MEDD

History oozes from every corner of Corfu, an island prize coveted by a succession of maritime powers since the Peloponnesian War in the 4th century BC. But who can blame them? This Ionian idyll is the greenest of all Greek islands, swathed in orange and olive groves and endless beaches bathed by a cerulean sea. A UNESCO World Heritage site, the Old Town of Corfu includes the magnificent Esplanade, where you can watch a game of cricket from a sidewalk café. There are also beautiful palaces, castles and archaeological sites to explore.

Make sure to be on deck to witness sailing into one of the Aegean’s most spectacular sights: the volcanic caldera that is Santorini’s bay. Rising from the sea, the earth transforms into a wall of stone that looms in striating hues of ochres, grays and pinks. Dotted with the island’s iconic blue-domed churches, the whitewashed village of Fira hovers in the cliffs, bustling with shops, tavernas and a fine museum while clinging to the caldera’s rim.