Each Italian city is filled to the brim with history, art and culture and with the country boasting more UNESCO World Heritage Sites than anywhere else in the world, it’s tough to decide where to begin on a cultural holiday to Italy. Rome is a history lover’s dream, as the ancient centre of the Roman Empire and one of the oldest continuously inhabited cities in Europe. Art aficionados will find galleries galore in Florence, the birthplace of the Renaissance, while fashionistas will delight at the abundance of boutiques in Milan. Musicians should be sure not to miss Naples, the location of the oldest public opera house, and wordsmiths will feel at home in Verona, the setting of Shakespeare’s Romeo and Juliet. For those with a craving for Italian cuisine, try Sicily for fantastic seafood, Naples for truly authentic Neapolitan pizza, Bologna for traditional Bolognese sauce, or head for the vineyards of Tuscany to fulfil every oenophiles fantasy. The best thing about Italy cultural holidays? Our travel experts will craft your itinerary with as much care and detail as you’ll find in the frescoes of the Sistine Chapel or the artworks of the Uffizi Gallery.

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Italy testimonials

30 reviews
4.7 / 5
"Emily really understood what mattered to us and created a trip that felt completely personalised and thoughtfully organised. We had time to relax in Naples after each excursion, our transport provider was friendly and always on time, and it was a pleasure to be looked after by a local, who added an authentic touch to the whole trip. Visiting Herculaneum and Pompeii was a particular highlight - our guide was truly exceptional, making the visits truly memorable with an excellent command of English and an impressive knowledge of world history as well as the sites themselves."
L - UK
Published on 23rd February 2026
"Our Concierge was brilliant and super helpful - we'd recommend travelling with Original Travel based on her help alone! The Concierge was a new thing for us as previous travel companies did not have this feature, and we thought this was invaluable. We particularly enjoyed the food tour in Ragusa, seeing Mount Etna, driving in Ortigia and the sunset in Marsala. It is the first time we have used Original Travel and we were very happy with the service."
M - UK
Published on 29th September 2025
"Emily really listened and understood what I was looking for, and developed a fantastic itinerary based on that. The personalised tour of Siena was a real highlight - I had asked if we could see some James Bond filming locations, and our guide took a lot of time to review the films and take us to the exact streets, balconies, doorways and squares seen in the films. We all loved it, especially our boys, who are James Bond enthusiasts."
G - UK
Published on 29th September 2025

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