World-famous for the mesmerizing sunsets from its castle, Oia, a preserved settlement since 1976, blooms in shades of white, ochre, pink, and cobalt blue; weave through its idyllic cave houses and Captains’ mansions that evoke memories of a glorious shipping past, about which you can gain valuable insights, with a visit to the Santorini Maritime Museum. Don’t leave without a stop in Ammoudi and Armeni, the two old ports of Oia, which might be the most charming seaside hangouts on the Aegean!