To visit Dubrovnik is to step back in time to the Middle Ages. The town is one massive museum, its thick walls constructed from the 13th to the 17th century encircle the entire city, and contain within them a treasure trove of striking architecture – squares, fountains, palaces, churches, and monasteries, all built from the same stone, line streets free of motor vehicles. Once the only city-state on the Adriatic to rival Venice, Dubrovnik has long been a center for Croatian culture, and home to artists and scholars of all disciplines. It is possible to circumnavigate the city atop the medieval walls.

One of the most beautiful islands in all of the Mediterranean, Corfu is said to cast a spell upon those who land upon its shores, which is perhaps why Shakespeare set his magical play, The Tempest, here. Millions of silvery olive trees grace the hillsides, the scent of lemon blossoms perfumes the air, and picturesque views of sapphire bays set against verdant hills capture your attention. A leisurely stroll through the narrow alleyways of Corfu old town will reveal many local treasures - old churches, a Byzantine cathedral, small enticing shops, and tavernas offering local wines and fresh seafood.

The capital and “heart” of the Greek Island of Kefalonia, Argostoli is a modern town with a traditional soul. Although devastated by a major earthquake in 1953, the city has been largely rebuilt, and there are still many places of myth and legend to explore. With its stunning display of stalactites and stalagmites, the famous Drogati Cave and underground Melissani Lake routinely top must-see lists. There’s also the vibrant central square, Plateia Valianou, with its many bars, restaurants and tavernas, and the picturesque Lithostroto, a pedestrian-only cobblestoned shopping street.

One look at Monemvasia as you pull in to port and it’s easy to understand why locals nicknamed it The Rock. Shrouded by precipitous cliffs along the brilliant teal waters of the Myrtoan Sea, Monemvasia is a castle town suspended in history. Adding to the feeling that it comes from another time, Monemvasia is tethered to our world by a simple causeway.

Your daydream of a Greek island meets reality in Santorini – its whitewashed villages cling to cliff sides, and bright blue roofs reflect the sea and sky. So beautiful is it, that you can almost believe the myths that claim it as the birthplace of gods. Born itself as a volcanic cone, the island blew its top in 1450 BC, its center sank, and it assumed its current crescent shape, outlined by three main islands. The capital, Fira, a pedestrian haven with narrow, meandering cobblestone lanes, is reachable only by cable car, donkey, or for the fit and fearless, a flight of 600 steps.

Rhodes, the friendliest city in the Mediterranean, welcomes you with seemingly eternal sunshine thanks to more sunny days than any other place in Europe. Situated at the island's most northern point, Rhodes' only neighbors on the east and west are gleaming blue seas. This sunny retreat is also home to many historic sites ranging from the ruins of the Temple of Venus to the medieval Street of Knights.

As the site of the ancient city of Halikarnassus (and its famous Mausoleum of Halikarnassus, one of the Seven Wonders of the Ancient World, destroyed in the Middle Ages), Bodrum’s ties to the past are everywhere. There’s the Bodrum Amphitheater that dates back to 4th century BC and Myndos Gate, where Alexander the Great staged one of his greatest battles during his siege of the city. And there’s even the Castle of St. Peter, one of the best-preserved medieval monuments in the world and home to the outstanding Museum of Underwater Archaeology.

Syros, or Siros or Syra is a Greek island in the Cyclades, in the Aegean Sea. It is located 78 nautical miles south-east of Athens. The area of the island is 83.6 km² and it has 21,507 inhabitants. The largest towns are Ermoupoli, Ano Syros, and Vari.

You could spend a lifetime in Europe’s oldest city and still not see everything it has to offer. Settled over 3,500 years ago, Athens is like a mythological crossroads of the past and present, where modern buildings share the skyline with spectacular ruins like the Parthenon. To see a veritable “greatest hits” line-up, make your way to Vasilissis Amalias Street for the archaeological walk. Winding through the heart of the ancient city, the route leads to landmarks like the Temple of Olympian Zeus, Ancient Agora, Arch of Hadrian, and of course, the Acropolis.