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2 Weeks in Italy Itinerary

Travel between 5 Cities over 2 Weeks with Omio's Italy Itinerary

Art and culture combine seamlessly to create la Bella Vita in Italy, from the Prada and Valentino fashion houses to the immaculate espresso culture, everything in Italy is designed for maximum substance, style, and beauty. While the Roman Empire and the Renaissance have furnished Italy with an embarrassment of cultural artefacts and architectural wonders, Italian cuisine is possibly more world famous. From creamy gelato to robust ravioli al ragù, Italian cooking will be sure to scintillate your taste buds with every bite. Experience everything Italy has to offer with Omio's 5 city Europe trip for as little as £35.

If you are planning on traveling by train in Italy, you can also select an Interrail pass which offers a variety of Italian train travel options. The Italian Interrail pass required to do this route costs £80 so research your specific travel dates to make sure an Interrail pass makes sense for your Italian travel itinerary. Purchasing a rail pass instead of point-to-point tickets may make sense when:

  • you are under 26 years of age
  • your trip in Italy requires multiple train trips and exceeds 2 weeks in duration


Most international flights to Milan land at Malpensa (MXP) airport.

Italy’s capital of chic boasts resident designers Prada, Dolce&Gabbana, and Armani making it a nirvana for any fashion follower. If you're not interested in indulging in the couture, Milan is certainly full of sightseeing experiences- from Da Vinci’s last supper to the Castello Sforzesco art gallery. After a long day of sightseeing (or shopping) be sure to indulge in an espresso on the Piazza Duomo and watch Milan's nightlife come alive. The perfect start to travel in Europe.


Trains depart from Milano Centrale train station and arrive at Venice's Santa Lucia train station. Buses usually depart from Milan Lampugnano bus station and arrive at Venice Tronchetto bus station.

A charming old labyrinth with singing gondoliers and sizzling seafood, Venice appeals to all senses and satisfies the imagination. Venice's is renowned for its beautiful architecture and artwork- from world-famous Venetian masks, silks, and stained glass. Venice perspires romantic allure, but it is not restricted to lovers as the city offers a unique beauty that can be enjoyed by all, one of the best romantic European destinations.


Trains depart from Venice Santa Lucia train station and arrive at Florence's Santa Maria Novella train station. Buses depart from Venice Tronchetto bus station and usually arrive at Florence's Piazza Montelungo.

Watch your feet and you may find they start floating along the streets of Florence. The beauty of this city is a kind that sinks deep. The capital of the radiant Tuscany region, Florence is birthplace to the Renaissance, flaunting art pieces from Michelangelo to Da Vinci at the Uffizi and Dell’ Accademia. However, the city itself is a masterpiece to behold, views of the central Duomo Cathedral, Arno River and Ponte Vecchio bridge are enough to set the heart aflutter. While travelling Europe, Florence really is a must-see.


Trains usually depart from Florence's Santa Maria Novella train station and arrive at Rome Termini train station. Buses usually depart from Florence's Refredi bus station and usually arrive at Rome Tiburtina bus station.

From the Colosseum to the Villa Borghese, Rome remains an inspiring center of art and world history even three millennia after its founding. No matter if you choose the most obvious tourist attractions or want to explore some of the more remote areas of the city, Rome’s beauty and elegance will be sure to amaze. While in Rome, be sure to book a visit to Vatican City- a sovereign country located completely within Rome that is home to both the Sistine Chapel and the Pope.


Trains depart from Rome Termini train station and arrive at Napoli Centrale train station. Buses depart from Rome Tiburtina bus station and usually arrive at Naples' Corso Arnaldo Lucci Metropark.

While remaining an obvious departure point for the natural beauty of the Amalfi coast, Pompei and Capri, the city of Naples itself has plenty to offer all types of travellers. Experience southern Italian culture and eat the best pizza in the world by paying a visit to Naples' Spanish Quarter in the heart of the city. Afterwards, be sure to get some fresh air while riding the funicular to Vomero for a spectacular panorama of the city and Mount Vesuvius.