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Southern Tuscany Getaway
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7 to 10+ Nigths from $1,107*
This sample price: priced within the past 7 days for arrival on 11/7/2025, departure from Washington WAS (All Airports)(DC), 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.
Italy! Spend a relaxing vacation in Southern Tuscany and Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata). Make your home base one of the charming properties in this area and use your rent a car to visit the whole area at your own pace. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
This 7 night sample itinerary includes:
  • Flight into and out of Florence
  • Rent a car for 8 days
  • Hotel for 6 nights in Southern Tuscany
  • Hotel for 1 night in Florence
  • Daily breakfast (if stated in hotel description)
Price history for this itinerary (past 7 days):
From New York City NYC (All Airports) (NY), US for 7 nights
1111.54 * incl.tax
From Washington WAS (All Airports)(DC), US for 7 nights
1106.53 * incl.tax
Related Itineraries:
Related Cities:
Florence (223)     Southern Tuscany (13)    
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With Int'l Flight     Without Int'l Flight
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Destination
Arrival date
Stay
1. Southern Tuscany
  144 hotels
2. Florence
   (284 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
6 nights in Southern Tuscany

The hill towns and valleys south of Siena comprise 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 road passes, isolated farmhouses sitting atop long, eroded limestone ridges, clusters of cypress and ribbons of plane trees against a rural setting, and thermal spas dating from long times past. 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.

Southern Tuscany's cities are textbook Italian hill towns. This is Etruscan country, where the necropolis near Sovana hints at a rich and somewhat mysterious pre-Roman civilization, where Roman settlements like Montalcino and Montepulciano grew into medieval cities and today produce two of Italy's top red wines, the powerhouse Brunello di Montalcino and the noble Vino Nobile di Montepulciano.



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
Southern Tuscany
Day 1
Arrive to Southern Tuscany
Overnight in Southern Tuscany   144 hotels offered
Day 2
Overnight in Southern Tuscany   144 hotels offered
Day 3
Overnight in Southern Tuscany   144 hotels offered
Day 4
Overnight in Southern Tuscany   144 hotels offered
Day 5
Overnight in Southern Tuscany   144 hotels offered
Day 6
Overnight in Southern Tuscany   144 hotels offered
Day 7
Departing from Southern Tuscany
Transportation to next city by: Rental Car
Florence
Day 7
Arrive to Florence
Overnight in Florence   284 hotels offered
Optional   1352 Things to do
Day 8
Departing from Florence
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Southern Tuscany Hotels (144 total)
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Florence Hotels (284 total)
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Tours in Florence (1352 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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Southern Tuscany Getaway
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Southern Tuscany
The hill towns and valleys south of Siena comprise 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 road passes, isolated farmhouses sitting atop long, eroded limestone ridges, clusters of cypress and ribbons of plane trees against a rural setting, and thermal spas dating from long times past. 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.

Southern Tuscany's cities are textbook Italian hill towns. This is Etruscan country, where the necropolis near Sovana hints at a rich and somewhat mysterious pre-Roman civilization, where Roman settlements like Montalcino and Montepulciano grew into medieval cities and today produce two of Italy's top red wines, the powerhouse Brunello di Montalcino and the noble Vino Nobile di Montepulciano.
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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