Overview
Discover San Gimignano: Private Tours, Experiences & Custom Travel
Our own photographs
San Gimignano Through Our Eyes
Photographed during our own travels and research, these images follow the journey through San Gimignano, from the first view of the landscape to the small details that give the place its character.
Map
Get your bearings before you go
Multi-Day Holidays Tours
Whole journeys, planned end to end
Private & Small Group Tours in San Gimignano
Days out with people who know the way
Pisa, Volterra, San Gimignano
This is one of our favorite private tours in the Tuscany region, exclusively offered by Italy Vacation Specialists. We can pick you up from your hotel in Florence, cruise ship in Livorno, or villa in Tuscany to begin this tour. During the tour, you w...
Gourmet Tuscany: Truffle Hunting Followed by Cooking Class and Lunch
A wonderful morning of truffle hunting, cooking and wine tasting in the beautiful Tuscan countryside.
Tuscan Wine Tour from Livorno
This tour is a perfect tour for foodies and wine lovers who want to get the most out of their time in Tuscany from the port of Livorno. Chianti is a large wine producing zone in the Tuscany region of Italy and is home to some of Italy's most notable...
Tuscany: Siena & San Gimignano from Florence or Livorno
This tour of Tuscany begins in either Livorno or Florence and includes a visit to two of Tuscany's most beautiful towns Siena and San Gimignano which are right in the heart of the beautiful Tuscan countryside inside the Chianti wine territory. Over t...
Villas
Private homes with stories of their own
Apartments
A local address to call your own
Photo Gallery
Explore Towns and Cities in Tuscany
Every town here has its own personality. We know them by name.
Arezzo
Bagno Vignoni
Barga
Carrara
Castiglion Fiorentino
Chianciano Terme
Chianti
Cortona
Elba Island
Fiesole
Florence
La Verna
Livorno
Lucca
Maremma
Montalcino
Montecatini
Montepulciano
Monteriggioni
Monticchiello
Pienza
Pietrasanta
Pisa
Porto Santo Stefano
San Gimignano
San Miniato
Saturnia
Siena
Terme di San Filippo
Val D'Orcia
Viareggio
Volterra
Our Featured Properties
Stays we picked one by one
Getting here
The Road to San Gimignano
Most of our guests arrive by private car, with a driver who knows these roads and where it is worth stopping along the way. These are the journeys we arrange most often.
Starting somewhere else? Tell us where, and we will arrange the car.
Plan my transferQuick Enquiry Form
Tell us about your dream trip and we'll craft the perfect itinerary for you.
In their words
Stories That Stay With You
Here's what our guests share about their unforgettable journeys
From the journal
IVS Magazine
Latest
1 October 2026
Peaks, Palaces & Prosecco® Venice Is Only the Beginning…
Read the piecePlan it with us
For customized holidays and expert advice for travel in Italy and the Mediterranean, Get in touch with your travel agent or contact us via our.
-
Direct In Italy: +39 375 823 5314
-
Toll Free: 1-866-779-2565