Following a convenient pickup from your starting point on the island, start your private tour by heading to the village of Pyrgos, known as the island’s historic monument. Built on the top of a hill, this settlement is home to an 18th-century Venetian castle. Explore the remains of the fortress built into small alleys and circle-shape roads by the locals to fortify the area. The town is surrounded by vineyards, chapels, churches, narrow cave houses with charming balconies, and pebbled paths. Continue your road trip by strolling the narrow pathways of the traditional village of Megalochori. This quaint settlement is made up of hundreds of small white painted houses with exquisite architecture, tiny alleys, tower bells, beautiful blue-domed churches, and underground cave houses. In this picturesque and non-touristic environment, you’ll truly be basking in the local culture and lifestyle. Next up, discover Emporio, the entryway to another era and the island's commercial center during the Venetian occupation. In medieval times, the inhabitants of this village used to build their houses side by side in small quaint streets so that they could protect themselves against pirates. Walk the narrow pathways of the Venetian castle and take memorable photos overlooking the volcanic landscape. Lastly, head to Akrotiri and visit the hidden gem of Santorini: the prehistoric Minoan Bronze Age settlement preserved in volcanic ash. One of the most important archaeological sites in Greece, it was home to one of the first European civilizations. Tucked away at the southern tip of Santorini, this settlement prospered for centuries before being eradicated by a great volcanic eruption. End your private experience by returning to the starting point or another place of your preference on the island.