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Florence and San Gimignano (Self Drive)
4 Customer Feedbacks
7 to 10+ Nigths from $1,215*
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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4 Customer Feedbacks All the hotels were clean and very nice although the AC couldn`t keep up with the heat w ... 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.
Explore the beautiful cities in Italy by car!. Visit the magnificent city of Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) and after that, continue with your Rental Car and spend a few days at your leisure in San Gimignano (famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses, which, with its hilltop setting and encircling walls, form -an unforgettable skyline-). Drive back to Florence for one last stay, before returning home.

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This 7 night sample itinerary includes:
  • Flight into and out of Florence
  • Hotel for 3 nights in Florence
  • Rental Car for 5 days
  • Hotel for 3 nights in San Gimignano
  • Hotel for 1 night in Florence

  • Driving Time
    Florence - San Gimignano : 1 hr. approx.
    San Gimignano - Florence: 1 hr. approx.

Related Itineraries:
Related Cities:
Florence (227)     San Gimignano (11)     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. San Gimignano
   (35 hotels)
3. Florence
   (286 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 medieval hill town enclosed with 13th-century walls and accessed by two main streets that intersect to create two wonderful piazzas. Known as the 'City of Beautiful Towers', it is famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses, which, with its hilltop setting and encircling walls create a remarkable skyline. Truly a little gem, it has been declared a World Heritage Site by UNESCO.

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



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
Florence
Day 1
Arrive to Florence
Overnight in Florence   286 hotels offered
Optional   1342 Things to do
Day 2
Overnight in Florence   286 hotels offered
Optional   1342 Things to do
Day 3
Overnight in Florence   286 hotels offered
Optional   1342 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
Florence
Day 7
Arrive to Florence
Overnight in Florence   286 hotels offered
Optional   1342 Things to do
Day 8
Departing from Florence
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Florence Hotels (286 total)
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San Gimignano Hotels (35 total)
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Tours in Florence (1342 total)
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Tours in San Gimignano (57 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.
This package
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Florence and San Gimignano (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 medieval hill town enclosed with 13th-century walls and accessed by two main streets that intersect to create two wonderful piazzas. Known as the 'City of Beautiful Towers', it is famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses, which, with its hilltop setting and encircling walls create a remarkable skyline. Truly a little gem, it has been declared a World Heritage Site by UNESCO.

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

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