Tours/Florence/Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar
Viator · Private tour

Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar

4.9(9)Florence1 hour
VIATOR4.9(8)TRIPADVISOR5.0(1)

Description

Spend a day in Tuscany visiting the city of Siena, the castle of Monteriggioni and the medieval village of San Gimignano. With a private English speaking driver, you will enjoy greater flexibility in your itinerary with plenty of free time. Enjoy a walk through the historic center of Siena then have fun tasting the famous Chianti wine with a lunch in a family-run winery (tasting and lunch not included in the price) and then admire the view of the Tuscan countryside from San Gimignano where you can taste the best ice cream in Italy. Finish the tour with a visit to Piazzale Michelangelo before returning to Florence.

Tour Options

Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar
  • Pickup included

Itinerary

Admission included90 min

After about an hour's journey from Florence you get to Siena. - Internal visit of the Basilica of San Domenico, one of the most beautiful Gothic churches of Siena, famous above all because it is here preserved the head-relic of Santa Caterina, patron saint of the city and co-patron of Italy. - Visit on foot of Piazza del Campo, a UNESCO World Heritage Site since 1995. Piazza del Campo is also the place where every year, on July 2nd and August 16th, the Palio, the most famous race of horses in the world. - Visit from the outside of the Duomo of Siena (Metropolitan Cathedral of Santa Maria Assunta) with possible internal visit of the Duomo (not included in the price). - Walk in the center. Getting lost in its streets is one of the most beautiful things that can happen. Wandering aimlessly through the streets, alleys and squares of the UNESCO's historic center, following what from time to time suggests instinct.

Admission included30 min

After about 25 minutes from Siena you get to Monteriggioni. It takes just a few minutes to get around Monteriggioni. The village is small and with few streets. The impression that remains in the memory, however, lasts forever. One notices that he has discovered a magical place, almost an enchanted castle like those that are known in fairy tales, as children

90 min

Wine tasting and lunch in the cellar, here they have lunch on a family farm subject to the availability of the cellar (not included in the price).

Admission included60 min

After about 40 minutes from Monteriggioni you arrive in San Gimignano, followed by a visit to one of the most characteristic and fascinating medieval Tuscan villages: San Gimignano, a UNESCO heritage site, is a town that has remained almost intact from the end of the fourteenth century to today.

Highlights

Private transportation
Natural water is available inside the minivan, available to customers from the minibar.
WiFi on board
English speaking driver
Air-conditioned vehicle

What's included

Included
Private transportation
Natural water is available inside the minivan, available to customers from the minibar.
WiFi on board
English speaking driver
Air-conditioned vehicle
Not included
Cathedral of Siena

Pickup Locations & Times

Hotel in the center of Florence

Traveller Ratings

4.9
9 reviews
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8
4
1
3
0
2
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1
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Important Information

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Transportation options are wheelchair accessible
  • Suitable for all physical fitness levels
  • Please request the child seat at the time of confirmation.

Reviews(9)

T
Teresa_J
October 12, 2025
Sienna private tour

Our tour guide was fantastic. He gave us lots of background about the stops. Loved the tour. We were a little disappointed with the winery stop. Only after we finished lunch did the person at the winery tell us the price. And he quoted me 60 € each then the lady came back after I had paid and said it was 70. Had we known that ahead of time we would have gone somewhere else.

Operator response

Thank you, Teresa, for your kind words about the tour — I’m really glad you enjoyed the experience and the background I shared along the way. I’m sorry to hear about the issue at the winery. I personally select the winery based on availability for that specific day, always aiming to offer a great quality-to-price experience. The pricing, however, is managed directly by the winery, and I don’t set or handle those costs myself. Had I known there was any confusion, I would have clarified it with them immediately. It’s a pity the rating didn’t reflect the overall enjoyment of the tour, but I truly appreciate your feedback and will use it to improve coordination with our partners.

S
shelleyh758
May 19, 2025
Tuscany day trip

This was a highlight of our trip. Florian was so very helpful and knowledgeable about the area. He accommodated a custom trip for us to the smaller more charming towns in Tuscany with beautiful views of the Tuscan countryside. He made sure to stop and take pictures in front of a town sign with my daughter’s name. We felt very pampered and taken care of and would highly recommend Florian for any trip in the area.

P
Prasad_A
April 21, 2025
Florian is a gem !

Great communication amazing patience and have a lot of information and knowledge to share. He was patient understanding.

Operator response

Thank you so much, Prasad, for your kind words! It was a pleasure guiding you, and I truly appreciate your thoughtful review. Hope to see you again on another adventure! Florian

D
Denise_D
March 18, 2025
We really enjoyed this wonderful tour

Florian is a wonderful guide. He pointed out different places and gave great background information. The Family owned Wine Cellar, Fattoria Sant’Appiano, was a highlight with delicous lunch and wine tasting in the cellar.

Operator response

Thank you Denise! My pleasure to have you as clients.

L
Leslie_H
December 8, 2024
Excellent tour!!

Florian was very knowledgeable. An excellent day. I can’t say enough good things about him. He recommended shops and restaurants. I can’t say enough good things about Florian.

Operator response

Than you very much Leslie! I’m so happy that you enjoyed the day!

J
Joel_S
September 13, 2024
Great tour into Tuscany countryside

Wonderful driver/“guide” (Florian). Very knowledgeable and super friendly. He took care of all our needs and made it a wonderful day.

Operator response

Thank you Joel! It comes naturally to me to make my customers happy because I love what I’m doing.

K
Karen_C
October 30, 2023
Great Tour and Guide

Our driver and guide Florian was very professional and informative. We enjoyed our day very much. Lunch was good and entertaining at a winery. He brought us to a great place for a photo.

L
Laura_T
October 12, 2023
Non-English driver, but would still do again!

Great personal experience for the 4 of us! We had requested English-speaking driver but didn’t get one. However Leo’s friendliness and promptness at every stop made up for the English he did not understand. Would totally do it again!

J
Jorge_P
June 4, 2019
EXCELLENT TOUR

The tour was fantastic, Florian, our driver/guide was punctual, friendly and an excellent person, i recomend this tour to all

3 people found this helpful

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