Train Travel in Italy: Heading North | How to Plan an Independent Itinerary from Rome to Milan.
For this Italy trip, we chose to travel by train all the way from south to north. The rough route was:
Rome → Florence → Pisa → Bologna → Milan → Verona
The overall journey went much smoother than expected, and the train connections between Italian cities are quite convenient. If you don't want to backtrack, I think this itinerary is perfect for first-timers in Italy.
⸻
🚄 Why Choose to Travel North by Train?
When I first started planning the trip, I felt Italy was well-suited for train travel.
If you can arrange to fly into Rome and out of Milan, you can travel from south to north without having to loop back to the same city for your departure flight. For a trip with limited time, this makes things much smoother.
The distances between major Italian cities aren't too extreme, and there are plenty of high-speed train services. Compared to taking domestic flights, taking the train means you don't need to budget much time for check-in, and the stations are usually near the city center, so it actually saves quite a bit of time.
⸻
📍 How Did I Plan My Route?
My route this time was:
Rome (2 nights) → Florence (2 nights) → Bologna (1 night) → Milan (3 nights)
In between, I took two day trips:
Florence → Pisa (Round trip in a day)
Milan → Verona (Round trip in a day)
The most comfortable part of this route is that none of the train rides are too long. Most take about 1 to 1.5 hours, so you never feel like you're wasting the whole day on transportation. Every move is pretty relaxing, and there's no need to backtrack.
For first-timers to Italy who want to see several cities in one go, I think this route is quite comfortable.
⸻
🧳 Is It Convenient to Travel With Luggage?
I was initially worried that traveling by train in Italy with luggage would be a hassle, but the actual experience was better than expected.
There are two main train companies in Italy that most people use: Italo and Trenitalia. My personal experience with the high-speed trains was pretty good—the cabins were clean, the seats were comfortable, and stowing luggage was relatively easy.
On Italo, there are luggage racks near the doors, and some even have locks (you can prepare a €0.50 coin to lock them). If your luggage isn't too big, you can also put it on the overhead racks; it doesn't have to stay near the door.
From what I remember, I rarely had to struggle with carrying luggage up and down stairs this time. Most of the time, you can walk straight on level ground from the platform to the main concourse. Even if you need to change floors, there are usually escalators or elevators. Of course, the situation might vary by station, but overall, I think train travel in Italy is pretty friendly for those hauling suitcases.
⸻
🎫 How to Buy Train Tickets? Should You Book Early?
If you've roughly finalized your itinerary, I highly recommend buying train tickets as early as possible.
Both Italo and Trenitalia offer online booking, and the earlier you buy, the better your chances of snagging cheap tickets. If you buy right before departure, tickets for peak times or popular routes can be much more expensive.
I'm usually a bit worried about train delays or cancellations when traveling in Europe, but my high-speed train experience in Italy this time was quite smooth. Intercity high-speed trains mostly departed on time, or at most with a slight delay. The only cancellation I encountered was for a local train, but there were no major issues with high-speed trains between main cities.
So, I think Italy is actually very suitable for train travel, especially along the Rome, Florence, Bologna, and Milan route.
⸻
🏛 Rome: Are 2 Nights Enough?
I stayed in Rome for 2 nights, so I had about 2 days to actually explore.
If you aren't planning to spend hours in every single museum, I think 2 days is enough to hit the main attractions. Rome's sights are relatively close to each other, and the subway is quite convenient.
I'd suggest dedicating one day to the Vatican, and another to the Pantheon, Colosseum, and Roman Forum area. Of course, if you're super into history, churches, and art, Rome is absolutely worth a longer stay. But if it's your first time and you just want to see the highlights, 2 days is totally acceptable.
⸻
🎨 Florence: 2 Nights Plus a Day Trip to Pisa
I also stayed in Florence for 2 nights.
You can spend one day strolling slowly through the city, checking out the Florence Cathedral (Duomo), Ponte Vecchio, and Piazzale Michelangelo. Florence itself isn't a huge city; many places are within walking distance, and the vibe is very pleasant.
On my second day, I took a round-trip day excursion from Florence to Pisa, primarily to see the Leaning Tower. You really don't need to spend too much time in Pisa. If your goal is just to snap some photos of the Leaning Tower and nearby spots, a day trip is plenty.
If you're a big fan of art museums and want to take your time exploring the Uffizi Gallery or the Accademia Gallery, you might want to stay longer in Florence. But since my interest in art is just moderate, 2 nights plus a day trip to Pisa were just right for me.
⸻
🍝 Bologna: 1 Night as a Pit Stop
I stayed in Bologna for 1 night, and it felt like a great city for a stopover.
It doesn't have the massive, world-famous attractions of Rome or Florence, but the city itself is very cozy and has a great local, lived-in feel. I took the little tourist train to see the city's architecture and the university area, and of course, I had some Bolognese pasta. It was a pretty laid-back stop.
If you don't want your itinerary to be too rushed, Bologna is a perfect mid-way rest point between Florence and Milan. One night isn't too long, but it's enough to experience a different kind of Italian city vibe.
⸻
⛪ Milan: 3 Nights, Including Verona and Outlet Shopping
I stayed in Milan for 3 nights.
You can easily spend a day touring the main sights in the city proper, such as the Duomo di Milano, the Sforzesco Castle, and the opera house/concert hall area. Compared to Rome and Florence, Milan feels less touristy and more urban, fashionable, and commercial.
On another day, I took a round-trip day excursion from Milan to Verona. Verona is fantastic for a day trip; the city is highly walkable, has a historic old-town charm, and gives off much more of a small-town European vibe than Milan.
On the last day, I hit the outlets. There are quite a few outlet choices near Milan, so if you plan to do some shopping, devoting a day to it is totally reasonable.
So, I think staying in Milan for 3 nights is a comfortable pace, especially if you want to add a day trip or some shopping without feeling rushed.
⸻
🤔 Would I Plan It This Way Again?
I think this route turned out pretty perfect.
Flying into Rome and out of Milan, and heading north by train in between, meant virtually no backtracking. None of the train rides were exhausting—mostly hovering around 1 to 1.5 hours—and transitioning between cities was seamless.
If you have a deep interest in art, museums, and church history, you could certainly stay longer in each city, especially Rome and Florence. But for my personal pace, this setup was more than enough.
My only slight regret is not making it to Venice this time. If I had an extra day or two, I could have added Venice after Bologna and before heading to Milan. That would have made for a much more complete tour of northern Italy.
⸻
✅ Summary: Italy Is Truly Perfect for Train Travel
If it's your first time in Italy and you want to visit several classic cities in one trip, I highly recommend traveling from south to north by train.
The route I recommend the most is:
Rome → Florence → Bologna → Milan
If you have time, you can add:
Pisa day trip, Verona day trip, Venice, outlet shopping
Overall, Italian trains are more convenient than you might think, and the high-speed trains are generally punctual. None of the journeys are terribly long—mostly around 1 to 1.5 hours. As long as you book your tickets early and try to choose hotels near the station or in easily accessible areas, moving around with luggage won't be too painful.
If you're not the type to stay confined to a single city on every trip, this "heading north" approach is highly recommended.