1. Italy
  2. Tuscany
  3. Florence
  4. Siena Cathedral

From Florence: Siena, San Gimignano & Chianti Private Tour

Product ID: 11488
See gallery
Due to the COVID-19 outbreak, tours, attractions, and venues in this location may be temporarily closed. Check out our travel update page for the latest information. Learn more.
A private, 8-hour excursion through the delightful hills of the Chianti countryside, with ever-changing scenery of vineyards and olive trees. See the old city centre of Siena and then reach San Gimignano, a UNESCO world heritage site.
About this activity
Cancel up to 24 hours in advance to receive a full refund
Mobile ticketing
Duration 8 hours
Starting time 9:00 AM
Instant confirmation
Live tour guide
Spanish, English, French, German, Italian

Pickup included

Your centrally located hotel in Florence.

Select participants, date, and language:



  • Experience a private tour of Siena and its historic city center
  • Enjoy views of lush vineyards and olive groves in the Chianti countryside
  • Learn why San Gimignano is called the “Manhattan of the Middle Ages”
  • Benefit from pick-up and drop-off at your hotel in central Florence
  • Enjoy the luxury of a private vehicle at your disposal for 8 hours
Full description
Amongst the vineyards and olive groves of Chianti, lie medieval towns and UNESCO heritage sites. Explore them all on a private, 8-hour tour of the Chianti countryside, Siena and San Gimignano.

A truly private tour, you will begin your day with complimentary pick-up at your Florence hotel by chauffeured private vehicle. Your English-speaking driver is at your disposal for a maximum of 8 hours.

Your first stop will be in Siena, a medieval town. Here you will meet with your private tour guide, who is at your disposal for a maximum of 2 hours. Your guide will take you through the historic city center, where you may admire the splendid palaces and other points of interest. Your tour of Siena will conclude in the Piazza del Campo, one of the most beautiful piazzas in the world. Here, you will find the Palazzo del Comune and have some free time to enjoy lunch.

The journey to your next stop, San Gimignano, will take you through Chianti territory. Along the road you will find panoramic vistas, as well as lush vineyards and olive groves. Along the way to San Gimignano you may wish to stop and admire the fortified hamlet of Monteriggioni. This hamlet is a small jewel built in the 13th-century and still embraced by ancient walls.

San Gimignano you will find is a UNESCO designated world heritage site. Here you will be given free time to take in the historically interesting medieval town planning, as well as the numerous towers. You will soon find out why this place is called the “Manhattan of the Middle Ages”.

Touring this extraordinary region of Italy is a wonderful experience and the fact that this tour is entirely private makes it even more special.
  • Pickup and drop-off from hotels located in central Florence
  • English-speaking driver
  • Private vehicle at your disposal for a maximum of 8 hours
  • Tour guide in Siena at your disposal for a maximum of 2 hours
What’s Not Included
  • Gratuities
  • Food and beverages
  • Entrance fees for the Siena Cathedral, Libreria Piccolomini, Museo dell’ Opera Metropolitana
Not suitable for
  • People with mobility impairments

From US$ 504.02 per person

Customer reviews
Overall rating
5.0 / 5
based on 1 reviews
Review summary
Value for money

Organized by

CAF Tour & Travel

Product ID: 11488