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Florence - Southern Tuscany and Tuscany Coast (Self Drive)
9 to 13+ Nigths from $1,914*
This sample price: priced within the past 7 days for arrival on 9/5/2025, 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.
A tuscany holiday in Italy!. From Florence (capital of Italy’s Tuscany region, home to many masterpieces of Renaissance art and architecture); pick up the Rental Car and drive along the beautiful Southern Tuscany (renowned as one of the world's best wine regions, like Chianti, with its hilltop towns and lush landscapes, delicious dishes and art). Continue, leap up to The Tuscany Coast (known for its endless sandy beaches and summer nightlife. More than 15 miles of coastline and stunning views, with this cities as main destinations: Livorno, Forte dei Marmi, Marina di Pietrasanta, Lido di Camaiore, Viareggio and Torre del Lago). Drive back to Pisa to drop off the car and finish this trip.

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This 9 night sample itinerary includes:
  • Flight into Florence and out of Pisa
  • Hotel for 3 nights in Florence
  • Rental Car for 7 days
  • Hotel for 3 nights in Southern Tuscany
  • Hotel for 3 nights in Tuscany Coast
  • Driving Time
    Florence - Southern Tuscany: 1 hr. 10 mins. approx.
    Southern Tuscany - Tuscany Coast: 1 hr. 30 mins. approx.
    Tuscany Coast - Pisa Airport: 40 mins. approx.


Related Cities:
Florence (230)     Tuscany Coast (5)     Southern Tuscany (13)    
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With Int'l Flight     Without Int'l Flight
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Destination
Arrival date
Stay
1. Florence
  286 hotels
2. Southern Tuscany
   (144 hotels)
3. Tuscany Coast
   (109 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 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.



3 nights in Tuscany Coast

Tuscany's Coastline is made up of fine sandy beaches with clean water (certified blue flag beaches), sheer cliffs, and hidden coves surrounded by fresh pinewoods against the backdrop of the Apuan Alps, known for their famous marble production. It's also home to picturesque villages rich in art and culture where time seems to pass slowly. Small squares enchant visitors with their pleasant views, flowering windows, and ancient stores. This immortal charm has bewitched many artists and authors in the past, and even today makes this stretch of Tuscany one of the most beautiful to experience.

Discover and relax on Blue Flag beaches at Cecina, Marina di Bibbona, Castagneto Carducci, and San Vincenzo as well as the Nature Park of Sterpaia (Piombino), with its sandy dunes in the very heart of nature, complete with pine woods and so much more.




Book This Package
Flexible Itinerary
Florence
Day 1
Arrive to Florence
Overnight in Florence   286 hotels offered
Optional   1339 Things to do
Day 2
Overnight in Florence   286 hotels offered
Optional   1339 Things to do
Day 3
Overnight in Florence   286 hotels offered
Optional   1339 Things to do
Day 4
Departing from Florence
Transportation to next city by: Regional Air
Southern Tuscany
Day 4
Arrive to Southern Tuscany
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: Regional Air
Tuscany Coast
Day 7
Arrive to Tuscany Coast
Overnight in Tuscany Coast   109 hotels offered
Day 8
Overnight in Tuscany Coast   109 hotels offered
Day 9
Overnight in Tuscany Coast   109 hotels offered
Day 10
Departing from Tuscany Coast

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Florence Hotels (286 total)
Southern Tuscany Hotels (144 total)
Tuscany Coast Hotels (109 total)


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Tours in Florence (1339 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.
Italy
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Florence - Southern Tuscany and Tuscany Coast (Self Drive)
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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.
Tuscany Coast
Tuscany's Coastline is made up of fine sandy beaches with clean water (certified blue flag beaches), sheer cliffs, and hidden coves surrounded by fresh pinewoods against the backdrop of the Apuan Alps, known for their famous marble production. It's also home to picturesque villages rich in art and culture where time seems to pass slowly. Small squares enchant visitors with their pleasant views, flowering windows, and ancient stores. This immortal charm has bewitched many artists and authors in the past, and even today makes this stretch of Tuscany one of the most beautiful to experience.

Discover and relax on Blue Flag beaches at Cecina, Marina di Bibbona, Castagneto Carducci, and San Vincenzo as well as the Nature Park of Sterpaia (Piombino), with its sandy dunes in the very heart of nature, complete with pine woods and so much more.

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