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Tuscan Journey (Pisa - San Gimignano - Siena - Florence - Rome)
5 Customer Feedbacks
10 to 15+ Nigths from $1,695*
This sample price: priced within the past 7 days for arrival on 7/25/2025, departure from Fort Lauderdale FLL (FL), US. Choose your own departure city, cabin type and dates.
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5 Customer Feedbacks 1. Compared with Us hotels, Italy 4 stars hotels seems 3 stars and 3 stars seems 2 stars.A ... more
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.
Delight yourself in the charming Tuscany Region, during your vacations in Italy!. From Pisa (home to the world-renowned Leaning Tower of Pisa and many other architectural wonders), drive along the Tuscany visiting San Gimignano (famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses) after that, Siena (famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year in Piazza del Campo) and up to Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture). From there, catch a train to the fabulous Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
This 10 night sample itinerary includes:
  • Flight into Pisa and out of Rome
  • Rental Car for 9 days
  • Hotel for 2 nights in Pisa
  • Hotel for 2 nights in San Gimignano
  • Hotel for 2 nights in Siena
  • Hotel for 2 nights in Florence
  • Train from Florence to Rome
  • Hotel for 2 nights in Rome

  • Driving Time
    Pisa- San Gimignano: 1 hr. 25 mins. approx.
    San Gimignano - Siena: 50 mins. approx.
    Siena - Florence: 1 hr. 45 mins. approx.

Price history for this itinerary (past 7 days):
From Fort Lauderdale FLL (FL), US for 10 nights
1694.08 * incl.tax
From Orlando MCO (FL), US for 10 nights
1918.57 * incl.tax
From Philadelphia PHL (PA), US for 10 nights
3309.49 * incl.tax
Related Itineraries:
Related Cities:
Rome (398)     Pisa (17)     Florence (223)     Siena (26)     San Gimignano (10)    
Customize and Book
With Int'l Flight     Without Int'l Flight
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Cabin:
Destination
Arrival date
Stay
1. Pisa
  17 hotels
2. San Gimignano
   (35 hotels)
3. Siena
   (64 hotels)
4. Florence
   (284 hotels)
5. Rome
   (655 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
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Trip Summary
2 nights in Pisa

Pisa is a legendary city and one of the most famous in this region of Italy. Best known for the world famous Leaning Tower, yet there are many other architectural and artistic marvels worth seeing in this beautiful city. Pisa is located on the western coast only 20 minutes from the Ligurian Sea and has great transport links to Florence, Livorno and La Spezia. With a population of just 91,000 it is one of the smaller cities in the Tuscany region of Italy, but has historically been one of the most important and influential.

Visit and explore the Cathedral of Santa Maria Assunta, Leaning Tower of Pisa, The Baptistery, Campo Santo, Museo Nazionale, Santa Maria della Spina, Palazzo dei Cavalieri,Museo dell’Opera del Duomo, Borgo Stretto, Guelph Tower and so much more.



2 nights in San Gimignano

San Gimignano is a small walled medieval hill town in the Tuscany, known as the `City of Beautiful Towers`, which has preserved its medieval appearance more completely than any other town in Tuscany. It stands on the site of a small Etruscan settlement dating to second BC. Its history begins around the Tenth Century. Truly a little gem, it has been declared a World Heritage Site by UNESCO. Walking through the Old City means plunging into the Middle Ages and getting a taste of what the city must have been like more than seven hundred years ago.

Visit and explore the amazing Terme di Petriolo, Volterra, Colle Val d'Elsa, San Gimignano, Montaione, Pienza, Bagno Vignoni and so much more.



2 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 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!



Book This Package
Flexible Itinerary
Pisa
Day 1
Arrive to Pisa
Overnight in Pisa   17 hotels offered
Optional   59 Things to do
Day 2
Overnight in Pisa   17 hotels offered
Optional   59 Things to do
Day 3
Departing from Pisa
Transportation to next city by: Regional Air
San Gimignano
Day 3
Arrive to San Gimignano
Overnight in San Gimignano   35 hotels offered
Optional   57 Things to do
Day 4
Overnight in San Gimignano   35 hotels offered
Optional   57 Things to do
Day 5
Departing from San Gimignano
Transportation to next city by: Regional Air
Siena
Day 5
Arrive to Siena
Overnight in Siena   64 hotels offered
Optional   99 Things to do
Day 6
Overnight in Siena   64 hotels offered
Optional   99 Things to do
Day 7
Departing from Siena
Transportation to next city by: Regional Air
Florence
Day 7
Arrive to Florence
Overnight in Florence   284 hotels offered
Optional   1348 Things to do
Day 8
Overnight in Florence   284 hotels offered
Optional   1348 Things to do
Day 9
Departing from Florence
Transportation to next city by: Train - Florence to Rome
Rome
Day 9
Arrive to Rome
Overnight in Rome   655 hotels offered
Optional   709 Things to do
Day 10
Overnight in Rome   655 hotels offered
Optional   709 Things to do
Day 11
Departing from Rome
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Pisa Hotels (17 total)
›
San Gimignano Hotels (35 total)
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Siena Hotels (64 total)
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Florence Hotels (284 total)
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Rome Hotels (655 total)
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Tours in Pisa (59 total)
›
Tours in San Gimignano (57 total)
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Tours in Siena (99 total)
›
Tours in Florence (1348 total)
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Tours in Rome (709 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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Tuscan Journey (Pisa - San Gimignano - Siena - Florence - Rome)
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Map
Pisa
Pisa is a legendary city and one of the most famous in this region of Italy. Best known for the world famous Leaning Tower, yet there are many other architectural and artistic marvels worth seeing in this beautiful city. Pisa is located on the western coast only 20 minutes from the Ligurian Sea and has great transport links to Florence, Livorno and La Spezia. With a population of just 91,000 it is one of the smaller cities in the Tuscany region of Italy, but has historically been one of the most important and influential.

Visit and explore the Cathedral of Santa Maria Assunta, Leaning Tower of Pisa, The Baptistery, Campo Santo, Museo Nazionale, Santa Maria della Spina, Palazzo dei Cavalieri,Museo dell’Opera del Duomo, Borgo Stretto, Guelph Tower and so much more.
San Gimignano
San Gimignano is a small walled medieval hill town in the Tuscany, known as the `City of Beautiful Towers`, which has preserved its medieval appearance more completely than any other town in Tuscany. It stands on the site of a small Etruscan settlement dating to second BC. Its history begins around the Tenth Century. Truly a little gem, it has been declared a World Heritage Site by UNESCO. Walking through the Old City means plunging into the Middle Ages and getting a taste of what the city must have been like more than seven hundred years ago.

Visit and explore the amazing Terme di Petriolo, Volterra, Colle Val d'Elsa, San Gimignano, Montaione, Pienza, Bagno Vignoni 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.
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!

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