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Rome - Florence and Southern Tuscany
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9 to 13+ Nigths from $1,360*
This sample price: priced within the past 7 days for arrival on 9/28/2025, 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.
Main cities and the pinturesque Tuscany in Italy!. Start in Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food), after that, continue by train to Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture). From there, with a Rental Car, leap up to Southern Tuscany (boasting the most captivating countryside and vineyards that produce Tuscany's mightiest red wines in cities like: Montepulciano, San Gimignano, Pienza and Volterra). Drive back to Florence to drop off the car and finisht this trip with one last night stay.

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This 9 night sample itinerary includes:
  • Flight into Rome and out of Florence
  • Hotel for 3 nights in Rome
  • Train from Rome to Florence
  • Hotel for 2 nights in Florence
  • Rental Car for 4 days
  • Hotel for 3 nights in Southern Tuscany
  • Hotel for 1 night in Florence

  • Driving Time
    Florence - Southern Tuscany: 1 hr./ 1 hr. 20 mins. approx.
    Southern Tuscany - Florence: 1 hr. /1 hr. 20 mins. approx.

Price history for this itinerary (past 7 days):
From New York City NYC (All Airports) (NY), US for 9 nights
1359.04 * incl.tax
Related Itineraries:
Related Cities:
Rome (401)     Florence (230)     Southern Tuscany (13)    
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Destination
Arrival date
Stay
1. Rome
  648 hotels
2. Florence
   (286 hotels)
3. Southern Tuscany
   (144 hotels)
4. Florence
   (286 hotels)
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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!



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.



3 nights in Southern Tuscany

The hill towns and valleys south of Siena comprise what is perhaps Tuscany's most captivating and picturesque region. Much of the area is filled with the expansive and beautiful Val d'Orcia (most people's idealized picture of Tuscany). It is a land of medieval castles guarding narrow passes, isolated farm houses sitting atop long, eroded limestone ridges, clusters of cypress and ribbons of plane trees against a rural setting, and thermal spas dating from times long ago. Most of the region has been landscaped over thousands of years, turning the low, rolling hills into farmlands and vineyards that produce Tuscany's mightiest red wines.

Visit and discover Montepulciano, Pienza, Chianciano Terme, Terme di Petriolo, and Bagno Vignoni, the necropolis near Sovana, thermal spas, and vineyards that produce two of Italy's top red wines.



1 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.



Book This Package
Flexible Itinerary
Rome
Day 1
Arrive to Rome
Overnight in Rome   648 hotels offered
Optional   733 Things to do
Day 2
Overnight in Rome   648 hotels offered
Optional   733 Things to do
Day 3
Overnight in Rome   648 hotels offered
Optional   733 Things to do
Day 4
Departing from Rome
Transportation to next city by: Train - Rome to Florence
Florence
Day 4
Arrive to Florence
Overnight in Florence   286 hotels offered
Optional   1338 Things to do
Day 5
Overnight in Florence   286 hotels offered
Optional   1338 Things to do
Day 6
Departing from Florence
Transportation to next city by: Regional Air
Southern Tuscany
Day 6
Arrive to Southern Tuscany
Overnight in Southern Tuscany   144 hotels offered
Day 7
Overnight in Southern Tuscany   144 hotels offered
Day 8
Overnight in Southern Tuscany   144 hotels offered
Day 9
Departing from Southern Tuscany
Transportation to next city by: Regional Air
Florence
Day 9
Arrive to Florence
Overnight in Florence   286 hotels offered
Optional   1338 Things to do
Day 10
Departing from Florence
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Rome Hotels (648 total)
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Florence Hotels (286 total)
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Southern Tuscany Hotels (144 total)
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Tours in Rome (733 total)
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Tours in Florence (1338 total)
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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.
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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):

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Rome - Florence and Southern Tuscany
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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!
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.
Southern Tuscany
The hill towns and valleys south of Siena comprise what is perhaps Tuscany's most captivating and picturesque region. Much of the area is filled with the expansive and beautiful Val d'Orcia (most people's idealized picture of Tuscany). It is a land of medieval castles guarding narrow passes, isolated farm houses sitting atop long, eroded limestone ridges, clusters of cypress and ribbons of plane trees against a rural setting, and thermal spas dating from times long ago. Most of the region has been landscaped over thousands of years, turning the low, rolling hills into farmlands and vineyards that produce Tuscany's mightiest red wines.

Visit and discover Montepulciano, Pienza, Chianciano Terme, Terme di Petriolo, and Bagno Vignoni, the necropolis near Sovana, thermal spas, and vineyards that produce two of Italy's top red wines.
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.

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