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 Cultural Holidays Guide

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Italy Testimonials

25 reviews
4.6 / 5
"The Concierge provided useful and good information when asked, and the use of WhatsApp was very convenient. The service was excellent, great choice of hotels."
F - UK
Published on 6th August 2025
"Exceptional, genuine, tailored recommendations and clearly well thought through with passion. Both hotels were spot on to my brief, quirky, boutique and bags of charm and character. Love the app, this is a genius touch. And the reading list touch was lovely - again, so much thought had gone into this. The Concierge was so responsive, so helpful and so knowledgable about local places. The whole experience was memorable."
C - UK
Published on 27th June 2025
"Within a couple of days of our introductory call, we had a full itinerary and a better trip than I could have planned on my own. I would highly recommend working with Emily, she was amazing to work with and extremely helpful. The staff at the hotels were extremely attentive to us because they knew we had booked through Original Travel. The app made everything easy to follow throughout our long trip, and the Concierge were always quick to respond with great information. Every excursion that was booked was a 10/10 experience. Nothing that could have been better - it was the best honeymoon I could have asked for."
S - United States of America (USA)
Published on 28th May 2025

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