48 hours in Astypalea

Astypalea, the butterfly-shaped island, located exactly where the Dodecanese meets the Cyclades, is the ultimate escape for any island hunter with aquamarine waters and a charming hilltop capital.

Day One

Check in at Fildisi Boutique Hotel, built on the slope above Agios Vasilios beach, with a breathtaking view. It has 10 spacious and luxurious apartments with wonderful views of Chora. A large swimming pool with a hot tub, a bar and a nice reception with a library complement the facilities. The rich breakfast is served until 12 noon (Livadi, tel. +3022430 62060, www.fildisi.net). 

Tholaria Boutique Hotel is an excellent alternative with studios, maisonettes, family spa suites and suites with private outdoor jacuzzi and a splendid view to the sea and the venetian castle (Chora, tel.: +3022430 62072, www.tholaria.gr).

Ixthioessa is a traditional, value for money hotel, located at the ring road leading to Chora, offering spectacular view of the castle, the blue sky and the sea from all rooms and the spacious veranda. The visitor has the feeling of a traditional Astypalean house (A' Punta, 1km. from Chora, tel.: +3022430 61233, www.ixthioessa.gr).

Livadi is the largest and most organized beach on the island, just 3km. from Chora. With view to the Castle of Quirini and grandeur of the country stretching day and night before you. For more privacy, head to Vathy beach, at the smallest and most remote community of Astypalaia. You will find it on the road to Maltezana, behind the beach of Schinonda and you will  be amazed by the wild nature.


Lunch at Astyfagia in Maltezana. In front of the calm Schinontas beach, you will taste homemade food such as cheese balls, tiny shrimps, squid, lobster pasta and hearty fish soup (Maltezana, tel.: +3022430 64004, from €15 per person).

Wander around Chora, one of the most beautiful capitals of the Aegean islands, located between Pera Yialos (the old harbor) and Livadi. Chora is perched high on a cliff overlooking the deep blue and the islands that lie ahead of her. To enter the settlement, you must pass through the eight windmills, where you park your car and continue on foot. White houses with blue windows ascend from the port of Pera Gialos to the roots of the castle. The venetian castle is the trademark of Astypalea and it was built in the 13th century with local dark stone. At the entrance you will see the coat of arms of the famous Venetian house of Quirini. You will find two churches: St. George’s Glykafli, built in 1790 with wooden temple and the Lady of the Castle (Annunciation), built in the mid 18th century. In the main square of Chora, you will see the Town Hall and the Municipal Library. 

Castro Bar is located in one of the highest spots of Chora and it is an ideal place to enjoy fruity cocktails at sunset. 

Romantic dinner by the sea at Akti restaurant, where apart from the privileged view of the illuminated castle, you will enjoy fresh fish and seafood. The tables are carved in the rock and filled with octopus balls, lobster pasta, crispy squid stuffed with oregano, cutlet stuffed with cheese and local goat in tomato sauce (Pera Gialos, tel .: +3022430 61114, www.aktirooms.gr, from €20 per person). 

Late drinks at Panorama bar in Chora, with a magnificent view of the castle. It is one of the most popular hangouts on the island and everyone ends up here for dancing and drinking until the early hours.

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