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A first-time guide to Italy

by Ednan

So, it would seem that this is your first trip to Italy, huh? 

First of all, congratulations! One more thing breathe. You are not solving quantum physics; you are merely going to eat lots of pasta. Let me tell you that Italy is not just a country; it’s a mood. 

It is chaos with charisma, espresso shots with existential eye contact, and long dinners stretching to three hours long; no one seems to be in a hurry, except maybe you relax. 

This is the guide I wish someone had handed me before I showed up in Rome jet-lagged, underdressed, and convinced I could wing it. 

Let’s talk real tips, real cities, and real-life “oops” moments. This is exactly how you should approach Italy traveler style, not as a tourist in a gladiator helmet. 

I’m posing with a futuristic armored street performer near the Altare della Patria in Rome, Italy – a highlight from my travel experience in Italy.

One of my favorite moments in Rome — ran into this amazing street performer near the Altare della Patria.

Step One: Stop Planning Every Minute 

Well, I know your Pinterest board is overflowing. But here is the thing Italy takes a good long chuckle every time at any form of a strict schedule. 

Italy rewards curious exploration, not control. Plan your main cities, lock down your accommodation, possibly pre-book your Colosseum or Uffizi tickets, and leave the rest for wandering. Trust me, the alley that you’re not going to stand up for might lead to your favorite pasta of the trip. This Italy Budget Travel Guide dives deeper into smart flexible planning.

Choosing Where to Go and What to Skip 

Now here is the truth: you are not going to see it all. Unless you’re moving there or have 6 months to backpack around with a Vespa. For your first time, I would say simply, “It’s a triangle across Italy.” 

Rome: For the drama and the ruins.  (Top Rome Attractions)

Florence: For the art and the heart. 

Venice: For the magic and mild disorientation. 

If you have more time, you may add: 

Cinque Terre: Coastal color therapy. 

Naples + Amalfi: Pizza, sea, and people who yell (with love). 

Bologna: Heavenly food without the crowd of tourists. 

For a complete list, explore Italy’s Best Places to Visit.

Do not undertake visiting 6 cities in 7 days. Italy is just not that fast. It is about long lunches and missed trains that usually lead to better stories.

Plan & Book Your Trip with Trip.com – Flights, Packages


What to Pack (Hint: Not Flip-Flops) 

Let’s simplify that. 

Pack less. Walk more. Dress smarter. 

You’re going to be doing quite a bit of walking which is a lot. Cobblestones are quaint until your ankle screams for mercy. 

So bring along snazzy but easy-to-walk-in shoes (sneakers that could be mistaken for a café trip) rather than hiking boots. Italians notice footwear. And they will look down. Respectfully. 

So many needlessly huge backpacks down to dangling water bottles don’t make the cut. Italians even go grocery shopping for editorial shoots. 

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You’ll need layers (because of fluctuating weather), a scarf (in case of church visits or plane naps), and a crossbody bag (for that kind of pickpocket prevention… but pretty). 

Oh and no, you don’t really need a hairdryer. Italy loves a bidet, and hotels come equipped with hairdryers that may or may not whisper warm air at you like a tired intern. All good. 

Train Travel: Beautifully Chaotic Moving

Such is the reality of Italy’s entire train system efficient in principle and frequently late; such is the paradox. As low as 10 € will get you a ticket for a major route (like, say, from Rome to Florence to Venice) pre-booked on Trenitalia or Italo.  For more, check out Rome to Venice by Train.

Regional ones? Just buy at the station. And please validate your paper ticket on the little green machines or suffer a scolding that feels just like your Nonna is disappointed. 

Pro tip: The “Frecciarossa” is fast and fancy. “Regionale” means charming well, if charming means no a/c and a violinist busking nearby your seat.  

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Also explore: Italy Train Travel Tips

The Language Barrier (And Why It Doesn’t Matter)

No worries then. Italians are pretty much accustomed to visitors, and the majority speak some English, especially in cities. 

But here’s the thing: learn a few words “Buongiorno,” “Per favore,” “Grazie” and you’ll get so many brownie points with them. 

Gestures will help. Dramatically. Italians invented a whole vocabulary with their fingers. Use them. 

Besides, no one expects you to be fluent; rather, they appreciate the effort. Just a little bonus point if you can try and laugh at yourself. Italy is not an exam; it’s a conversation. 

More helpful advice? 15 Travel Tips Before Visiting Italy

Eating the Italian Way: It’s Got a Rhythm 

Let me break it down like this: 

Breakfast: Coffee and a pastry. That’s it. If you ask for eggs and toast, they’ll think you’re in crisis. 

Lunch: 1-3 PM. Shops might close, because la pausa is real. 

Aperitivo: Between 5 and 7 PM. A drink and snacks. The best pre-dinner culture in the world. 

Dinner: 8 PM or later. They eat late in Italy, so if you’re eating at 6, you’ll be dining with toddlers and tourists. 

Don’t hurry. Italians do not flip tables, and you sit there for 2 hours. They want you to enjoy. Ordering tap water is fine by requesting “acqua naturale” or “frizzante” (still or sparkling). 

Tip? Not required. Just riding up or leaving 1-2 euro in good service would suffice. 

And yes, the pasta tastes way better here. It’s not just imaginary. It’s the flour. And the salt. And the fact that someone’s grandmother still touches every ravioli. 

Want food recs? Dive into Italian Street Food

A delicious plate of authentic Italian pasta I enjoyed at a traditional trattoria in Rome, Italy

I couldn’t leave Italy without indulging in an authentic plate of fresh pasta.

Cultural Quirks That Might Surprise You 

This is what I learned the almost hard way: 

Restrooms are not always free. Bring coins. Also: sometimes the light is on a timer. Yes, I have peed in total darkness before. 

Waiters will not check on you all the time. You must, however, bring them over to pay. It is not rude; just how they do it. 

No cappuccino after 11 AM. Milk after a meal is a digestive disaster, according to Italians. You’ve been warned. 

People stand close. You would think they were crazy. No, just… proximity. 

For Vatican tips: All You Need to Know Before You Go

A cup of authentic Italian espresso I enjoyed at a local café in Rome, Italy

Starting my morning in Italy the right way with a perfect cup of espresso.

Cities Breakdown: What to Expect 

Rome: Grand Italian Introduction 

If Italy were a movie, Rome would be the opening scene. Cities that boast history are sprawled at your feet along your entire walking route. You could be having a €1.20 cappuccino in Trastevere, and before you realize it, you would find yourself accidentally falling into the Pantheon. 

It will almost go without saying that the Colosseum, Roman Forum, and Vatican all must be placed firmly into the bucket list. 

However, it is the nastiness of magic that takes place within the spaces between those landmark features. Taking two steps, standing still, feeling the sun, eating gelatos, and people-watching in Piazza Navona. 

Best advice: book major attractions in advance (like many weeks in advance) for this particular area. The Vatican Museum is popular, and those line-skippers really matter.

Florence: Cradle of Renaissance (And Leather)

I fell in love with Florence. Perhaps it was the art—seeing Botticelli’s “Birth of Venus” made me cry in real-time—or the markets filled with handmade leather, bags, and Chianti wine. In any case, Florence is small in a very intimate way but grand in soul and spirit.

Sleep somewhere central. Walking is really your only means of transportation. Wake up early, around the time that Brunelleschi’s Dome opens (8:15 in the morning), and enjoy watching the city awaken from what feels like the top of the world. 

Do not miss Mercato Centrale for lunch. Go for the truffle gnocchi. Thank me later.

Venice: Yes, it’s crowded. Go anyways.

Venice is surreal. You step out of the train station, and bam there’s a canal. Cars? No. Only boats, alleyways, and so many bridges you’d never think could exist in one city.

Touristy? Of course. But stray off the beaten path; head into Cannaregio or Dorsoduro; there, you should find hidden wine bars (called bacari) where a spritz is €2.50, and the cicchetti Venetian tapas are far better than anything you will find in St. Mark’s Square. 

And yes, if you want to, do the gondola ride. It’s €80 for thirty minutes, but split four ways among friends? Worth it just for the drama.

The Money Talk

Italy is in euros. Cards are accepted mostly everywhere, but in small shops and cafes, cash is often preferred—especially in the villages.

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Always use an ATM to withdraw euros, preferably one located inside a bank. Do not ever use an ATM that looks disreputable, as it probably has exorbitant fees. No money belt is necessary, just a good crossbody or anti-theft bag.

And for heaven’s sake avoid changing cash at the airport! The rates will steal from you, grinning the whole time like a cappuccino.

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Your Best Friend: Trains

Italian trains are cheap, reliable, and pretty. A fast train from Florence to Rome takes about 90 minutes, costing around €25. Also, train travel saves you from the nightmare of parking and driving through medieval alleys that Google Maps insists are wide enough for a Fiat (um, trust me, they are not!). 

I’m riding a train through Italy, enjoying the scenic views and relaxed travel between cities

Traveling by train through Italy has been one of the most relaxing and scenic parts of my trip.

Download the Trenitalia or Italo app. Always validate your ticket unless it is digital. Invest in a second-class window seat, and thank yourself later while gliding past golden hills and terracotta towns.

Food: No Menu, Just Locals

Now here is where Italian food is different: It’s regional. It does not exist as Italian cuisine but only as Roman, Tuscan, Neapolitan, and so on. If in Bologna, it is tagliatelle al ragù (never spaghetti bolognese—it’s a crime here); if in Napoli, pizza margherita from L’Antica Pizzeria da Michele for less than €10 will ruin pizza for you henceforth.

Avoid restaurants with pictures on the menu. Look for handwritten chalkboards. Order the day’s special. And always, always, ask the waiter what is in season. 

Coffee Culture 101

Coffee is practically a religion in Italy, and you don’t mess with the rituals. Follow these tips:

A cappuccino is only for breakfast, never after 11 a.m.

An espresso is a caffè and should be consumed standing at the bar.

It will cost you less to drink standing at the bar than sitting.

If you are really looking for a long sit-down coffee, ask for a caffè lungo or americano, but be prepared for a bewildered look from the barista.

Nearly empty cup of Italian espresso I enjoyed at a café in Rome – authentic Italian coffee break experience.

Loved every moment of this quick coffee break in Rome.

Tips That Don’t Seem Like Sacrifices

Getting around Italy doesn’t have to cost an arm and a leg; a little trick here and there:

Lunch should be your main meal; eat sparingly at dinner. Fixed menus (known as pranzo) offer pasta plus wine and dessert for less than €15.

Tap water is drinkable and tastes good; refill your bottle in public fountains.

Most museums are free on the first Sunday of the month.

Walk instead of taking an Uber most cities are small, and you’ll discover a little magic in each alleyway.

Learn a Few Basic Phrases (And Use Them)

Italians are warm, yet they are quite proud. They take much joy in your trying, from the accent to choosing the wrong word.

Try to start with:

“Buongiorno” – Good morning

“Per favore” Please

“Un caffè, per favore.” One coffee, please.

“Dove si trova il bagno?” Where is the bathroom?

The more you smile and try, the more likely you are to find the locals to be up for a conversation.

My Favorite Surprise: The Matera

Nestled within Basilicata, Matera is a prehistoric city of cave dwellings. I slept in one—a real stone-carved cave suite—for €45 a night. The city is raw, poetic, and completely different from anything you’ve seen in Italy. Less touristy, more soulful.

Plus, it’s where Mel Gibson filmed The Passion of the Christ, so if it feels Biblical…it’s kind of true.

What I Would Skip Next Time

Honestly, Pisa. Sure, the tower leans. So what? Take your picture and leave; the place is crawling with trinkets and really has nothing worthwhile. Go if you have to get the pic, but don’t stay overnight.

A Few Final Tips for First-Timers

Uses of cash. Always carry some €10 and €20 bills certain places do not accept cards.

Dinnertime comes late; restaurants usually do not open before 7:30 p.m.

When it comes to gelato, look for muted colors served in stainless-steel tins with lids. Bright blue “Smurf” gelato is a red flag.

Trains > flights. Trust me.

Take breaks; Italy will bombard your senses. Sit in cafes, nap in parks, and soak it all in slowly.

First-Time Mistakes I Absolutely Made So You Don’t Have To

Ordered a “latte” and got a glass of milk.

Tried to cover four cities in five days. I remember none.

Didn’t validate my train ticket. Got a lecture deserved it.

Heels in Venice. Cursed my life.

Paid €9 for a Coke in San Marco Square. Just… don’t.

Best Unsolicited Adjudication? Pacify Yourself.

The sheer beauty of Italy isn’t in your checklist; it’s in

The old man in Naples, giving unsolicited directions.

Florence the smell of bread baking at 7 a.m.

A €4 bottle of wine that tastes like €40.

The church you duck into because your feet hurt… and suddenly you’re staring at the ceiling for an hour.

Italy doesn’t need to impress you; it knows it’s stunning. It simply wants you to chill, slow down, and fall in love with something petty even you.

In The End…

Italy isn’t just a destination. It’s an experience a layered, nuanced, chaotic, beautiful mess that seduces you one espresso, one piazza, and one perfect pasta bowl at a time.

My advice? Leave room in your itinerary. The best parts won’t be on your map. They’ll be the grandma who tells you you’re eating pasta wrong (and then corrects you), or the view you catch by accident while trying to find a bathroom.

So pack light. Bring curiosity. And let Italy do what it does best steal your heart, quietly and completely.

About Ednan: Ednan is a travel blogger and cultural storyteller who has explored 18 countries across four continents. On Ednandt, he shares authentic travel tips, destination guides, and cultural insights to help you experience the world more deeply.