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Italy🇮🇹 | 14 days itinerary

How to Spend 14 Days in Italy

By Johan Kruseman 🇳🇱 | Updated October 18, 2026
This two-week route is for travelers who want the classic Italy line from the lagoon to the Amalfi cliffs and are happy to keep moving every two to four nights. The pace is moderate: fast trains handle the long jumps, so you spend days sightseeing rather than in transit. You need high-speed trains, the Circumvesuviana commuter line, coastal buses and, in season, ferries.

Days 1-2: Venice

Two nights in Venice is tight but works if you plan around the crowds. Visit the Doge’s Palace right at opening. The Sala del Maggior Consiglio, with Tintoretto’s Paradise covering the end wall, is among the largest rooms in Europe. Afterward, cross the Bridge of Sighs into the prisons. In the afternoon, take a vaporetto down the Grand Canal. In the evening, get lost in Castello, where laundry hangs over the side canals and the bars stay local.

Days 3-5: Florence

The train to Florence takes about 2 hours. Here, swap the morning rush for an afternoon slot at the Uffizi Gallery, when the tour groups have mostly … read more 👉
This two-week route is for travelers who want the classic Italy line from the lagoon to the Amalfi cliffs and are happy to keep moving every two to four nights. The pace is moderate: fast trains handle the long jumps, so you spend days sightseeing rather than in transit. You need high-speed trains, the Circumvesuviana commuter line, coastal buses and, in season, ferries.

Days 1-2: Venice

Two nights in Venice is tight but works if you plan around the crowds. Visit the Doge’s Palace right at opening. The Sala del Maggior Consiglio, with Tintoretto’s Paradise covering the end wall, is among the largest rooms in Europe. Afterward, cross the Bridge of Sighs into the prisons. In the afternoon, take a vaporetto down the Grand Canal. In the evening, get lost in Castello, where laundry hangs over the side canals and the bars stay local.

Days 3-5: Florence

The train to Florence takes about 2 hours. Here, swap the morning rush for an afternoon slot at the Uffizi Gallery, when the tour groups have mostly moved on and the corridors along the Arno get softer light. Spend the rest of your time outdoors. Have a lampredotto sandwich (tripe in a bun) for €5 to 6 from a cart near the San Lorenzo market. Watch sunset from Piazzale Michelangelo, a 25-minute climb from the Ponte Vecchio, and take dinner in Santo Spirito.

Days 6-9: Rome

Fast trains reach Rome in about 1.5 hours, and four nights here keep the trip from turning into a checklist. Take the Colosseum together with the Forum and Palatine Hill on one timed ticket, and add the arena floor if it’s available. Give the Vatican Museums a full morning. The Raphael Rooms deserve as much time as the Sistine Chapel. The Borghese Gallery admits visitors only in timed two-hour slots that sell out days ahead, and Bernini’s Apollo and Daphne, carved so thin the laurel leaves let the light through, makes the planning pay off. Keep evenings for Trastevere and Monti.

Days 10-11: Naples

Naples is 70 minutes south, chaotic and cheap. Its National Archaeological Museum of Naples holds the best of what came out of Pompeii, including the Alexander Mosaic and the frescoes that were cut from the villa walls. That is why you see the museum first. The next day, the Circumvesuviana train takes about 35 minutes to the Pompeii Archaeological Park. Arrive at opening and give it 5 hours.

Days 12-14: Amalfi Coast

Base yourself in Amalfi, reached by SITA bus or by summer ferry, since buses to every part of the coast leave from its waterfront. Ride the bus up to Bomerano for the Path of the Gods (Sentiero degli Dei), about 7 kilometers and 3 hours, mostly downhill, high above the sea. At the end, walk down roughly 1,700 steps from Nocelle to Positano for a swim and a ferry back to Amalfi. On day 14, take the ferry to Salerno, 35 to 70 minutes depending on the boat, for fast trains north.

For a bonus stop, Atrani sits a 10-minute walk from Amalfi through a seaside tunnel, a tiny piazza and beach where the evening is mostly residents and their kids.
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🛏️ Where to stay?Where You'll Go

👉 Click on any of the locations to learn more.
 
Venice(Days 1 - 2)
 
Florence(Days 3 - 5)
 
Rome(Days 6 - 9)
 
Naples(Days 10 - 11)
 
Amalfi(Days 12 - 13)

⚠️ This itinerary is intended as inspiration, not a fixed travel plan. Suggested routes and travel times may not always be feasible due to transport availability, seasonal conditions or other local factors. Always verify all travel logistics before booking.

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🙋 FAQTraveler FAQ

Yes. Backpacking Italy on your own is easy, because frequent trains link every major city and hostels are plentiful wherever travelers go.

Expect dorm beds of €25 to 50 in Rome, Florence and Venice in summer, and €20 to 35 in Naples and Bologna. Cities add a tourist tax of roughly €2 to 6 per person per night. Rome to Florence takes about 1.5 hours by fast train, at €20 to 50 if you book ahead. A realistic backpacker budget is €60 to 90 a day. The south, around Matera and Puglia, is where you rely more on buses and plan around thinner timetables.
Plan on two weeks for a first trip to Italy. That covers the classic cities plus one stretch of coast without rushing.

In 7 days, stick to one region, such as Tuscany with Florence and Siena. In 14 days, you can run Venice, Florence, Rome, Naples and the Amalfi Coast, with 2 to 4 nights each. 21 days adds the Dolomites, Cinque Terre and Matera. Give Rome at least 3 nights and the big cities 2 or more, because the major museums need timed tickets and half a day each. Above all, avoid one-night stops.
Yes, you can easily travel around Italy without a car, since trains and buses connect every major city and most well-known towns.

By high-speed train, Milan to Rome takes about 3 hours, Florence to Venice about 2 hours and Rome to Naples 70 minutes. The Cinque Terre villages are 5 to 10 minutes apart by train. The Amalfi Coast runs on buses and summer ferries. A car only helps for the Val d’Orcia countryside, the Dolomites outside the June to September bus season, and inland Sicily and Sardinia. In cities, parking and restricted traffic zones make a car a liability.
For a first visit to Italy, the must-sees are Rome, Florence, Venice, and Naples with Pompeii, plus one coastline or mountain range.

Rome needs 3 to 4 nights for the Colosseum and the Vatican Museums. Florence needs 3 nights for the Uffizi and Michelangelo’s David. Venice needs 2 to 3 nights, ideally staying overnight. Pompeii is a 35-minute train ride from Naples and takes 5 hours to see. For nature, choose the Amalfi Coast and its Path of the Gods, the Cinque Terre cliff trail, or the Dolomites loop around the Tre Cime di Lavaredo. Matera’s cave districts are the best reason to head further south.
If time is short in Italy, skip overnight stays in Pisa, Milan and the big beach resorts. Spend those nights in Rome, Florence or on the coast.

Pisa works as a 2-hour stop at the Leaning Tower, 1 hour by train from Florence. Milan is worth a day if you fly in, but its sights fill one afternoon. Rimini and the Gardaland theme park suit families more than backpackers. Sardinia needs a ferry or flight and at least 5 days to pay off, so save it for a separate trip. In under a week, choose one region instead of crossing the country.
Yes, our itinerary-planner does exactly that. Set your trip length in days, give your interests and travel style, optionally give start- and end location and/or some mandatory stops you would like to include and the itinerary planner creates your personalized routes for Italy in seconds. Try it out!


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