A city of legend, civilisation and enduring culture, Athens is a majestic and magical urban sprawl. Extraordinary elegance and grace combine with grit and graft in Greece‘s capital, where highways encase ruins from antiquity, and gleaming museums and galleries stand beside concrete sprayed with edgy street art. These contrasts enhance and elevate the wonders of this 2,500-year-old city, however, which can count notable contributions to philosophy, drama and democracy, among its global legacy. Piraeus‘ giant port and naval base welcome you to the edge of the Athens‘ urban area. From there it‘s a simple jaunt to the centre. The majestic ancient citadel of the Acropolis dominates an elevated platform and is a constant presence as you explore the city. The wonderful remains of the columned temple of the Parthenon – which date back to the 5th century BC – stand here, representing the pinnacle of classical architecture. The nearby Acropolis Museum adds context to your visit and frames the broad views from its giant glass windows. Or rise up Mount Lycabettus, to be rewarded with perhaps Athens‘ best panorama of the Acropolis sitting high over the city on its grand stage. See the marble horseshoe of the Old Olympic Stadium, where the first modern Olympics were held in 1896, for more of the city‘s enduring legacy. Elsewhere, golden beaches and temples stretch out along the coastline, should you wish to explore a little further afield. Coffee is an art form to the Greeks, and it‘s an unwritten rule that coffee time must never be rushed. So prepare to settle down for a couple of hours and lose yourself in a good chat. Feeling hungry – try traditional souvlaki made with sauces handed from generation to generation.

Of all the Cyclades Islands, Santorini is often considered the most dramatic. Once an active volcano, in approximately 1620 BC, the volcano erupted with such force that the center of the island literally exploded, leaving a submerged crater. The island‘s small villages were preserved in the ashes giving a fascinating view of everyday life from 3,600 years ago. Santorini‘s landscape offsets its simple buildings, which shine in the brilliant sunlight. The rich volcanic soil is ideal for grapes and the local vines produce a crop known for its “special volcanic taste.”

It may not be the prettiest place in Crete, but Heraklion‘s patchwork of history, bustling activity and cultural intrigue makes it the perfect change of pace. This is certainly no sleepy island fishing village, and Greece‘s fifth-largest city is adorned with a rich collection of quality museums, ancient ruins from antiquity, and a lively culture of its own. View less A refreshing shift-up from the many quaint beach towns and fishing villages you‘ll encounter in the Greek islands, Heraklion – also known as Iraklio – has great shopping, extraordinary history and is the ideal base for ventures to the archaeological treasures of Crete. Traded by the Arabic, Venetian and Ottoman empires over the years, Heraklion is a multi-layered place with fascinating tales to tell. The city‘s impressive Venetian fortress, which waits over the gently rolling waves of the gleaming Mediterranean, welcomes you ashore. A stroll out along the seawall, alongside creaking fishing boats, will take you out to the squat fortifications that have stood since 1540. Climb to the top for views out across the water, back towards the city‘s waterfront. The sun-roasted earth outside the city hides treasures from the realms of history, including the Bronze Age remnants of Europe‘s oldest city, Knossos. A visit to the fantastic Archaeological Museum of Heraklion ties all of this history together and exhibits relics from the civilisations and eras of Crete‘s past. Elsewhere, Daidalou‘s pedestrianised paving is a charming stroll through Heraklion‘s shops, with streets branching off to café-lined plazas and twinkling fountains. Stop to try local food – like fresh feta and olive sprinkled dakos mezze – all washed down with a sample of local raki brandy.

Honey-coloured Siracusa is a staggering UNESCO World Heritage Site, and an extraordinary Sicilian city of immense ancient history. The modern population is a fraction of what it was at the city’s heyday around 400 BC, when Athens’ might was successfully challenged and faced down, reinforcing the city’s incredible power and status. Siracusa’s historical nucleus waits to be discovered on the compact islet of Ortygia. The city was founded here, but grew over time, spreading across to the mainland. View less A small channel separates the two, which is now spanned by twin bridges. Wander the atmospheric streets of this time warp, to reach the shining elegance of Piazza Duomo. The Baroque cathedral rises like a giant sandcastle, and you can settle opposite to cradle a glass of wine and enjoy the view over the immaculate square – people watching before the glorious baroque façade. Dig deep into its history at the mainland‘s archaeological park. Here you can wander between the remains of a Greek theatre, constructed in the 5th century BC, and now used as a grandiose, atmospheric venue for events and performances. You’ll also encounter a Roman Amphitheatre – where gladiators battled brutally, and the spectacular ear-shaped cave, which is famed for its extraordinary, secret-revealing acoustics. It was given its name – the Ear of Dionysius – by Caravaggio. Visit the legendary Fonte Arethusa, or lose yourself in the Ortygia Market – you’ll find everything here, from fresh fish, to spices and local bottles of wines. Look out for a flavour-filled jar of real Sicilian u strattu – an intense tomato paste that is the secret ingredient to many Sicilian recipes. The local ingredients are imbued with flavour by this volcanic land’s fertile soils and the firepower of Europe’s most active volcano Mount Etna, waits just to the north.

The capital of Sicily is situated on a crescent-shaped bay on the island‘s north coast. Once the intellectual capital of southern Europe, Palermo has always been at the crossroads of civilization. Due to its favourable location, Sicily‘s most interesting city has attracted almost every people and culture touching the Mediterranean world. Its most unique characteristic is a harmonious blend of Arab-Norman cultures mixed with Byzantine and Jewish elements, which created some unforgettable and resplendent works of art. Phoenician traders first colonized Palermo in the 6th-century BC, but it was the Carthaginians, who built the important fortress here that caught the covetous eye of the Romans. After the first Punic War, the Romans took control of the city in the 3rd-century BC. Following several invasions by the Vandals, Sicily was settled by Arabs, who made the country an emirate and Palermo a showpiece capital that rivalled in splendour both Cordoba and Cairo. The city became a magical place of palaces and mosques, minarets and palm trees. In the 11th-century Palermo was conquered by the Norman ruler, Roger de Hauteville. During the Normans‘ hundred-year occupation, the city experienced a remarkable period of enlightenment and a flourishing of the arts. Counting a population of more than 300,000, Palermo became the centre of Norman rule and one of the most important trading centres between East and West. Eventually, Palermo was incorporated into the “Kingdom of the Two Sicilies” under the Swabian ruler Frederick II, known as the Holy Roman Emperor. After the bloody Sicilian Vespers uprising in 1282, the Spanish took control and brought the Inquisition to Palermo. Some historians believe that the nature of the Inquisition helped foster the protective secret societies that eventually evolved into the Mafia. Today, visitors can still experience the legacy of Palermo‘s rich past. Great Arab-Norman buildings include the Cappella Palatina, La Martorana, San Giovanni degli Eremiti and, a few miles outside the city, the Cathedral of Monreale. Palermo‘s bustling streets and animated markets give the town an Oriental feel. The Quattro Canti, or Four Corners, is the monumental crossroads laid out in 1608-1620 at the central intersection of the four longest and straightest streets of the city. North of Piazza Castelnuovo lie the avenues of the new city. Most sights are scattered along three major streets: Corso Vittorio Emanuele, Via Maqueda and Via Roma. A vigorous metropolis with a strong historical profile, Palermo is packed with interesting sights, which make it an enriching and enjoyable place to explore.

All roads lead to Rome, and with good reason – this city is one of the world’s most thrilling, offering unmatched history along every street. An evocative, inspiring and utterly artistic capital of unrivalled cultural impact, Rome is a city of back-to-back landmarks, which will take you on an exhilarating journey through the ages. This may be one of the world’s oldest cities, but it’s well and truly lived in. The ruins are punctuated with murmuring cafes, and the outdoor seating of restaurants sprawls out across piazzas, enticing you to sample tangles of creamy pasta and crispy pizzas. Rome’s incredible Roman Forum is littered with the ruins of its ancient administrations, which have stood firm for 2,000 years, since the times when the area was the centre of the Western world. Few sites are more simultaneously beautiful and haunting than that of the storied Colosseum, which looms deep into Rome’s rich blue sky. Take a tour to learn details of the grisly goings-on within. The best way to experience Rome is to wander its streets, gelato in hand. There is a lot to see here – whether it’s the domed spectacle of the Pantheon, or the elaborate flowing waters and artistry of the Trevi Fountain. Vatican City is an astonishing, colossal display of Catholic grandeur, while the Spanish Steps – crowned by the Trinità dei Monti church – offer a beautiful spot to gather and soak up the lively atmosphere of this humming city. With so much on the to-do list, you’ll relish the breaks you take, enjoying simple pleasures like a strong espresso, or fresh pasta with tomato sauce and ripped basil.