Santorini has been called several things over the ages—including Kalliste, meaning “The Most Beautiful One”—and it’s an apt description of an island with high cliffs set around a volcanic caldera in the azure Aegean Sea. Fira, the capital, is an enchanting mix of Venetian and Cycladic buildings set into steep cliffs, which are often climbed by cable car or donkey. Meanwhile, Oia's whitewashed walls and blue domes show off one of the most famous and beautiful sunsets in Europe. On a guided tour, these towns reveal Santorini’s charm, which also extends to the sea. Take a boat tour to experience the volcanic island of Nea Kameni, the hot springs of Palia Kameni, and the ancient lighthouse Akrotiri. There are beaches of many colors to enjoy on shore excursions: white, red, and even the black beaches of Perissa and Kamari. More private tours take visitors to traditional villages such as Megalochori and Pyrgos. The highest point on the island is the Monastery of Prophet Elias, and it’s a popular spot on guided tours for its views. Of course, no outing would be complete without sampling the Santorinian wine, distinctive for its minerality courtesy of the volcanic soil—sip while touring the wineries where each bottle was made.