Private tour

Florence: Private Siena, San Gimignano and Chianti Tour

Private tour

Florence: Private Siena, San Gimignano and Chianti Tour

From US$ 298.15 per person

Discover the heart of Tuscany in this sightseeing tour from Florence to Siena, Castello di Monteriggioni, Chianti, and San Gimignano.

About this activity

Free cancellation
Cancel up to 24 hours in advance for a full refund
Reserve now & pay later
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Covid-19 precautions
Special health and safety measures are in place. Check your activity voucher once you book for full details.
Duration 9 hours
Check availability to see starting times.
Italian, English
Pickup included
You will be picked up directly from your accommodation. Please arrive in the hotel lobby or at the address 5 minutes before your scheduled pickup time.
Private group


  • Admire the views of the Chianti Region
  • Explore the medieval city of Siena
  • Discover the historic center of San Gimignano
  • Travel in comfortable a Mercedes-Benz minivan
Full description

Explore the beauty of Tuscany in this tour from Florence to Siena, Castello di Monteriggioni, Chianti, and San Gimignano. Visit medieval towns and villages, and drive through idyllic vineyards, with the option to stop at an organic farm and winery for lunch.

Meet your friendly guide at your accommodation and drive in an air-conditioned minivan to see the distinguished medieval architecture in Siena, like the seashell-shaped Piazza del Campo and Siena Cathedral before enjoying a scenic drive to Castello di Monteriggioni. Enjoy the small, fortified village and take a short stroll after lunch at one of the local restaurants. Travel along the Chianti wine road which is rich with castles and villages with a stop to admire a small medieval village surrounded by endless vineyards.

Experience a unique dining setting while taking in an amazing Tuscan panorama with lunch at an organic farm in Castellina, with the lunch option. Journey to historic center of the picturesque medieval town of San Gimignano and see its ancient towers.

  • Pickup and drop-off at your accommodation in downtown Florence
  • Transport in an air-conditioned Mercedes minivan
  • English-speaking professional driver
  • Unlimited cold mineral water
  • On-board Wi-Fi
  • Lunch
Not suitable for
  • Wheelchair users

Select participants and date



Important information

What to bring

  • Comfortable shoes

Not allowed

  • Pets

Know before you go

  • Lunch can be bought onsite
  • Infants must have their own seats
  • In case of rain, umbrellas will be provided by your driver
Customer reviews

Overall rating

5 /5

based on 2 reviews

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Disfrutamos mucho este paseo por Siena y la Toscana. Alessandro gran guía, muy atento y puntual y preocupado de que nuestra experiencia fuera lo mejor de acuerdo a nuestras expectativas. 100% recomendable!!!!

September 20, 2022


Fantastic experience !! Alessandro provided solid communication before, during & after our tour. He was on time, provided great information during the different visits and was very attentive to all our questions. As someone that has completed many tours like this, I particularly appreciated the patience with the family (when you have kids!!!) as well as the good driving. Highly recommended !!!

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October 25, 2021

Product ID: 394337