Which Cyclades island should I go on holidays to?
1. Naxos: for the best beaches of the Cyclades, history, sunsets
"If heaven was on earth, then it would be here" once wrote Nikos Kazantzakis. And he said this because it is an island endowed with all the good things, from amazing sandy beaches and picturesque villages to historical monuments and local products.
The most notable historical monuments are the much-photographed Portara and the castle of Chora, but Naxos also has the oldest olive tree in the world, 5,000 years old.
The most magical moment of the day is when the sun sets in the harbour and Hora is coloured in a romantic and peaceful atmosphere.
The hotels I recommend in Naxos are:
- (€€€) Virtu Suites (⭐ 9,4) luxury suites on the wonderful sandy beach of Agios Prokopios, with swimming pool, breakfast and sunbeds on the beach. Just 10 minutes from Naxos
- (€€) Iphimedeia Luxury Hotel & Suites (⭐ 9,5) luxury suites with pool and breakfast. One of the top choices for accommodation in Naxos, 5 minutes from Naxos and 5 from Agios Prokopios beach
- (€€) Naxos Resort Beach Hotel (⭐ 8,4) a luxury 3-star hotel on the wonderful sandy beach of Agios Georgios. With a swimming pool, great architecture and style, it is one of the best options for accommodation in Naxos
Search for hotel deals in Naxos
2. Tinos: for wonderful beach bars, marble villages
An island out of mass tourism, Tinos will surprise you with its amazing beach bars, with Alohari on Rohari beach being the best. Its villages are works of art since they are famous for their marble work. The marble village Pyrgos is an open-air museum full of attractions, visit there the marble craft museum and the museum of the famous greek sculptor Giannoulis Halepas.
Villages that stand out apart from the art of marble, are the square of Agios Georgios in Chora, Volakas with its huge rocks, Isternia with its magical view and the dovecotes in Tarambados. The top monument is Panagia.
For local flavours I recommend Choreftra in Kampos and Agnadi in Ktikados, while for creative greek cuisine with local ingredients Aganda in Two Villages.
The hotels I recommend in Tinos are:
- (€€€) Enea by TinosHost (⭐ 9,4) luxury island-style apartments, with a terrace overlooking the city of Tinos
- (€€) Cavos (⭐ 9,2) luxury cycladic style apartments on the wonderful sandy beach of Agios Sostis, with a wonderful view of the beach
- (€) Poseidonio Hotel (⭐ 8,7) for stay in a central spot above the port of Tinos
Search for hotel deals in Tinos
3. Kythnos: for authentic cycladic beauty
Experience moments of relaxation on a peaceful island that tourism has so far left untouched. Get to know the authentic cycladic beauty in the two picturesque villages, Chora and Dryopida, but also the wonderful beaches, with the postcard-perfect Kolona at the top. Chora has a peaceful nightlife, while there you will also find the street with Flora's paintings.
To eat, the classic hangout is in Chora is Sto Steki tou Detzi with the specialty of goat, caper salad and sfouggata, and for traditional sweets at Tratamento, the pougi (bag) galaktobοureko, and at Kythnon Anthoessan.
The beach bars of Kythnos, Episkopi, Martinakia and Apokrusi are also excellent.
The hotels I recommend in Kythnos are:
- (€€€) Chora Kythnos Suites (⭐ 9,5) luxurious suites in Chora, with nice aesthetics and an amazing swimming pool with bar
- (€€) Xenonas Afroditi (⭐ 9,3) in peaceful Loutra, a few meters from the beach, taverns, bars and the hot spring
- (€) Tzamaros Studios (⭐ 8,3) in Merichas a few meters from the beach
Search for hotel deals in Kythnos
4. Syros: for impressive architecture, less tourists, cheaper island
The princess of the Cyclades, although in the center of the islands, has remained out of mass tourism. Something that the population has other occupations, something that the island has few beaches, have contributed to not being as touristy as the rest.
But it is quite a different cycladic island. The architecture is on another level, Ermoupolis is neoclassical while Ano Syros is medieval, always with cycladic elements. The town hall is like an italian renaissance palace, while the catholic Saint George and the orthodox church of the Resurrection dominate the hills.
Vaporia district is like a painting. It is worth visiting Ai Nicholas o Plousios (the Rich) and the Dormition of the Virgin Mary to see El Greco's painting.
To eat, I recommend Sokaki tis Eftychias for local delicacies and Petrino for traditional Syros dishes.
The hotels I reccomend in Syros are:
- (€€€) Aristide Hotel (⭐ 9,5) Ermoupolis means neoclassical mansions and here you will find neoclassical luxury with unique style and attention to detail. It is included in the small luxury hotels of the world
- (€€) Shapes Luxury Suites (⭐ 9,4) luxury in a central spot in the port of Ermoupolis. With great views and amazing yards
- (€) Hotel Smaragdi Apartments (⭐ 7,5) cheaper stay near the beautiful beach Finikas
Search for hotel deals in Syros
5. Milos: for a romantic getaway, fantastic beaches, boat trips
It is known as a destination for couples and this may be due to the fantastic beaches, perhaps the sunset of Plaka that rivals Santorini, but perhaps the eternal symbol of love, the Venus of Milos, has laid her hand on it.
Be sure to go on sea trips to the exotic landscapes of Kleftiko, Gerakas and the uninhabited island of Polyaigos, places where the waters really have incredible colors. In Fyropotamos, in addition to the indescribable waters, there is also a very nice church with beautiful frescoes that can be visited. The most photographed spot is Klima with the colorful klimata, the traditional parking lots for traditional boats.
Nightlife is calm in Adamantas, Plaka and Pollonia. For authentic cycladic flavors, eat at Zygos and Alevromilos.
The hotels I recommend in Milos are:
- (€€) Afroessa Milos (⭐ 10,0) luxury rooms with balcony in a quiet location in Adamantas
- (€€) Konstantinos (⭐ 9,0) just 10 minutes outside of Adamantas, elegant and spacious rooms with a view, breakfast and garden
- (€€) Plaka Suites (⭐ 9,5) cycladic style rooms in Plaka with a wonderful sea view
Search for hotel deals in Milos
6. Ios: for the best sunsets and views, cheap parties and activities, youth holidays
A destination for the youth, known for the wild parties, the golden beaches but also the tranquility and the traditional architecture.
Chora is picturesque, full of cafes, restaurants, bars and clubs. The sunsets are the best in the Cyclades, the best places to enjoy them are at Ios club and Pathos sunset bar or at Panagia Gremniotissa.
The beaches are amazing and are considered among the best in Greece. The best are Mylopotas, Magganari and Tripiti where you can go on a boat trip. To eat, I recommend the Drakos tavern in Mylopotas.
The hotels I recommend in Ios are:
- (€€€) Calilo (⭐ 9,0) the most fabulous and photographed hotel in Greece as well as one of the favourites of instagrammers. With unreal architecture, art and a heart-shaped pool. At Papas beach
- (€€) Far Out Hotel & Spa (⭐ 8,7) overlooking the sandy beach of Mylopotas, Far Out promises an unforgettable stay experience in a peaceful part of the island
- (€) Acteon Hotel (⭐ 8,2) at the port of Ios, with rooms overlooking the sea. Cheap but offers a decent stay
7. Sifnos: a paradise for gourmets
Sifnos and kitchen could be synonymous since it is the hometown of Nikolaos Tselemendes, the cook who changed greek cuisine. The restaurants are always first news, among the best are Oceanida, Omega 3, ouzeri Margarita, Cantina, Orea Sifnos, both for traditional tastes and for gourmets.
Local dishes that everyone should try are mastello (roasted lamb with red wine and dill cooked in a clay pot) and chickpeas.
The traditional villages Apollonia and Artemonas and the golden beaches complete the experience. Two small churches are the trademarks of the island, the Seven Martyrs and Panagia Chrysopigi.
The hotels I recommend in Sifnos are:
- (€€€) Elies Resorts (⭐ 9,3) one of the top choices to stay in Sifnos, in peaceful Vathi
- (€€) Verina Terra (⭐ 8,7) luxury stay in elegant rooms with swimming pool, in Platy Gialos, next to the beach and near the taverns and bars
- (€) Koralli (⭐ 9,8) for cheaper but decent stay, in Platis Gialos in a peaceful location near the beach
Search for hotel deals in Sifnos
8. Santorini: for sea excursions, shopping
Besides the famous caldera, Fira and Oia, there are some lesser known reasons to visit Santorini.
The first is the sea excursions inside and outside the caldera, with the top activity the sunset in Oia. Magnificent the sunset on the caldera, but even more so when you see the sun sinking into the sea from a boat. There are still many excursions that are organized to explore the geological formations, for swimming and with grilled food on board.
The second reason is the shopping you can do in clothes, jewelry and many other items of well-known greek designers, as well as volcanic stone crafts.
The hotels I reccomend in Santorini are:
- (€€€) Orama Resort & Spa (⭐ 9,1) for luxury and relaxation in pools overlooking the caldera
- (€€) Maria's Place (⭐ 9,4) at the entrance of Oia near the center, apartments with swimming pool and a wonderful view of the Aegean
- (€) Hotel Eucalyptus (⭐ 9,0) in Mesaria, it offers a very good quality - price ratio
Search for hotel deals in Santorini
9. Paros: for drinks with a view, idyllic villages
One of the most characteristic images of the Cyclades is the old port of Naoussa, where taverns and bars are stacked next to the picturesque harbour with the boats. And as if that wasn't enough, at sunset the sunlight is reflected in the calm waters creating an atmosphere with magical colours.
A popular destination for young people among other things with picturesque villages, lively nightlife and amazing beaches. Naoussa is picturesque but Parikia is also picturesque but much less crowded and sunset views, a value for money destination.
To eat, I recommend the Glafkos restaurant in Naoussa on the beach. A visit to the Kolymbithres beach with its characteristic rocks is also a must.
Lefkes is a surprising village. Very picturesque, touristic, calm, car-free with whitewashed streets, squares and the Holy Trinity with its tall bell towers.
The hotels I recommend in Paros are:
- (€€€) Summer Senses Luxury Resort (⭐ 9,2) one of the top stay options in Paros, luxury, relaxation, renewal the triptych that characterizes it
- (€€) Doukissa (⭐ 9,0) in Parikia, near the center. With beautiful style and spacious rooms
- (€) Atlantis Hotel (⭐ 8,3) for stay in a central part of Naoussa
Search for hotel deals in Paros
10. Mykonos: for fancy parties
Everything crazy you hear about Mykonos is true. It is the island of extravagance, intense nightlife, fancy parties and amazing beaches. Paradise club is well-known for its parties, but many are organized here and there. But since it's Mykonos everything is expensive, even the food, at least in the prominent places.
Everyone passes by the iconic windmills for photos and then heads to Little Venice for a romantic stroll as the sun sinks into the sea. At night in Matogiannia, the heart of secular Mykonos beats.
The hotels I recommend in Mykonos are:
- (€€€) Domes Noruz Mykonos (⭐ 9,6) with pleasant aesthetics, swimming pool and sea view is one of the best stay options near Chora
- (€€) Mykonaki Hotel (⭐ 8,8) in Ano Mera, a luxurious cycladic-style hotel with a swimming pool and excellent facilities
- (€€) Dimitra Pension (⭐ 8,3) in Mykonos Town, a very good and cheaper stay option
Search for hotel deals in Mykonos
11. Koufonisia: for exotic beaches
As soon as I saw the beach in Koufonisi Chora, before I even set foot in the port, I thought that if the beach of Chora is like this, imagine what the rest are like. And really, one is more exotic than the other, with Pori being the best for me.
Even though it has established itself as a popular destination it remains peaceful with an overall experience that helps to banish the stress and anxiety of winter.
Definitely go on a trip to Kato Koufonisi for swimming in a deserted landscape. Those who go there eat at Venetsanos, a tavern housed in an old building.
The hotels I recommend in Koufonisia are:
- (€€) Olvos Koufonisia for luxury stay in Koufonisia choose Olvos, at a distance of about 200 meters from Chora beach
- (€€) Utopia Hotel (⭐ 9,3) a cycladic style hotel on Chora beach
Search for hotel deals in Koufonisia
12. Amorgos: for authentic Cyclades
Amorgos is well-known as an authentic Cycladic island, not only in terms of picturesqueness but also for the slow way of life that introduces visitors, food with local ingredients, local sweets and drinks.
Peaceful, different, with its own vibe, it has many loyal visitors. It is also called the island of the deep blue because of the 1988 french film of the same name, which in turn took its name from the view of the monastery of Panagia Hozoviotissa.
Chora is considered one of the most picturesque village in the Cyclades, while at night it turns into a hangout for the youth with live music playing in several places. Eat in Chora at Transistoraki, Jasmin, Arbaroriza and for dessert at the much-photographed Kallisto.
The hotels I recommend in Amorgos are:
- (€€€) Aegialis Hotel & Spa (⭐ 8,1) the only five-star hotel in Amorgos, stands out for its luxury, swimming pool and magical view of the bay of Aegiali
- (€€) Vigla Hotel (⭐ 9,1) one of the top stay options is in Tholaria. It stands out for its elegant rooms, swimming pool, restaurant and view of Aegiali
- (€) Amorgaia 1 (⭐ 8,1) for cheaper stay in Katapola
Search for hotel deals in Amorgos
* If you find the information useful, you can book your stay through the affiliate links so I can earn a small commission and continue writing more useful content.