Inspiration for your own tailor-made trip
Milan - Naples - Taormina - Syracuse
100% customisable for you
Set off bright and early on the Eurostar from London to Paris, around a two-and-a-half hour journey. After a quick station change, board the direct Paris to Milan train, a scenic seven-hour journey that glides past rural France and into northern Italy.
Arrive in Milan early evening, just in time for dinner. Check into your hotel, change into your chicest outfit and head out into the fashion capital for an evening of pizza-munching and spritz-sipping.
Catch a morning train from Milan to Naples – a journey travelling just under five hours down Italy’s spine, with views of rolling countryside and Mount Vesuvius as you approach the coast.
Check into your hotel in the city’s historic district and venture out to explore some of Naples’ hotspots. Explore the National Archaeological Museum, which houses artefacts from the Greek and Roman times; the old town, a designated UNESCO World Heritage site; and Piazza Bellini, where bars bubble over with thirsty visitors. When hunger inevitably strikes, your local Concierge can point you towards the perfect pizzeria for fluffy-crusted, charred-to-perfection Neopolitan pizza.
This morning, make your way to Naples’ train station for the long (but spectacular) journey south towards Sicily, which takes approximately six-and-a-half hours. Watch the scenery slide from mainland cliffs to coastline as the train rolls onto the ferry across the Strait of Messina.
You’ll arrive in Taormina late afternoon, with time to settle into your hotel and take in the panoramic views of Mount Etna and the Ionian Sea.
Begin your first morning in Taormina with a classic Sicilian breakfast – a refreshing glass of granita (a semi-frozen drink made from juice or water, sugar and fresh fruit or flavouring) paired with brioche col tuppo (an Italian take on a brioche roll stuffed with gelato). Once you’ve fuelled up, join your private guide for a two-hour walking tour uncovering Taormina’s ancient ruins, cliff-edge viewpoints and pretty Medieval lanes. As evening falls, pick from one of the town’s Michelin-starred restaurants for a seafood-rich dinner.
The following day is yours to spend as you choose. Revisit favourite spots or explore the Teatro Antico di Taormina – a spectacular Greco-Roman amphitheatre carved into the cliffs. Snap some pictures of Mount Etna and Italy’s Calabrian coast before your final dinner in Taormina.
This morning, hop on the train south for around two hours to Syracuse, following the coastline past fishing villages and sparkling bays. After checking into your harbourside hotel, spend the afternoon exploring the gorgeous shorelines, dipping into Baroque piazzas, browsing boutiques or simply settling at a terrace bar with something cold and citrusy in hand.
Today, peel back the historical layers of Syracuse – an ancient city founded in 734 BC – alongside a private guide. Step back in time and discover the sites within the Neapolis Archaeological Park: the Teatro Greco, an ancient Roman amphitheatre that’s still in use today, and the Orecchio di Dionisio, a limestone cave shaped like a human ear.
Afterwards, wander Ortigia – the city’s Baroque island heart and UNESCO World Heritage site – where elegant churches, lively street markets and sea-view restaurants make it the perfect place to while away an afternoon. On your final evening, settle in for a sunset aperitivo overlooking the Ionian Sea.
Enjoy one last glass of granita before your private transfer to Catania Airport for the three-and-a-half-hour flight back to London. Plenty of time to reminisce about your sweet Sicilian adventure...
Each of our trips is entirely tailor-made with originality, quality and cultural immersion in mind. Our team of destination specialists will craft itineraries based on your tastes, using their first-hand knowledge and the help of our in-country team of Concierges and guides. All trips are accompanied by a wide range of additional services, including a 24-hour helpline, the Original Travel app, fast-track airport services and much more.
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Our team of destination experts will get to know you and your unique requirements for your holiday
We work with you to build an ultra-personalised holiday itinerary with your choice of accommodation, experiences and activities
All of our holidays include little extras designed to make a big difference to your trip, from fast-tracking you through airport check-in and security to our network of local Concierges
