Private tour

From Florence: Siena, San Gimignano & Chianti Private Tour

Activity provider: CAF Tour & Travel

From Florence: Siena, San Gimignano & Chianti Private Tour

Activity provider: CAF Tour & Travel

From US$ 453.87 per person

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

Free cancellation
Cancel up to 24 hours in advance for a full refund
Reserve now & pay later
Keep your travel plans flexible — book your spot and pay nothing today.
Covid-19 precautions
Special health and safety measures are in place. Check your activity voucher once you book for full details.
Duration 8 hours
Check availability to see starting times.
Live tour guide
English, German, Italian, French, Spanish
Pickup included
Your centrally located hotel in Florence at 9:00 AM.
Private group


  • 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
  • Gratuities
  • Food and beverages
  • Entrance fees for the Siena Cathedral, Libreria Piccolomini, Museo dell’ Opera Metropolitana
Not suitable for
  • People with mobility impairments

Select participants and date



Customer reviews

Overall rating

5 /5

based on 1 reviews

Review summary

  • Value for money
  • Safety
  • Service
  • Organization

Sort by:

Traveler type:

Star rating:


Elena was great and very accommodating for our large group.

August 13, 2018

Product ID: 11488