Overview
Discover San Gimignano: Private Tours, Experiences & Custom Travel
San Gimignano in pictures
Gallery
A few frames from our own trips. The rest are in the gallery below.
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
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...
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.
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...
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...
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.
Arrezzo
Bagno Vignoni
Barga
Carrara
Castiglion Fiorentino
Chianciano Terme
Chianti
Cortona
Elba Island
Fiesole
Florence
Livorno
Lucca
Maremma
Montalcino
Montecatini
Montepulciano
Monteriggioni
Monticchiello
Pienza
Pietrasanta
Pisa
Porto Santo Stefano
San Gimignano
San Miniato
Saturnia
Siena
Terme di San Filippo - San Filippo Natura Hot Springs, Tuscany
Val D'Orcia
Viareggio
Volterra
Our Featured Properties
Stays we picked one by one
Popular Transfer Routes in San Gimignano
The rides our guests ask for most, with a driver who knows the way.
Italy Vacation Specialists provides licensed private transfer services throughout Italy, including San Gimignano and surrounding areas. With over 20 years of experience, our professional English-speaking drivers offer both Business Class and Luxury Class vehicles for airport transfers, city-to-city rides, and full-day chauffeur services. All vehicles are fully insured, well-maintained, and operated by vetted local drivers who know the roads, traffic patterns, and best routes across the region.
Every journey is different. Tell us where you need to go.
Request a Transfer QuoteQuick 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
14 September 2026
Italy’s Best Autumn Food Festivals: Where to Eat, Drink and Celebrate in 2026
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.
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