Italy Family City Breaks

We know the destinations we sell incredibly well; our team of consultants have helped our clients travel to 112 countries... so far. Some of our experts have grown up in these destinations, or lived and worked there, but all have travelled extensively within their specialist regions and are perfectly placed to help you plan a holiday full of authentic experiences, from cultural explorations to wildlife wonders and adrenaline-filled adventures.
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Italy family city breaks holiday ideas

A few suggestions to get the holiday planning process started

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Couples Holidays

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Luxury Holidays

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Italy Family City Breaks Guide

Practical advice and inspiration to help you prepare for your holiday

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Best time to visit Italy

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Italy Travel Advice & Information

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What is a Masseria? Explore Italian Luxury

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Italian Lakes Trip Planning: An Expert’s Guide

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Reasons to Visit the Dolomites in Winter

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
See all Italy reviews

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