In the Katalimatsa region on the south-eastern edge of the island excavations have brought to light the ruins of an ancient city which, in its largest part, is sunk in the sea. It is believed that the ancient port was situated there and concentrated the largest aspect of the financial life of the island.
The celebrated Drakondospilo (Dragon's Cave) stands on Kalamos hill, near the monastery of Panagia Kalamiotissa on the south-eastern side of Anafi. It is of singular beauty because of its great variety of stalactites and stalagmites and is considered one of the most significant sights on the island.
The Monastery of Panagia Kalamiotissa is situated on the
south-eastern edge of the island. It took this name because, according
to the tradition, the icon of the Virgin (Panagia) was found on a
reed (kalami). The Old Monastery lies next to a cave, which is famous for its stalagmites, on a hillock 450 m high, from where the view is breathtaking. One hour's distance away, the new Kato Monastery was built in the 18th century on the site of which it is believed an ancient temple for Apollo once existed.