Positano was popular in Roman times as a holiday resort, as evidenced by the villa discovered at the end of the nineteenth century and for some years the subject of intense excavation.

Of course at the time of the villa there was no urban center, which had to rise later, after the serious hydrogeological crisis that hit many parts of the Amalfi Coast and destroyed many of the villas that the Romans had built along the coast.

This crisis was due to the washout downstream in an unspecified period of the material that had deposited on the ridge of the mountains following the eruption of Vesuvius in 79 AD and which coming down due to the rains brought destruction and death.

Positano was born as a fishing center and so it has been preserved until the middle of the last century when instead of the umbrellas on the beach there were only the boats of those who made a living from fishing. Naturally in the Middle Ages it was part of the Duchy of Amalfi and shared its fate.

The most famous legend of Positano is undoubtedly the one linked to the particular shape of the mountain overlooking Montepertuso, characterized by a large hole.

It is said that one day the devil challenged the Virgin Mary for possession of the district by saying that whoever arrived first on the opposite side of the mountain would reign there.

The Virgin put her finger on the rock and a large gash opened that allowed her to reach the opposite side while the devil had to leave. On the rock the inhabitants still recognize the signs of their escape.