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Rome - Tuscany - The Veneto - Lake Como - Milan by Train

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13 to 19+ Nights from $1,401*
* Sample price: priced within the past 7 days for a 11/1/2025 arrival, departing Houston HOU (Hobby) (TX), US. Choose departure city, cabin and dates.

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This 13 night sample itinerary includes:

  • Flight into Rome and out of Milan
  • Hotel for 2 nights in Rome
  • Train from Rome to Siena
  • Hotel for 1 night in Siena
  • Train from Siena to Pisa
  • Hotel for 1 night in Pisa
  • Train from Pisa to Florence
  • Hotel for 2 nights in Florence
  • Train from Florence to Verona
  • Hotel for 1 night in Verona
  • Train from Verona to Venice
  • Hotel for 2 nights in Venice
  • Train from Venice to Lake Como
  • Hotel for 2 nights in Lake Como
  • Train from Lake Como to Milan
  • Hotel for 2 nights in Milan

Sample Italy with this unique, customizable vacation package!. Begin in Rome (the eternal city). From there, the train will allow to admire the beautiful tuscany countryside and its main cities, like: Siena (medieval atmosphere, time has stood still in this quaint city), Pisa (famous for its Leaning Tower) and Florence (home to Renaissance art and architecture). Continue to Verona (famous as home to star-crossed lovers Romeo and Juliet) in The Veneto Region, and after that, to Venice (romance and magic flow through this canal city). Finally, visit Lake Como (Italy`s most famous lake and home to international celebrities) and Milan (a world fashion capital).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
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Flexible Itinerary

  • Rome

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  • Siena

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  • Pisa

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  • Florence

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  • Verona

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  • Venice

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  • Lake Como

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  • Milan

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Italy

Customer Reviews

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Trip Summary

  • Rome
    Rome

    Rome is undeniably stunning, from its rich ancient culture, delectable cuisine and coffees to its uniquely European experiences. This city is packed full of sights; with thousands of years of history layered upon itself - you'll find everything from Roman ruins to Renaissance art. It's also home to Vatican City, and sights galore.

    Explore and discover the Roman Colosseum and the Arch of Constantine, discover the Vatican, the smallest independent state in the world; throw a coin in the Trevi Fountain, marvel at the Pantheon, sit on the Spanish Steps, wander the Piazzas, eat the best gelato, climb Palatine Hill, walk the Ancient Appian Way and so much more!

  • Siena
    Siena

    The beautiful town of Siena is the largest of the hill towns that are scattered among Tuscany. The city is famous for its large square, Piazza Del Campo, winding medieval alleyways, and the Palio, a historic horse race that takes place twice during the summer months. Today, Siena continues to maintain a distinctively medieval atmosphere and is a great place to discover Tuscany at its medieval best, with numerous gothic palaces, pastry shops and unequaled altarpieces.

    Visit and discover the Cathedral of Santa Maria Assunta, Piazza del Campo, Palazzo Pubblico, Torre del Mangia, Biblioteca Piccolomini, Siena National Gallery, Church of San Domenico, Piazza Salimbeni, Porta Pispini, Siena Civic Museum and so much more.

  • Pisa
    Pisa

    Pisa is a legendary city and one of the most famous in this region of Italy. Although best known for the world famous Leaning Tower, there are many other architectural and artistic marvels worth seeing in this beautiful city. Pisa is located on the western coast only 20 minutes from the Ligurian Sea and has great transport links to Florence, Livorno and La Spezia. It is one of the smaller cities in Tuscany, but has historically been one of the most important and influential.

    Visit and explore the Cathedral of Santa Maria Assunta, Leaning Tower of Pisa, The Baptistery, Campo Santo, Museo Nazionale, Santa Maria della Spina, Palazzo dei Cavalieri, Museo dell’Opera del Duomo, Borgo Stretto, Guelph Tower and so much more.

  • Florence
    Florence

    The city of Florence sits nestled among the rolling Tuscan hills, with an unmistakable skyline dominated by the fabulous Duomo. With so much Renaissance art and culture, shopping opportunities, and incredible culinary delights, you will be spoiled for choices in what to do and see in this exciting capital city of Tuscany. Florence's museums, palaces, and churches house some of the greatest artistic treasures in the world.

    Visit The Duomo Complex, Church of Santa Croce, The Cathedral, The Uffizi Gallery, Galleria dell'Accademia, Ponte Vecchio, Palazzo Vecchio, Pitti Palace, Boboli Gardens and so much more.

  • Verona
    Verona

    The city of Verona rivals Venice in terms of mystique and romance. The allure of Romeo and Juliet draws visitors to Verona, making it the most visited city in the region after Venice. Aside from Shakespeare's tragic tale, Verona is a charming Renaissance city, with numerous medieval palazzi, churches, towers, and centuries old piazzas. Other sites of interest are the Roman amphitheatre (the third largest in Italy), Arco dei Gavi, and the Basilica of San Zeno.

    Visit and explore the Verona Arena, Piazza delle Erbe, Castelvecchio Museum, Ponte Scaligero, Basilica di San Zeno Maggiore, Ponte Pietra, Basilica di Santa Anastasia, and so much more.

  • Venice
    Venice

    With sumptuous palaces and romantic waterways, Venice is straight out of an 18th-century Canaletto masterpiece. No matter how many times you have seen it in movies or on TV, the real thing is more surreal and dreamlike than you ever imagined. Its landmarks, the Basilica di San Marco and the Palazzo Ducale are exotic melanges of Byzantine, Gothic, and Renaissance styles. It is full of secrets, ineffably romantic, and - at times - given over entirely to pleasure. You must walk everywhere in Venice; and where you cannot walk, you go by water.

    Explore Piazza San Marco, stroll across the Rialto Bridge, get lost in the endless canals, admire the Basilica Santa Maria della Salute, visit the San Giorgio dei Greci, walk around the Jewish Ghetto, learn about Venice's musical history, tour Venice's unique architecture at Campo Santa Maria Formosa, celebrate one of Venice's many festivals, go window shopping, and so much more!

  • Lake Como
    Lake Como

    Situated less than an hour by train or car from Milan, Como is a remarkable destination, not only for being a backdrop for one of the Star Wars movies, but more importantly for its beauty. The dramatic scenery of the azure lake makes this little town a romantic destination rivaling Venice. All romance aside, Como is a serene place to escape from the madness of modern life, where visitors can savor every moment.

    Visit and explore the amazing city of Bellagio, Como, Villa Serbelloni, Villa Carlotta, Villa d`Este, Villa del Balbianello, Menaggio, Varenna and so much more.

  • Milan
    Milan

    Milan is Italy's window on Europe, its most sophisticated and high-tech metropolis. La Scala, its landmark, is one of Europe's most prestigious opera houses. Milan is one of Europe's top shopping cities, with an incredible concentration of sophisticated, high style boutiques - and that's only fitting because Milan is the dynamo of the Italian fashion industry. Dolce & Gabbana, Ferré, Krizia, Moschino, Prada, Armani, and Versace have all catapulted to international stardom from design studios based here. Inevitably, shopping is of almost religious significance.

    Discover The Last Supper by Michelangelo, The Duomo, Pinacoteca di Brera, Quadrilatero d'Oro, Galleria Vittorio Emanuele II, Scala museum and theatre, Piazza Fontana, Arco della Pace, the churches of Santa Maria delle Grazie and San Lorenzo, Corso Venezia and Piazza San Babila, Sforzesco Castle and so much more.

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