Otranto, Italy

Italy’s easternmost city, Otranto sits just under the heel of the country’s boot, peering out at Albania across the Otranto Strait that separates the Adriatic and Ionian seas. Otranto’s walled Old Town has been recognized by UNESCO for historic sites such as the Aragonese Castle, which has rotating exhibits on the inside and dramatic views of the sea on the outside. Equally impressive is the Church of Saint Peter, with its Byzantine frescoes and architecture, and the Otranto Cathedral, with its rose window and an incomparable mosaic floor. Just a short – and lovely – stroll from the historic center, unique shops intermingle with elegant restaurants and wine bars along the harbor's seaside cobblestone streets. With its history in the background, its present in the fore, and crystal blue waters as far as the eye can see, Otranto offers the opportunity to explore one of Italy’s best-kept secrets.