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Rome - Siena - Florence - Venice - Milan by Train

10 to 15+ Nights from $1,844*
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* This sample price: priced within the past 7 days for arrival on 5/5/2024, departure from New York City NYC (All Airports) (NY), US. Choose your own departure city and dates.

This 10 night sample itinerary includes:

  • Flight into Rome and out of Milan
  • Hotel for 2 nights in Rome
  • Train from Rome to Siena
  • Hotel for 2 nights in Siena
  • Train from Siena to Florence
  • Hotel for 2 nights in Florence
  • Train from Florence to Venice
  • Hotel for 2 nights in Venice
  • Train from Venice to Milan
  • Hotel for 2 nights in Milan

Most popular cities in Italy with train service between all destinations!. Start in Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) then, travel to Siena (a region halted in time, representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and next, Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture). Continue to Venice (set on gorgeous canals, intimate Gondola rides will guide you past sumptuous palaces and under sculpted bridges) and finish in Milan (one of the fashion and high-tech capitals of the world; known for the majestic Duomo Cathedral and the dazzling Vittorio Emanuele II shopping arcade). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

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Flexible Itinerary

  • Rome

  • Siena

  • Florence

  • Venice

  • Milan

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Florence
Venice
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Trip Summary

  • Rome

    Rome is undeniably stunning, from its rich ancient culture, must try pizzas and coffees or just experience a touch of Europe. This city is packed full of sights, with thousands of years of history layered upon itself - you'll find everything here from Roman ruins to Renaissance art. It's also home to fantastic food, the Vatican City, and sights galore! Explore 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 in Rome; Climb Palatine Hill; Walk the Ancient Appian Way; Go to the Vatican Museums and so much more!.

  • Siena

    The beautiful town of Siena is the largest of 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. Recommended Stay: At least 3 nights Must See`s: 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!

  • Florence

    The Italian 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 of course incredible gastronomy, 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. The most popular and important sites in Florence include the Cathedral, the Baptistery, the Uffizi, the Bargello, and the Accademia. Spend a day at the Boboli Gardens or climb the hill to the church of San Miniato al Monte to experience an enchanting view of Florence, Italy. 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!

  • 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 TV commercials, 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' Many Festivals, Go Window Shopping, and so much more!

  • 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. In addition, it's the site of several world-renowned annual trade fairs. 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 and Sforzesco Castle.

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