Holidays to Italy by Train

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Discover the timeless beauty and culture of Italy with our expertly curated rail holidays. Glide through stunning landscapes, from rolling vineyards and dramatic coastlines to iconic cities steeped in history—all from the comfort of a train. Whether you’re dreaming of Renaissance art, world-class cuisine, or romantic escapes, we’ll handle the details so you can savor every moment of your Italian adventure.

Our featured rail holidays in Italy offer unforgettable experiences, including the chance to travel aboard the legendary Venice Simplon-Orient-Express. From the canals of Venice and the grandeur of Rome to the charm of Tuscany and the Amalfi Coast’s breathtaking views, these journeys showcase the best of Italy by train. Explore our top itineraries and start planning your perfect Italian escape today.

Europe & Worldwide Rail Holidays 2025/26

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At Fred. Holidays, our passion and mission lie in expertly crafting unforgettable travel experiences for the discerning traveller. Specialising in exceptional ocean and river cruises, bespoke land-based adventures, and unique rail holidays, we’re dedicated to tailoring each journey to your individual preferences. Providing you with a truly unique experience. As your trusted companion, we’re committed to guiding you on a path of discovery, offering a diverse range of suggested holidays and short breaks designed to cater to your every need.

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Popular Destinations in Italy

Venice

Venice is one of the most unique and beautiful cities in the world. Built on a lagoon with 150 canals flowing throughout the centre, its romantic charm has attracted millions of tourists each year for 600 years. One unique draw to the place is that cars and motor vehicles are banned from the city centre, which makes strolling along the many vibrant waterfront streets a pleasure.

Lake Como

After Lake Garda and Lake Maggiore, Lake Como is the largest and one of the most popular lakes in Italy. With the area boasting beautiful scenery and set in the foothills of the rolling snow-covered Alps, Lake Como is a perfect place to indulge and get away from the hustle and bustle of a crowded city.

Milan

Milan is often considered a contrast to Rome in the way that the latter shows off the historical side of Italy, whilst the former has both feet firmly in the 21st century. Famous for being at the cutting edge of industries such as fashion and art, Milan really is a bustling cosmopolitan city which is as trendy as they come.

Sally Barlow

Your expert says:

For over a decade, travelling by rail has been my passion and expertise. I’m committed to crafting rail holidays that offer seamless journeys from start to finish—where you can truly savour every moment without the hassle of airports, baggage charges, or reclaim queues.

Picture yourself in the comfort of your pre-booked seat, watching the world unfold outside your window. Whether you prefer a leisurely coffee, a refreshing drink, or simply relaxing as the scenery changes, our range of Budget Breaks, Iconic Rail Journeys, and Grand Tours ensures there’s something for everyone.

With our tailor-made holiday service, you’re in the driver’s seat—we’ll get you where you want to go by rail, your way.

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Holidays to Italy by Train

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Popular Destinations in Italy

Venice

Lake Como

Milan