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Rome - Siena - Florence - Venice by Train
112 Customer Feedbacks
8 to 12+ Nigths from $1,006*
This sample price: priced within the past 7 days for arrival on 11/12/2025, departure from New York City NYC (All Airports) (NY), US. Choose your own departure city, cabin type and dates.
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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.
Combine glorious cities in Italy with this fun vacation!. Visit Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) after that, travel to Siena (a region halted in time, representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and next, to Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture). Finally, visit Venice (set on gorgeous canals, intimate Gondola rides will guide you past sumptuous palaces and under sculpted bridges). Travel between each city by train. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

This 8 night sample itinerary includes:
  • Flight into Rome and out of Venice
  • Hotel for 3 nights in Rome
  • Train from Rome to Siena
  • Hotel for 1 night in Siena
  • Train from Siena to Florence
  • Hotel for 2 nights in Florence
  • Train from Florence to Venice
  • Hotel for 2 nights in Venice

Price history for this itinerary (past 7 days):
From Boston BOS (MA), US for 8 nights
1511.07 * incl.tax
From Chicago CHI (All Airports)(IL), US for 8 nights
1342.44 * incl.tax
From Fort Walton Beach VPS (Valparaiso)(FL), US for 8 nights
1175.81 * incl.tax
From Los Angeles LAX (CA), US for 8 nights
1478.35 * incl.tax
From Minneapolis-Saint Paul MSP (MN), US for 8 nights
1198.09 * incl.tax
From New York City NYC (All Airports) (NY), US for 8 nights
1005.65 * incl.tax
From San Francisco SFO (CA), US for 8 nights
1513.13 * incl.tax
From Spokane GEG (WA), US for 16 nights
1591.79 * incl.tax
Related Cities:
Rome (398)     Venice (217)     Florence (223)     Siena (26)    
Customize and Book
With Int'l Flight     Without Int'l Flight
From:
Cabin:
Destination
Arrival date
Stay
1. Rome
  654 hotels
2. Siena
   (66 hotels)
3. Florence
   (284 hotels)
4. Venice
   (233 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
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Trip Summary
3 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!



1 nights in 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.

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!




Book This Package
Flexible Itinerary
Rome
Day 1
Arrive to Rome
Overnight in Rome   654 hotels offered
Optional   731 Things to do
Day 2
Overnight in Rome   654 hotels offered
Optional   731 Things to do
Day 3
Overnight in Rome   654 hotels offered
Optional   731 Things to do
Day 4
Departing from Rome
Transportation to next city by: Train - Rome to Siena (Via Florence)
Siena
Day 4
Arrive to Siena
Overnight in Siena   66 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   284 hotels offered
Optional   1356 Things to do
Day 6
Overnight in Florence   284 hotels offered
Optional   1356 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   622 Things to do
Day 8
Overnight in Venice   233 hotels offered
Optional   622 Things to do
Day 9
Departing from Venice

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Rome Hotels (654 total)
Siena Hotels (66 total)
Florence Hotels (284 total)
Venice Hotels (233 total)


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Tours in Rome (731 total)
Tours in Siena (97 total)
Tours in Florence (1356 total)
Tours in Venice (622 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.
This package
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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.

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

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