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.

Italy Cultural Holiday Ideas

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Italy Testimonials

18 reviews
4.7 / 5
"We had a great time and while we?re not sure where we'll go next, we will definitely book with Original Travel again "
Georgina - London
Published on 24th March 2025
"My agent Izzy was patient and wonderful. She answered my questions quickly and gave me a lot of options. The hotels selected were in excellent locations and high quality. The app was great to remind us of our itinerary. Our Concierge in each location was wonderful - they communicated well and were a calming presence. It was a pleasure to know all our travel arrangements were taken care of ahead of time and our privately booked tours were the best."
Annmarie - London
Published on 24th March 2025
"All hotels, excursions and drivers were amazing. Izzy is phenomenal. All Concierges were great. Many thanks! "
Rhonda - Texas
Published on 20th February 2025

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