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What Italian city to visit first?

First port of call for many travelers is Rome, Italy's charismatic capital. You'll never be able to cover all of its monuments and masterpieces but there are some you won't want to miss. The Colosseum and Pantheon are obvious highlights, along with the Roman Forum and Palatino.



For a first-time visitor in 2026, Rome is the definitive starting point. Known as the "Eternal City," it provides the most comprehensive introduction to Italian history, spanning from the Roman Empire to the Renaissance. You can visit the Colosseum, the Roman Forum, and the Pantheon within a single walking district. Rome also serves as the gateway to Vatican City, housing the Sistine Chapel and St. Peter's Basilica. Beyond history, Rome offers the classic "Dolce Vita" experience with its vibrant piazza culture and world-class culinary scenes. Because it is a major international transport hub, it is the most convenient entry point. If you prefer a smaller, more walkable introduction, Florence is the second-best choice, offering a dense concentration of Renaissance art and the iconic Duomo. In 2026, both cities are heavily integrated with high-speed rail, making them perfect bases for further exploration.

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While you can make local friends on trains or experience rural life on a road trip, there's no better way to see Italy than with the help of a local tour guide.

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While Milan houses an impressive collection of Italian art, including Leonardo da Vinci's world-famous The Last Supper, Florence is truly the mecca for lovers of Renaissance art and history. Milan has more to offer visitors in way of musical culture, shopping, and nightlife.

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Florence is not an overly expensive destination, is relatively safe and has a small city atmosphere. Naples is a raw and immersive Italian city. It's got pizza places that are frequented by locals. It's got wine bars serving gorgeous Campanian tipples.

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How to plan an Italy trip
  1. Step 1 – Decide when you want to go and your budget.
  2. Step 2 – Do some preliminary research and preparation.
  3. Step 3 – Confirm your itinerary.
  4. Step 4 – Book your flights, inbound travel & insurance.
  5. Step 5 – Book accommodation and transport.
  6. Step 6 – Book Attractions, tours and activities.


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However, to experience Italy at its best, you'll need to factor in three or four weeks. That way, you'll have enough time to discover a large part of the peninsula and one (or perhaps both!) of its major islands, Sardinia and Sicily.

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If you're looking to just hit the city's top highlights, three or so days should be enough. But if you're like us, hitting the hotspots will only make you curious to stay longer – especially in a place as rich with culture, cuisine, and history as Florence.

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Italian trains are fast and convenient, and therefore many travelers' preferred choice to travel on major routes like Florence to Rome and Milan to Venice. Competition between Italy's two rail companies are keeping both on their toes, which explains why Italian trains deliver great quality and value to travelers.

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A well-developed railway network makes it possible to reach even the most remote locations in Italy while enjoying unique scenery. Travelling between big cities is even easier, thanks to high-speed trains in Italy: you can reach Rome from Milan in just over three hours.

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Amalfi is more popular for its scuba diving & snorkeling, beaches, hiking, and impressive beauty, while Naples is known for its museums, shopping, and big city activities. Amalfi is more touristy than Naples and is known for its dramatic views, charming character, and excellent limoncello.

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It depends on which you prefer. Florence is wonderful for art, the Middle Ages buildings, and offers the chance to explore a bit of the Tuscan or Umbrian countryside. The Amalfi coast has stunning coastal views, charming towns such as Sorrento, a chance to visit the ruins at Herculaneum or Pompeii.

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According to recent statistics, Milan has a lower crime rate compared to other major Italian cities such as Rome and Naples. However, like any major city, there are still instances of crime, particularly in tourist areas or areas with a high concentration of bars and nightlife.

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Milan is a fantastic city for wandering with so much within walking distance and if you need to speed things up a bit the Metro is really handy. There's something for everyone in Milan and it is absolutely worth visiting if you plan a trip to Italy. It's certainly on our list to visit again.

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Milan has been recognized as one of the world's four fashion capitals. Many of the most famous luxury fashion brands in the world have their headquarters in the city, including: Armani, Prada, Versace, Moschino, Valentino and Zegna.

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