Private VIP Exclusive Tour to Siena and San Gimignano with Wine Tasting & Lunch

Florence, Italy

From $419.79

Select Date and Travelers

Free cancellation
Up to 24 hours in advance.
  • 8 hours (approx.)
  • Pickup offered
  • Mobile ticket
  • Offered in: English


Visit two of the most picturesque towns in Tuscany and taste authentic Chianti wine on this private day trip from Florence. Travel through a landscape of rolling hills, olive groves, and ancient villas on the way to Siena, known for its remarkable cathedral and the famous Palio horse race. After a delicious Tuscan lunch and wine tasting at a hand-picked estate, continue on to the medieval hilltop village of San Gimignano, where more than a dozen surviving towers stand sentinel over the beautiful countryside below.
  • Private, full-day tour from Florence to Siena and San Gimignano
  • Experience the beauty and flavor of the Tuscan countryside
  • See Siena's famous cathedral and the square where the Palio horse race is held
  • Enjoy lunch and wine tasting at a renowned Tuscan winery
  • Explore the medieval hilltop town of San Gimignano on your own
  • Private tour is operated with just your party and a guide/driver

What's Included

  • All taxes, fees and handling charges
  • Lunch
  • Wine tasting
  • Driver/guide
  • Transport by private vehicle
  • Private tour
  • Hotel/port pickup and drop-off
  • Alcoholic drinks (available to purchase)
  • Souvenir photos (available to purchase)

Meeting And Pickup

You can head directly to the meeting point, or request pickup

Meeting point

  • Florence
    Florence, Metropolitan City of Florence, Italy

    The driver will be picking you up from your hotel/apartment in Florence.

Pickup points

Select a pickup point

Start time

09:00 AM

End point

This activity ends back at the meeting point.

Pickup details

All hotels in the area of Florence

What To Expect

Acquario di Livorno (Pass By)

Piazza del Campo

1 hour Admission Ticket Free

San Gimignano 1300

1 hour Admission Ticket Free

Tenuta Torciano

2 hours Admission Ticket Included

Additional Info

  • Confirmation will be received at time of booking
  • Not recommended for travelers with back problems
  • No heart problems or other serious medical conditions
  • Not recommended for pregnant travelers
  • Infant seats available
  • Travelers should have a moderate physical fitness level
  • Wheelchair accessible
  • Minimum drinking age is 18 years
  • Dress code is smart casual
  • This is a private tour/activity. Only your group will participate

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.

Traveler Photos

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13 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travelers.
Showing 1-4 of 13 reviews
Excellent !
Lynn G, Oct 2019
We loved Florence!! And Tuscany. Sienna and San Gimignano. It was so enjoyable. Our tour guide Massinikiano was incredible !!!!!!
Response from Host, Oct 2019
Hello there, Thank you very much for your excellent review, we appreciate it a lot. I am happy you enjoyed this travel experience with Touring Italy, I hope to welcome you back next time for other travel services with us. Once again, thank you for your time and choosing Touring Italy. Best regards, Roberto D'Alessandro Touring Italy.
A simply amazing day!
Wendy M, May 2019
Our amazing host and driver was polite and I formative and the entire day was incredible! Definitely worth the private tour!
Response from Host, May 2019
Dear Wendy, thank you so much for leaving a nice review of your travel experience with Touring Italy, it is highly appreciated. I am really glad to hear you had a nice day with our drivers on the Amalfi coast. I look forward to welcome you back in Italy for other great travel experiences together! Best regards, Roberto D'Alessandro.
Private tour of sienna & San Gimignano
Cliff_P, Oct 2018
Our driver was very punctual ( showed up at 15 minutes early and called to inform us he was ready at our leisure ) During the drive he was knowledgeable about the places we we going. The vehicle was clean and comfortable ( I am 6’5” tall and it was a relief ) The winery ( Tenuta Torciano ) was incredible ( has helicopter pad for private helicopter tour ) the staff which is all family were gracious and very friendly. The tasting course was fantastic. I would have loved to spend more of the day here learning about the wine and food. I totally recommend this tour. It will ensure you get enough of each location to appreciate all they offer.
Wine tasting and lunch with driver to 3 areas
Virginia_K, Oct 2018
We enjoyed the wine tasting and lunch and loved the vineyard!A little disappointed that our driver spoke almost no English after we specifically requested an English speaking guide.So it was literally a driver. But we enjoyed the day.

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Private VIP Exclusive Tour to Siena and San Gimignano with Wine Tasting & Lunch


8 hours
Free Cancellation