Small-Group Chianti And San Gimignano Sunset Trip From Siena

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Tour Information

Key Details

  • Mobile Voucher Accepted
  • Free Cancellation
  • Duration: 9 Hrs
  • Language:
  • Departure Time :
    2:30 PM
  • Departure Details :
    Piazza San Domenico, Piazza S. Domenico, 53100 Siena SI, Italy
  • Return Details :
    Returns to original departure point
  • Cancellation Policy :
    For a full refund, cancel at least 24 hours in advance of the start date of the experience. Tours booked using discount coupon codes will be non refundable.


On this afternoon and evening tour from Siena to Chianti and San Gimignano, explore the beautiful Chianti region an area rich with dense oak forests and cypress trees and discover its famous wine cellars. Then head to the UNESCO World Heritage-listed town of San Gimignano after the days crowds have dispersed. During the sunset, dine in a beautiful farmhouse overlooking the San Gimignano towers and the rolling, vine-covered hills.
Numbers are limited to eight people on this small-group tour, ensuring you'll enjoy personalized attention from your guide.


  • Seasonal Offer
  • Romantic experience, perfect for couples
  • Informative, friendly and professional guide

Know More about this tour

This is a typical itinerary for this product

Pass By: Tuscan Escapes - Day Tours, Siena, Tuscany

Meet at the Tuscan Escapes tour starting point

Stop At: Monteriggioni, Monteriggioni, Tuscany

Leisure time in the fortress of Monteriggioni

Duration: 30 minutes

Stop At: Historic Centre of San Gimignano, San Gimignano, Tuscany

Leisure time in the medieval centre

Duration: 1 hour

Stop At: Fattoria Poggio Alloro, San Gimignano, Tuscany

Full dinner at organic farm with wine

Duration: 2 hours


Professional Guide

Transport by air-conditioned minivan

Tour of winery with wine tasting

Traditional dinner at farm

Entry/Admission - Fattoria Poggio Alloro



Hotel pickup and drop-off

Entrance fees to attractions in San Gimignano

Additional Info

Confirmation will be received at time of booking, unless booked within 1 day of travel. In this case confirmation will be received as soon as possible, subject to availability

Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol

Traveler Reviews

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  • 16-Sep-2019

    From the moment David (Michelangelo) picked us up this was one of those days you didn’t want to end. We were a party of four enhanced with another couple who helped make a really enjoyable experience. David’s knowledge and advice was both informative and enjoyable. Time enough was given to our various visits before arriving at Le Masse for our wine tastings where Christina’s enthusiasm for her vineyard was so obvious. The meal we had at Poggio Alloro as the sun set and the lights of San Gimignano came on was beyond expectations. Food and drink were of quality and plentiful. Highly recommend this trip and David’s guidance.

  • 07-Jul-2017

    The tour was,wine and guide. Myself and my friend did this as part of our stay in Siena, both of us in our late twenties. We were part of a small group of 6 and the group itself made the experience all the more enjoyable.
    Thank you to our guide Eleanor!

  • 22-Sep-2016

    Enjoyed the tour quite a bit, but would have prefered a bit more wine tasting. The one winery we did go to was charming and the owner was great. The guides were very good. I did feel that the claim were having dinner in a farm house was just absurd it was a plesant, but relatively large, restaurant in the country.

  • 11-Aug-2016

    We loved this tour especially since we were the only two on it. Our guide Elena was wonderful and very knowledgeable. The owners of the winery were great and we loved the wine and food. San Gimignano was beautiful along with the castle. Dinner was out of this world!

  • 06-Oct-2015

    This tour was worth the price. Elena and Milo were wonderful guides- informative, funny and answered any and all questions with a wealth of knowledge about the Tuscany area. The winery and farm dinner were by far the highlights of the tour.

  • 26-Sep-2015

    Five star all the way!! These tour leaders are fantastic, they are knowledgeable and fun and made it all very worthwhile. Would love to do a two day trip with them to a few more areas including olive oil tasting, cheese and balsamic.

  • 09-Sep-2015

    This is James' wife Penny. I reviewed this tour highly favourably and at great length on Trip Advisor. 1-r308030413-Tuscan_Escapes_Day_Tours-Siena_Tuscany.html
    It was outstandingly good and Marella Favruzzo is a superb guide.

  • 14-Jul-2015

    He entire tour was wonderful.

  • 09-Jun-2015

    First the good:
    The guide/driver was excellent
    San Gimignano was everything we expected

    Then the not so good:
    The tour spent an excessive amount of time at the wine tasting
    Monteriggioni, a perfectly preserved medieval town was hardly perfectly preserved, every available building within the walls was utilised either as a tourist trinket shop or an Osteria. Far too touristy!
    The classic Tuscan dinner at a local farmhouse turned out to be at a commercial restaurant where our small group was joined by over 100 people from other tours. The meal was probably the worst food we had in a month in Italy.

  • 13-Jun-2014

    Great tour guide - very friendly and knowledgable. Awesome views of the countryside. Winery/dinner was really awesome.

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