On the way to Pollonia on your left, you will find the discoveries of ancient Phylakopi, which are the most important settlements of the Cycladic culture and the most important city of the prehistoric Aegean.

In this city there are remains of 2 millennia. There are traces of occupation from the beginning of the Early Bronze Age (ca. 3000 BC) to the end of the Late Bronze Age (1100 BC).

Situated in the north of the island, to give oversight capabilities in a big part of the sea, Phylakopi became a major commercial and cultural centre. Thanks to the marketing of the precious stone of obsidian, it developed rapidly and gained strength, built cyclopean walls against the invaders and was destroyed resurrected three times.

The settlement was inhabited already in 3000 BC and abandoned in 1100 BC, having gone through three historical periods. Building houses began in pre-settlement era (3200 BC – 2300 BC). In the first historical period (2300-2000 BC) the settlement is about 200 meters (large by that time in the Aegean), but does not have an organized street layout, although it has a relatively organized cemetery. Furthermore, at that time the use of stone is revealed and obsidian exports multiply, leading to the full commercial blossoming of Milos. In the second period (2000-1600 BC) walls are built to protect against any attacks, the tombs are now outside the walls, while the houses are staggered layout on the hill. In this period, ceramic art evolved particularly with clear Minoan influences and the trade relations of Milos developed further with different regions of Greece and especially Crete. This period ends with the destruction of Phylakopi probably by fire raiders and by building the third settlement, the third period of the historic city (1600 BC-1110 BC) starts. During this last period, Phylakopi has an organized, street plan complex, cyclopean fortification walls with high thickness of over 6 meters and larger homes, some of them double-decker. At the beginning of this period the impact of the Minoan culture was strong (sections of plate with the Minoan Linear A engraved were found), but the Mycenaean element slowly penetrates and finally prevails. Around 1400 a Mycenaean palace is built with many rooms and a two-room temple. Works of high art and ceramic sculpture are produced, with the largest sample being the "Lady of Phylakopi" (you can see her in the Archaeological Museum of Milos). From 1200 BC. the Aegean is recreated, known shopping streets are abandoned, while the Minoan and Mycenaean culture has waned. At that time the city of Phylakopi stops being a trade centre and starts to decline, while the trade centre and the activities are moved to the island's ancient city of Klima.

Today most of the city lies below sea level, but it is worth visiting the island to admire what has been saved of the impressive cyclopean walls of the town (which is made by volcanic stone), the Temple and the House of town . Until now numerous findings are also saved, that indicate the activities of residents of the village and a dense network of contacts, particularly with the rest of the Cyclades and Crete, while visiting the Archaeological Museum you can find wonderful examples of art pottery from the town of Phylakopi such as pottery vases, stone, clay and bronze figurines, plate Linear A, a variety of utilitarian objects and the famous "Lady of Phylakopi".

In the settlement of Klima you will find the ruins of the old Klima, the first port of the island. After the decline and destruction of Phylakopi, Dorians built the second major city of the island from the southern part of Tripiti up to the region's current Klima (1100 BC-800 BC).

Today, you can visit the two citadels of the settlement -the hill of Prophet Elias and Pyrgaki- to view pieces of the market wall, segments of the church of the Hellenistic and Roman periods, parts of the ancient theatre, and the spot where the Venus of Milos was found. Continue until the end of the road of Tripiti to the Catacombs, leave your car and walk the path. Initially you will see the ancient city walls and a few steps further, in an area that they assume that the high school was, you will see the place that the famous statue of the goddess Venus (120 BC) was found in 1820 by the local farmer. If you continue walking down the dirt road, it will take you to the ancient Roman theatre.

The ancient Roman Theatre was originally built by the inhabitants of the ancient city of Klima, probably during the Hellenistic period (3rd century BC). After the destruction of the city by the Athenians during the Roman era though, a bigger one was built over the surviving foundations, in white Parian marble and a wonderful relief, estimated to seat about 7,000 spectators. This is the form of theatre that you will see today.

Seven marble seats, six rows of seats, the auditorium, the orchestra, the floor of the stage, and many elaborate architectural parts survived from the theatre. The excavations began in 1989, while the mandate for its first clean up was given by Louis II, father of Otto, prompted by L. Ross, who along with Otto was the first to visit the theatre during recent years.

Situated prominently on the hillside, it has breathtaking views of the harbor and excellent acoustics. Thus, it is often disposed for theatrical and musical events, since it can, in its current state accommodate up to 700 people.

The catacombs are located near the village of Trypiti, in caves 150 meters above sea level. In 2009 the Holy Synod proclaimed Milos as a sanctuary island, because the catacombs are the most ancient monument of Christianity. It was the first venue of the first Christians and the first community cemetery in the late 2nd AC century. The Catacombs of Milos are unique in size in the entire country and the one of the most famous and significant Christian sites in the world, including the catacombs of Rome and the Holy Land.

The labyrinthine complex that consists of three major -independent at first- underground arcades (A, B, C) cut into the porous volcanic rock, five aisles and a rectangular burial chamber in the form of cubicula, as the catacombs of Rome. Each catacomb has a different width (1-5 meters) and a different height (1.60 to 2.50 meters). Its total length is 1.85 meters and nowadays the walls of the arcades 126 "arcosolia (apsidal carved tombs are preserved. The arcosolia were colourfully decorated (red stripe on the rim and deep blue on the surface of the drum), but very few traces of the colour of the décor are preserved today.

The current version of the catacombs is due to some interventions of the 20th century, for example, the entrance to the burial chamber B and the passages that connect the three originally independent catacombs. Today you can only visit the B arcade, the catacomb of "The Elders" as it is called and walk around it on a wooden platform. Saved, on the right side of this catacomb, there is a two floored grave of the Catacombs and fragments of the most important inscription in capital letters inside a red rectangle. In the centre there is a rock, where one of the first bishops of the Christian community of the island probably was buried and the first Christians used it as a Holy Bank in their operations.

Amongst the non-visited catacombs, the A one (west of today's central arcade) is of great width, has a spacious burial chamber and is distinguished for the double family tombs, carved in the walls, while the C one (east of today's central arcade) is only partly preserved and the remarkable mural traces that are saved in it (one of the few surviving old Christian murals, which illustrates branches with flowers and birds).