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Florence - San Gimignano - Rome (Self Drive)
5 Customer Feedbacks
9 to 13+ Nigths from $1,611*
This sample price: priced within the past 7 days for arrival on 7/23/2025, 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.
Our rental car vacation packages are some of our most popular through Italy, taking total control of your experience, and this one is no different!. Spend a few days in artistic Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) , then pick up your Rental Car and drive for a visit to San Gimignano (famous for its medieval architecture and towers). Finish with a stay in monumental 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 9 night sample itinerary includes:
  • Flight into Florence and out of Rome
  • Hotel for 3 nights in Florence
  • Rental Car for 4 days
  • Hotel for 3 nights in San Gimignano
  • Hotel for 3 nights in Rome

  • Driving Time
    Florence - San Gimignano: 1 hr. 10 mins. approx.
    San Gimignano - Rome: 3 hrs. 20 mins. approx.

Price history for this itinerary (past 7 days):
From New York City NYC (All Airports) (NY), US for 9 nights
1610.97 * incl.tax
Related Itineraries:
Related Cities:
Rome (398)     Florence (223)     San Gimignano (10)    
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With Int'l Flight     Without Int'l Flight
From:
Cabin:
Destination
Arrival date
Stay
1. Florence
  284 hotels
2. San Gimignano
   (35 hotels)
3. Rome
   (654 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 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.



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!



Book This Package
Flexible Itinerary
Florence
Day 1
Arrive to Florence
Overnight in Florence   284 hotels offered
Optional   1356 Things to do
Day 2
Overnight in Florence   284 hotels offered
Optional   1356 Things to do
Day 3
Overnight in Florence   284 hotels offered
Optional   1356 Things to do
Day 4
Departing from Florence
Transportation to next city by: Regional Air
San Gimignano
Day 4
Arrive to San Gimignano
Overnight in San Gimignano   35 hotels offered
Optional   57 Things to do
Day 5
Overnight in San Gimignano   35 hotels offered
Optional   57 Things to do
Day 6
Overnight in San Gimignano   35 hotels offered
Optional   57 Things to do
Day 7
Departing from San Gimignano
Transportation to next city by: Regional Air
Rome
Day 7
Arrive to Rome
Overnight in Rome   654 hotels offered
Optional   732 Things to do
Day 8
Overnight in Rome   654 hotels offered
Optional   732 Things to do
Day 9
Overnight in Rome   654 hotels offered
Optional   732 Things to do
Day 10
Departing from Rome
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Florence Hotels (284 total)
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San Gimignano Hotels (35 total)
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Rome Hotels (654 total)
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Tours in Florence (1356 total)
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Tours in San Gimignano (57 total)
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Tours in Rome (732 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.
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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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*Sample prices on display include ALL taxes & fuel surcharges... read more
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Florence - San Gimignano - Rome (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.
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.
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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