An A+ company rated by BBB
Book with Tripmasters.com to enjoy mobile app during your trip.

Call US 7 days a week

from 8AM to Midnight ET

1-800-430-0484
Chat
Home Manage Bookings Top Deals Reviews Recently Viewed0
Destinations

⚠ Announcement

Europeandestinations.com is Tripmasters.com now.
Ownership, management, and activity remain the same. All existing bookings will be serviced as always.

Florence and San Gimignano (Self Drive)
4 Customer Feedbacks
7 to 10+ Nigths from $1,512*
This sample price: priced within the past 7 days for arrival on 8/2/2025, departure from New York City NYC (All Airports) (NY), US. Choose your own departure city, cabin type and dates.
Overview
Itinerary
Hotels
Tours
Map
Country Info
Feedbacks
Price Guidance
Click for larger image or other views
See all the images
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 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. 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
  • 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.

Price history for this itinerary (past 7 days):
From New York City NYC (All Airports) (NY), US for 7 nights
1511.18 * incl.tax
Related Itineraries:
Related Cities:
Florence (223)     San Gimignano (10)     Southern Tuscany (13)    
Customize and Book
With Int'l Flight     Without Int'l Flight
From:
Cabin:
Destination
Arrival date
Stay
1. Florence
  284 hotels
2. San Gimignano
   (35 hotels)
3. Florence
   (284 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
View Price
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.



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   284 hotels offered
Optional   1348 Things to do
Day 2
Overnight in Florence   284 hotels offered
Optional   1348 Things to do
Day 3
Overnight in Florence   284 hotels offered
Optional   1348 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   284 hotels offered
Optional   1348 Things to do
Day 8
Departing from Florence
Book This Package

Loading ...
Florence Hotels (284 total)
›
San Gimignano Hotels (35 total)
›


Loading ..
Tours in Florence (1348 total)
›
Tours in San Gimignano (57 total)
›


Loading ...
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
4 Customer Feedbacks
Italy
20121 Customer Feedbacks
Customer Reviews
Share your thoughts with other travelers
Write a Review
Share your thoughts with other travelersWrite a Review
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):

Your Preferred Major Airport:

*Sample prices on display include ALL taxes & fuel surcharges... read more
Close [x]
Photo
Florence and San Gimignano (Self Drive)
Photos
Map
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.
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.

close [X]

close [X]

close [X]