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Rome - Siena - Florence - Venice - Verona - Milan by Train
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This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
Discover Italy`s greatest cities by train!. Start in Rome (the Eternal City) then, travel to Siena (representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and next, Florence (home to Renaissance art and architecture). Continue to Venice (set on gorgeous canals and intimate Gondola rides), up next is Verona (known as one of the most romantic cities in Italy) and lastly, Milan (fashion and high-tech capitals of the world; known for the Duomo Cathedral and Vittorio Emanuele II shopping arcade).

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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This 12 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 Verona
  • Hotel for 2 nights in Verona
  • Train from Verona to Milan
  • Hotel for 2 nights in Milan

Price history for this itinerary (past 7 days):
From New York City NYC (All Airports) (NY), US for 16 nights
1339.28 * incl.tax
From St Louis STL (MO), US for 16 nights
1511.88 * incl.tax
Related Cities:
Rome (401)     Venice (218)     Florence (230)     Milan (74)     Siena (29)     Verona (12)    
Customize and Book
With Int'l Flight     Without Int'l Flight
From:
Cabin:
Destination
Arrival date
Stay
1. Rome
  646 hotels
2. Siena
   (43 hotels)
3. Florence
   (286 hotels)
4. Venice
   (233 hotels)
5. Verona
   (51 hotels)
6. Milan
   (210 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
View Price

Trip Summary
2 nights in 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!



2 nights in 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.



2 nights in 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.



2 nights in 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!



2 nights in 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.



2 nights in 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.




Book This Package
Flexible Itinerary
Rome
Day 1
Arrive to Rome
Overnight in Rome   646 hotels offered
Optional   733 Things to do
Day 2
Overnight in Rome   646 hotels offered
Optional   733 Things to do
Day 3
Departing from Rome
Transportation to next city by: Train - Rome to Siena (Via Florence)
Siena
Day 3
Arrive to Siena
Overnight in Siena   43 hotels offered
Optional   97 Things to do
Day 4
Overnight in Siena   43 hotels offered
Optional   97 Things to do
Day 5
Departing from Siena
Transportation to next city by: Train - Siena to Florence
Florence
Day 5
Arrive to Florence
Overnight in Florence   286 hotels offered
Optional   1337 Things to do
Day 6
Overnight in Florence   286 hotels offered
Optional   1337 Things to do
Day 7
Departing from Florence
Transportation to next city by: Train - Florence to Venice
Venice
Day 7
Arrive to Venice
Overnight in Venice   233 hotels offered
Optional   615 Things to do
Day 8
Overnight in Venice   233 hotels offered
Optional   615 Things to do
Day 9
Departing from Venice
Transportation to next city by: Train - Venice to Verona
Verona
Day 9
Arrive to Verona
Overnight in Verona   51 hotels offered
Optional   126 Things to do
Day 10
Overnight in Verona   51 hotels offered
Optional   126 Things to do
Day 11
Departing from Verona
Transportation to next city by: Train - Verona to Milan
Milan
Day 11
Arrive to Milan
Overnight in Milan   210 hotels offered
Optional   361 Things to do
Day 12
Overnight in Milan   210 hotels offered
Optional   361 Things to do
Day 13
Departing from Milan

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Rome Hotels (646 total)
Siena Hotels (43 total)
Florence Hotels (286 total)
Venice Hotels (233 total)
Verona Hotels (51 total)
Milan Hotels (210 total)


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Tours in Rome (733 total)
Tours in Siena (97 total)
Tours in Florence (1337 total)
Tours in Venice (615 total)
Tours in Verona (126 total)
Tours in Milan (361 total)


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Package Map Picture
Italy

For centuries <b>Italy</b> has drawn foreign visitors - mostly for its architectural, artistic, and scenic splendors. Italy can truly be all things to all people. From the passion and excitement of noisy urban crowds to the quiet, rural idyll where the traditional life can be experienced, Italy's great cities are replete with rich attractions and culture alongside some of the most pristine beaches and spectacular mountains in the world.
Italy
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Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

Price history for this itinerary (past 7 days):

Your Preferred Major Airport:

*Sample prices on display include ALL taxes & fuel surcharges... read more
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Rome - Siena - Florence - Venice - Verona - Milan by Train
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Map
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
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.
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.
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!
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.
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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