are many spectacular walks around the craggy cliffs, rocky spires, orchards, olive groves and almond and oak trees. Recently voted one of Europe’s 18 best secret islands in the Telegraph’s Travel section!

Kythnos

Kythnos is a wildly beautiful, mountainous island. The spectacular beaches are secluded and, with little to do other than walk or swim, ideal for relaxation. The picturesque villages offer a glimpse of the traditional Greek lifestyle and cuisine. The sunset at Marko’s bluff may be the most beautiful in the Cyclades.

Syros

Syros merges traditional and modern Greece despite being one of the smallest islands in the Cyclades. Ermoupoli the main town on the island is the administrative capital and is home to many unforgettable cultural highlights. As the ferry hub for the surrounding islands it is a buzzing place where Greek tradition and western influence meet.

Mykonos

Once best known as the location of a great battle between Zeus and Titans, more recently Mykonos has become known as Greece’s most stylish and cosmopolitan tourist resorts. Enjoy cocktails and people watching at one of the lively waterfront bars and hear world class DJs play at one of the super clubs or visit one of the beach parties which happen all day and go on well into the night.

Tinos & Andros

Tinos’ white-painted houses tightly packed like sugar cubes along cool car-free lanes is well-known to Greeks because of the Church of Panagia Megalochari, considered one of the holiest places in Greece. The island has excellent wine and a cuisine built on fresh, local ingredients. For those looking for a taste of classic Cycladic life, Tinos may well be paradise. Andros is the greenest of the Cyclades islands as well as the second-largest after Naxos. Sophisticated yet rustic, mountainous yet beach-lined. Stone grand mansions of local shipowners laden with bougainvillea, neoclassical buildings and Venetian castles are a feast for the eyes. For all its wealth, Andros is laid-back, off the obvious tourism trail, awaiting discovery by the discerning explorer.

Serifos

Serifos is a small island, off the beaten track where the locals have respected the Cycladic architectural tradition by building white and blue houses. The island has some beautiful beaches and Chora, the old island capital, is a wonderfully unspoiled town up in the hillside, arguably one of the most beautiful capitals of the Cyclades. After a refreshing swim by an idyllic Serifos beaches, travelers fill the cobblestone narrow alleys of Chora to wander and have a drink at the island’s bars.

Sifnos

Sifnos is a small cosmopolitan yet deeply traditional island famous for its crafts, gastronomy and for having more than 350 churches and monasteries. The picturesque and pristine medieval capital Kastro (Castle) steals the show in Sifnos. Clinging at the top of a steep hill, still inhabited, it embraces the remains of the old acropolis. Take a stroll among whitewashed houses, small alleys, belfries and flower pots or venture in to the amphitheatrically built capital, Apollonia for some exquisite cuisine and stunning views. The island’s beaches and coves dotted around it’s shores are mostly sandy with turquoise water, ideal for a relaxing swim.

Paros & Antiparos

Paros is the third largest island of the Cyclades surrounded by magical waters giving the feeling you are sailing through the paradisaical waters of the Pacific ocean. Endless blonde-sand beaches, inlets and stunning bays where you can drop your anchor for a swim stop or even for an overnight stay. Paros is an island that is truly ideal for everyone. Full of traditional tavernas, luxurious restaurants and sophisticated bars as well as tranquil traditional villages and secluded bays its as perfect for adrenaline filled watersports, trendy bars and clubs, as it is superb food and wineries, traditional architecture and fauna filled pathways for tranquil strolls or an energetic hike. Just opposite from Paros, Antiparos is a small island that still has a cosmopolitan character that’s perfect for a laid back experience where you can explore nearby sandy coves and beautiful caves.

Naxos

Naxos is the largest and greenest island of the Cyclades in the heart of the Aegean sea. The island’s rich history is reflected in it’s many archaeological sites and ancient temples, the most iconic being the remains of an ancient temple dedicated to the Greek god Apollo. Chilled out, understated and friendly, Naxos is known for having some of the best beaches in Greece and authentic Mediterranean cuisine and combines traditional, quiet and peaceful villages with a more lively, cosmopolitan harbour town as it’s capital.

Folegandros & Sikinos

Folegandros lies between Paros and Santorini and despite its proximity to two of the most cosmopolitan Greek islands, has a very different style. Still managing to keep its unspoiled charm, this small, simple and sleepy island is extremely photogenic with sunset views second only to Santorini. It’s most beautiful beaches can only reached by the sea and for those looking for peaceful, picturesque and authentic Greece with traditional cooking and one of the best-preserved villages in the Cyclades, you will find it on Folegrandos. Time slows down when you arrive on Sikinos, a small, secluded islands which lies between Ios and Folegandros. Escape from the stresses of the everyday in the island’s picturesque harbour, bathed by the wonderful green and blue waters of the Aegean with traditional whitewashed houses and a gentle simple pace of life. Relax and enjoy natural scenic beauty, tranquility and traditional food and local wine.

Milos & Kimolos

Milos is a volcanic island and one of the most exotic in the Aegean. Known as the island of colours, with spectacular, colourful rock formations and more than 40 exotic beaches. Milos is a hidden gem and as tourists flock to Santorini or Mykonos Milos stands out for its unpretentious charm and ambiance. Discover a rich history, picturesque fishing villages, amazing food and indigo bays. Explore a succession of dramatic white cliff-backed bays, one of the largest and safest natural harbours in the Mediterranean and a maze of rocks, caves and inlets. A short hop from Milos is the small, unspoiled, quiet island of Kimolos, with a pretty authentic Cycladic town where its white washed houses and labyrinth-like streets are built around the centre of the castle. Escape to Kimolos and experience authentic little Greek fishing ports, stunning rocky scenery and breath taking beaches.

Ios

Ios is a classic Greek island and an absolute Cycladic paradise. Wonderful golden sandy beaches, crystal clear Aegean waters, pretty, bustling little ports and timeless villages await. Although Ios is more known for coming alive after sunset, famous for it’s lively atmosphere and the endless fun there is much more to it and from the pretty capital you don’t have to venture very far for peace and tranquility to enjoy the characteristic Aegean architecture with a dazzling mix of white washed houses and blue domed churches. This beautiful island combines cosmopolitan life with the rich Cycladic tradition, where beauty and culture meet with a laid back attitude for people of all ages from all around the world.

Amorgos

Amorgos is a long, thin island, located at the easternmost part of the Cyclades. The rugged mountains are such a dominant feature of the landscape setting it apart from most of the other islands in the Cyclades One of the most unpretentious and laid back Greek islands Amorgos still keeps the traditional Greek lifestyle, yet offers some lively bars, cozy cafés and restaurants. The natural beauty of Amorgos and the surrounding seas made it a perfect setting for Luc Besson’s film “The Big Blue”. Pristine secluded beaches with azure waters, gorgeous caves and scenic bays, many only accessible from the sea are a paradise for visiting yachts.

Santorini

Santorini, the world famous volcanic island is located in the most southern part of the Cyclades. One of the most popular holiday destinations worldwide and the most visited of all the Greek islands, Santorini (or Thira), is considered one of the most romantic places on earth, famous for its incredible sunsets, fine wine and breathtaking views. Sailing in Santorini is not so easy as there is no place to moor a yacht except at the small village of Vlychada, known as ‘fisherman’s shelter’. As there is usually no space to moor in Vlychada and with no other alternative nearby, it’s recommend to moor safely on one of the neighbouring islands, like in the port of Ios island and to visit Santorini as a day trip. It’s easy to visit Santorini as the Cyclades islands are so well connected including with regular boats from Ios to Santorini.

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What is it like to sail in the Cyclades?

As the Cyclades islands are further out into the Aegean the winds are stronger than in the more protected Saronic and Argolic Gulfs. The islands are not so well protected by any mainland and are more exposed to the northerly ‘Meltemi’ wind. The winds tend to be stronger in the peak summertime and during the rest of the year it usually stays very pleasant. These wind conditions mean sailing the Cyclades islands can be more challenging than in other areas of Greece.

The weather in the Cyclades islands

Average weather varies in the Cyclades but generally the climate is hot and dry. During the summer months the weather is consistently warm both day and night with high humidity in places. Fantastic summer sailing holiday weather can be enjoyed from May until October when you can expect long, sunny days with virtually no chance of rain. The seasonal winds are much stronger in parts of the Cyclades, especially from late June to September when the strong Meltemi wind blows. Early and late summer, whilst milder it’s usually pleasant, often lovely and warm, with calmer winds and plenty of sunshine.

A typical day

After a relaxing breakfast onboard or ashore sail the emerald waters to a secluded bay for a lunch time stop. Go for a swim, paddle board or snorkel and when the wind starts to build have an exhilarating sail to your evening destination when the winds tend to drop again at sunset for a calm evening moored by a pretty quayside, small port or bustling town. If sailing is your passion, the Cyclades is your perfect place. As the islands are more exposed than others in Greece and, particularly during July and August be prepared for more challenging sailing conditions.

Local Airport: Athens

Transfer Time: 30 – 45 minutes

Bases: Athens & Lavrion

Flight Time from London: 3 ½ hours

EXPLORE THE CYCLADES

Feel inspired by some of our favourite Itineraries

One Week Cyclades Islands From Lavrion

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A pretty spot with the tavernas overlooking the quay.

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Of the two quays on the North West of Kea, Vourkari is the prettier and the tavernas overlooking the quay are really nice.

A sheltered bay on the west coast of Siros.

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A sheltered bay on the west coast of Siros, there is a quay on which you can moor inside or outside the harbour. The rest of the harbour is mostly taken up by fishing boats. There is water available on the quay and tavernas and shops ashore.

Home to one of the best churches in the Aegean.

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In the summer this harbour is bustling with holidaymakers and is home to one of the best churches in the Aegean. There is wonderful Cycladic architecture and lovely tavernas in this town situated in a large sheltered bay on the west coast of Paros.

Come ashore and see what this spectacular place has to offer.

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This is the main ferry port for the island, there is space for some yachts on the quay which has the usual facilities and plenty of space to anchor in the large sandy bay. The location here is spectacular and there is plenty to offer in the resort ashore.

Take in the beautiful landscape that's filled with vines and fig trees.

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The main port on the island of Kythnos, the landscape is very beautiful with vines and fig trees. The tavernas on the waterfront here are a great place to eat dinner.

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Two Weeks Cyclades Islands From Lavrion

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A pretty spot with the tavernas overlooking the quay.

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Of the two quays on the North West of Kea, Vourkari is the prettier and the tavernas overlooking the quay are really nice.

A great spot from which to explore Kythnos.

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At Loutra there is a harbourmaster who organises spaces for incoming yachts, there is water and electricity on the quay. It is a great spot from which to explore Kythnos.

A sheltered bay on the west coast of Siros.

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Known as the party town of the Cyclades, Mykonos is the place to sip cocktails and rub shoulders with celebrities.

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Known as the party town of the Cyclades, Mykonos is the place to sip cocktails and rub shoulders with celebrities. The harbour itself is charming and has good facilities for visiting yachts, get in early though to find your space!

Home to one of the best churches in the Aegean.

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Enjoy a stop here in Vathi for dinner at one of the waterfront tavernas.

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Vathi, meaning ‘deep’ in Greek, is a sheltered bay and a popular anchorage for yachts. There are two tavernas on the beach.

Check out the picturesque village of Chora which guarantees a great view.

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The main port on Serifos has water and electricity on the quay plus good shopping and bakeries. This busy place also has lots of bars and restaurants, it is worth checking out the picturesque village of Chora which guarantees a great view of the Aegean sea.

Take in the beautiful landscape that's filled with vines and fig trees.

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The main port on the island of Kythnos, the landscape is very beautiful with vines and fig trees. The tavernas on the waterfront here are a great place to eat dinner.

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Two Weeks Saronic and Cyclades Islands From Athens

Relish in the hustle and bustle of this marina.

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One of the busiest and largest marina in Greece with many charter yachts operating from here. The facilities here for yachts are excellent and there’s some great bars and restaurants and a short tram or taxi ride into central Athens and all the sites.

A pretty spot with the tavernas overlooking the quay.

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Of the two quays on the North West of Kea, Vourkari is the prettier and the tavernas overlooking the quay are really nice.

The capital of the Cylades and an important cultural hub.

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The capital of the Cylades, Ermoupolis is not the largest town in the islands but nevertheless remains an important cultural hub. The 18th and 19th century architecture is stunning and the quay itself buzzes with many bars, cafes and tavernas to choose from.

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Known as the party town of the Cyclades, Mykonos is the place to sip cocktails and rub shoulders with celebrities.

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The town of Naousa itself has the beautiful white buildings that are characteristic of this area.

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There are several anchorages and a harbour in this large sheltered bay. The town of Naousa itself has the beautiful white buildings that are characteristic of this area.

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Come ashore and see what this spectacular place has to offer.

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Check out the picturesque village of Chora which guarantees a great view.

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Take in the beautiful landscape that's filled with vines and fig trees.

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The main port on the island of Kythnos, the landscape is very beautiful with vines and fig trees. The tavernas on the waterfront here are a great place to eat dinner.

Relish in the hustle and bustle of this marina.

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