Agrigento

Days 1 - 3

Agrigento is a major tourist hub, primarily owing to the archaeological legacy of the Valley of the Temples, three kilometres below this Sicilian city. This is a misnomer, as it is not really a valley at all but a hill which is divided into two zones: the Eastern zone, containing the bulk of the impressive ruins, and the Western zone, playing host to the splendid gardens of Kolymbetra. Tourists with little time tend to focus on this area, but those on a more leisurely schedule should explore the town itself. Tucked away behind the modern city’s outer ring, a pocket of medieval areas offer bustling night-life as well as the Via Atenea at the centre - a charming suburb packed with modern boutiques, quaint cafes, and vibrant bars.

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Agrigento

Syracuse

Days 3 - 5

Set along the Ionian coast of Sicily, the Italian city of Syracuse is known for its timeless beauty, citrus orchards, and ancient ruins fringed by the glittering blue ocean. History enthusiasts can visit one of Sicily's greatest archaeological sites, the Parco Archeologico della Neapolis, home to the 16000-capacity Roman Theatre, the 5th-century Teatro Greco and the Orecchio di Dionisio, a fascinating limestone cave. Once the largest city in the ancient world, and dating back to 734 BC, today the remnants of this spectacular time and the remaining ancient historical sites can still be enjoyed by visitors. Sip on espresso at a local cafe, stroll through the Baroque piazzas, and explore the winding medieval alleyways that traverse this beautiful city. Don’t miss the opportunity to visit the Museo Archeologico Regionale Paolo Orsi, which displays local artefacts and art.

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Syracuse

Salina Island

Days 5 - 8

Dotting the Mediterranean, Salina is one of the gorgeous Aeolian Islands set just to the north of Sicily in southern Italy. The island features a remarkably scenic landscape blanketed in lush woodlands, enchanting wildflowers, fruit trees, wild capers, olive groves, and sun-drenched vineyards meeting high coastal cliffs which plunge into the breaking waters below. It is home to two extinct volcanoes: the Monte Fossa delle Felci and the Monte dei Porri, the island’s highest peaks. Visitors can look forward to exploring the main port of Santa Marina Salina, the village of Malfa and Leni, as well as the collection of sleepy villages, tucked amidst verdant mountains. Sample the local Malvasia, a locally produced sweet wine; view the picturesque pebble beaches dotted with colourful fishing boats and visit the Lingua saltwater lake.

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Salina Island

Taormina

Days 8 - 10

Taormina enjoys an idyllic location, favourably perched on a steep mountainside with panoramic views of Mount Etna, two grand sweeping bays and a picturesque Graeco-Roman amphitheatre. Drenched in sunshine year-round, this chic resort town attracts a steady stream of celebrities and holidaying high-rollers. Despite its unashamedly touristy atmosphere, its natural beauty is undeniable. The town’s chaotic network of winding streets is strewn with luxury designer boutiques, ancient churches and flower-filled balconies adorning beautifully restored medieval buildings and intimate piazzas. Taormina is especially magnificent on clear days when you can view the exquisite flora and flora against a backdrop of snow-capped volcanoes spewing puffs of white smoke into a mesmerizingly blue sky. Make sure to spend an afternoon picnicking in the gorgeous Giovanni Colonna Park.

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Taormina

Chania

Days 10 - 13

The old port city of Chania is located on the beautiful island of Crete, guarding the entrance to Greece’s spectacular Chania Peninsular. Known as the ‘Venetian Harbour’ and by the names Hania and Chania, this magnificent city boasts a charming quarter filled with labyrinthine lanes, Turkish architecture, and beautifully restored townhouses. Hike through spectacular mountains and gorges, discover archaeological sites, and explore ancient monasteries. Visitors can also enjoy a stroll along the Venetian harbour, sip on a cocktail at one of the many cafes lining the promenade, and sample some of Crete’s best cuisine. Don’t miss visiting the striking Venetian Lighthouse, as well as the wonderful Naval Museum, where you can see incredible displays from the Bronze Age until the present, including war relics, paintings, models of ships and nautical instruments.

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Chania

Heraklion

Days 13 - 15

The fifth-largest city in all of Greece, Heraklion serves as the island's capital on the island of Crete. This cosmopolitan centre boasts many thriving urban cafes and restaurants, a vibrant nightlife, and excellent shopping - all close to the renowned ancient ruins. The breathtaking, intricate and massive Palace of Knossos was, according to legend, designed to be so complex that it was impossible to find the way out, and its Labyrinth is known as the dwelling place of the Minotaur, famous in Greek Mythology. Other heritage attractions include the enormous Archaeological Museum, which displays relics from the Minoan and post-Minoan era; and the fascinating historic city centre. Make sure to see the Byzantine-era Cathedral of Agios Titos, one of the most important monuments in Crete.

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Heraklion

Fira

Days 15 - 18

Perched on a 220-metre-high cliff overlooking the vivid blue waters of the Aegean Sea, Fira is Santorini's cultural and commercial capital that beckons those in search of breathtaking views, stunning sunsets, delectable local cuisine, and unforgettable cultural experiences. Facing the volcano on the island's western edge, Fira is a bustling cosmopolitan town characterised by a mixed sample of Cycladic and Venetian styles woven together by labyrinth streets that cater to daytime adventures and nighttime sprees. Embark on a fascinating exploration of the town's local museums, restaurants, coffee shops, and archaeological sites by hopping on a cable car heading to remarkable churches and iconic landmarks. For a deep dive into local history, visit the Museum of Prehistoric Thira, the Archaeological Museum, and the Santozeum. End the day with a leisurely cruise to the volcano from the Old Port on a luxury yacht or traditional wooden sailing boat.

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Fira
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