Luxury Train Travel in Italy made for you
Explore Italy by rail on a luxury tour designed just for you
Relive the golden age of rail on an opulent Italy train tour
There is no better way to discover Italy than onboard an iconic train. The Venice Simplon-Orient-Express and the Orient Express La Dolce Vita represent the pinnacle of luxury Italy rail tours, where the journey becomes as unforgettable as the destination. Check into your meticulously restored private cabin, adorned with polished wood panelling and sumptuous upholstery, and step into the golden age of travel.
The splendour of the Venice Simplon-Orient-Express carriages – dating back to the 1920s and 1930s – creates an atmosphere of timeless elegance that perfectly complements Italy’s rich cultural heritage. In ornate dining cars, white-gloved stewards attend to your every need. Savour caviar, lobster and handmade pasta – as well as decadent breakfasts and midnight brunches – created by Michelin-star Chef Jean Imbert and served on fine china.
Onboard Orient Express La Dolce Vita – an homage to 1960s Italian design – or the Art Deco Venice Simplon-Orient-Express, you weave through Italy’s most breathtaking landscapes, from the mist-shrouded Dolomites to the sun-drenched countryside of Tuscany. Your Italy train tour connects grand cities like Paris, Rome and Venice, and even links to Sicily, as you can cross the Strait of Messina on the unique train-ferry.
These luxury Italy train tours work brilliantly alongside longer trips around Europe. Get in touch with your travel designer to plan a bespoke journey, designed to suit your personal tastes and preferences.
From our experts
Experiences picked by our specialists
Pause in beautiful mountain towns
Discover ancient towns tucked between mountains, like Matera and Palena
Follow the Truffle Route from Rome to Monferrato
Follow the Truffle Route from Rome to Monferrato
Cross to Sicily on Europe's last train ferry
Depart for Sicily by crossing the Strait of Messina on one of Europe’s last remaining train ferries
Take the classic London to Venice route
Take the traditional London to Venice route on the Art Deco Venice Simplon-Orient-Express
See Tuscany's vineyards from La Dolce Vita Orient Express
Visit Tuscany and its world-renowned vineyards from La Dolce Vita Orient Express
A word from one of our experts
Luxury rail travel in Italy is a one-of-a-kind trip where world-renowned chefs, sommeliers, mixologists and stewards cater to your every whim – while the lounge car pianist plays the soundtrack. The sumptuous carriages and dining cars are truly like nothing else I’ve experienced; Italy by rail is an opulent adventure.
Murray Mitchell
Luxury accommodation in Italy
There are many incredible places to combine an Italy rail tour with. Here are some of our favourites, handpicked by our travel designers:
Why book with Jacada?
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Personalised design
We’ll plan your trip around your specific interests, tastes and preferences, providing helpful tips and honest advice based on first-hand knowledge of the destination.
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Authentic experiences
Our expert guides and brilliant travel concierges are hand-picked to provide a genuine experience, bringing your destination to life with care and passion.
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Responsible travel
Our luxury trips are designed with responsible travel principles that prioritise travel experiences that are both good for you and good for the planet.
Trip inspiration
Get inspired with our Italy example trips and then get in touch to plan your own adventure
Where to go
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Austria
Austria is filled with elegance, natural beauty and eye-opening history. The beautiful baroque architecture and the grand imperial palaces…
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Belgium
Full of history, home to some of Europe’s finest museums and galleries, and filled with charming medieval towns, Belgium is a joy to explor…
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Budva Riviera
Idyllic beaches and green-fringed cliffs, the Budva Riviera is a popular stretch of Montenegrin coastline. The Adriatic Sea laps gently at…
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Central Europe
Venture into the heart of a continent where empires have risen and fallen, where grand cities vibrate with a modern energy and where ancien…
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Croatia
Sitting at the crossroads of central and southern Europe, Croatia is a land of distinctive red-roofed houses, medieval walled towns and vib…
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Czech Republic
Prague's spires and bridges are the start of a journey through castles, spa towns and wine villages.Český Krumlov and Kutná Hora make beaut…
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Denmark
A visit to Denmark is all about hygge – a cosy feeling of contentedness. You’ll find it in the people, the Danish food and the scenery. It’…
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England
Historic cities, picture-perfect villages, majestic country houses and an exceptional cultural offering from Shakespeare to Dickens via Har…
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Finland
One of the northernmost countries in the world, Finland is a spectacular destination. The pristine scenery is waiting to be explored, wheth…
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France
Beautiful châteaux, rolling vineyards and prestigious vintages, the glamorous Côte d’Azur, elegant cities and medieval towns. Much of Franc…
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Germany
Germany’s major cities are full of history and architecture with plenty for you to enjoy along the way. Learn about the country’s past in B…
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Greece
Greece is a land of legends, mythological creatures and gods and goddesses. But it is also a country that lives very much in the present, i…
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Ireland
So diverse in its offerings, Ireland is a highly evocative place that will keep you entranced with its irrefutable charm. From the merry an…
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Italy and France
Seamlessly blend two of Europe’s most alluring countries into a single, unforgettable journey. A luxury trip to Italy and France offers you…
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Montenegro
Montenegro packs a fjord-like bay, medieval towns and dramatic mountains into a small country.It combines well with Dubrovnik across the bo…
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Netherlands
Sitting above Belgium, with Germany to the east and the North Sea to the west, the Netherlands is one of Europe’s powerhouses when it comes…
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Norway
From green-edged fjords, to large expanses of frozen wilderness, Norway is the perfect destination for the trip of a life-time. Whether you…
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Portugal
Portugal is a country where you can connect to tradition, culture and beautiful landscapes. On a Portugal private tour with Jacada you’ll e…
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Romania
Fairytale castles, painted churches, primeval forests, enduring traditions and folklore and hearty food – Romania is an excellent destinati…
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Russia
Covering an expanse of over 6.6 million square miles and with nine different time zones, it is unsurprising that Russia is a truly multifac…
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Scotland
Boasting historic castles, vibrant cities and some of the United Kingdom’s most spectacular scenery, Scotland is an endlessly intriguing de…
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Slovenia
Tucked between Italy, Austria, Hungary and Croatia, you’ll find the captivating country of Slovenia. Here Alpine peaks meet Mediterra…
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Spain
Spain is one of Europe’s largest and most diverse countries. A place where history and architecture combine to form grand cities. And, wher…
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Spain and Italy
Discover two of the Mediterranean’s most alluring and diverse cultures on one combined luxury trip to Spain and Italy. Find yourself wander…
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Sweden
From proud cities and quaint villages to wild archipelagos and serene forest paths – Sweden is a true Scandinavian beauty. Its fascinating…
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Switzerland
Rolling hills carpeted with spring flowers, white slopes dotted with charming villages, the majestic snow-capped peaks of the Alps, and liv…
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Switzerland and Italy
From the breathtaking mountain landscapes of the Swiss Alps, to the laid-back, sun-soaked beaches of the Italian Riviera, a combined Switze…
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The Alps
The European Alps are more than just a mountain range; they are a spectacular destination where breathtaking natural beauty, unique alpine…
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The Mediterranean
The Mediterranean offers you the ultimate European journey. Spend long days on sun-drenched beaches, explore cobbled alleyways in coastal t…
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Türkiye
Bridging two continents, rich in everything from history and culture to cuisine and natural beauty, Turkey presents a unique and diverse me…
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Meet your Europe team
When to visit
Italy is a year-round destination. Summers can get very hot and crowds do swell, so spring and early autumn are great times to visit. The sun is still shining and it’s much more pleasant to explore the cities once the intense summer heat has subsided. In winter, there’s snow and a ski season in the Alps and Dolomites, and in December, the main cities of Rome, Florence and Venice have a gorgeous festive atmosphere. The Venice Simplon-Orient-Express typically operates between mid-March and December, while La Dolce Vita Orient Express operates some of its itineraries year-round.
Hiking in the Dolomites
May–October
Beach break
June–August
Carnevale di Venezia (Venice Carnival)
January–February
Grape harvest
September–October
When Is the Best Time to Go to Italy?
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Italy travel guides
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“We enjoyed our first trip with Jacada…”
We enjoyed our first trip with Jacada and it surely won't be our last! Every detail and moment of our trip was perfectly planned. We were met every step of the way with courteous and knowledgeable drivers and guides. We really appreciated the local guides and the commitment they had to make every day special. Thank you Jacada for the…
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My wife and I used Jacada to plan our honeymoon to French Polynesia. Working with the Jacada team was fantastic and effortless. Every question was quickly answered. Every hiccup was quickly addressed. We felt like we were in the hands of experts who are equally passionate about travel, and who were committed to helping us have the trip of a…
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We enjoy traveling and we have used Jacada Travel for some wonderful trips over several years. We have never been disappointed. In 2024 we took a Safari in Botswana Africa and walked with the gorillas in Rwanda planned by Jacada and the itinerary was amazing. In 2025 we had planned a trip to Antartica ( with another company ) but…
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Communication and organization were excellent. The Jacada team was helpful and genuinely interested in our experience. The guides were personable, knowledgeable, and clearly enjoy their work. Vehicles were spotless, timely, and coordinators managed our every need brilliantly. I will recommend Jacada to friends and family. The only way to travel!
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We had a wonderful trip planned through Jacada. We enjoyed the venues and the excursions. This is a beautiful place we'd recommend to anyone who wants to go on a new adventure.
Your trip, your story
We craft trips deeply personal, delightfully surprising and entirely one of a kind. Every Jacada journey begins in conversation with a travel designer, a specialist in their destination of expertise. Behind each journey is a wealth of insight, gathered over years of on-the-ground exploration.
Once you’re booked, you’ll meet your concierge. Based in the region you’re visiting, they’ll take care of all the details so your mind is at rest. They make the trip truly special – and truly yours.











