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.

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.

There is no missing the Monastery of St. John, a massive dark fortress atop a hill, standing out against the traditional white houses of the village of Hora that surround it. It was constructed in the late 11th century to honor St. John the Divine, who is said to have had his apocalyptic vision while in Patmos, leading him to write the Book of Revelation. The monastery is a warren of interconnecting courtyards, arcades, galleries, and roof terraces. There are lovely chapels, some with 12th century frescoes; the treasury exhibits an impressive array of art; and the library contains a wealth of historic texts.

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.

Known for having “three faces to the sea”, this port on Crete’s east coast seamlessly blends the charm of a small fishing village with the glamor of a chic resort town. With a diverse range of dining, shopping, and nightlife options, you can find your own personal paradise in Agios Nikolaos. At the center of town sits Lake Voulismeni, the deep waters of which have inspired many a local folk tale. Here you’ll find residents and visitors chatting over coffee, sipping ouzo at authentic tarvernas, or savoring lunch at a fine dining restaurant. For a taste of the beach life, you wont have to travel far. Several beaches are just a short walk from the town center and they are popular hangouts for fashionable young Greeks.

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.

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.

On the northwest side of Crete rests the old Venetian port of Chania, the second largest city on the island. Inhabited since the Neolithic era, Chania is a modern city built over the ruins of the ancient city of Kydonia. Stroll through the old city and see how it has been touched by the intersection of diverse civilizations throughout history, with a mixture of Greek, Venetian, and Ottoman influences on every corner: Minoan ruins, Byzantine churches, and impressive frescos. The Archaeological Museum of Chania houses an extensive collection of Minoan and Roman artifacts, and with replicas of ships dating back to the Bronze Age, the Naval Museum is a great way to explore the ages of Chania.

Kotor’s beautiful bay has long attracted passing ships that stopped to trade, plunder, or conquer, and merchants, pirates, and soldiers of numerous empires have walked this maze of cobblestone streets before you. One of Europe’s best-preserved cities of medieval or Renaissance vintage, its walls were constructed right into the steep slopes of the mountain behind it, providing protection and making it an amazing sight on approach from the sea. Venetian ramparts enclose a rich history, with churches of varying styles, and a Romanesque cathedral built on the foundations of an earlier church, and a still earlier Roman temple.

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.

Its Adriatic seaside lined with palm trees, Split is the largest and most important city in Dalmatia, and custodian of the riches of culture and history found within and around the walls of the Roman emperor Diocletian’s palace. Begun in 295 AD as an imperial residence and fortified camp, its twisting cobblestone byways reveal churches and chapels both Romanesque and Gothic, and older places of worship such as the Temple of Jupiter. The old town is remarkably well preserved, and is full of museums, art galleries, and cozy cafes where you can pause along your way.

Hvar frequently appears on lists of the world’s most appealing islands. Its fertile plains and fresh water springs support glowing fields of lavender, fruit orchards, ancient olive trees, and vineyards, which you are invited to visit, producing some award winning “garage” wines, which you are encouraged to taste. Or perhaps you prefer an espresso while people watching in the town square, followed by a stroll through picturesque streets that reveal centuries of Dalmatian history. Of note is the handmade agave lace, now on the UNESCO list of Intangible Cultural Heritage, made by Benedictine nuns in their secluded convent.

Just 55 miles north of Split is the city of Sibenik, situated where the River Krka meets the Adriatic. Since 1066, it has been under rule by Croatians, Venetians, Austro-Hungarians, Yugoslavians, and once again back to Croatians—which has resulted in a diversity of international influences. This is particularly evident in the old part of Sibenik, with its many churches, palaces, Dalmatian houses, as well in the city’s stone walls and four fortresses: St. John, St. Michael, St. Nicholas and Šubićaevac. A must see is the Cathedral Sveti Jakov, and if you love the great outdoors, then visit Krka National Park or Kornati National Park.