Tuscan countryside Wine and Food Tour
Travel back a thousand years and discover Monteriggioni, where you will take a walk along its walls and gaze out onto its surrounding, stunningly timeless countryside.
Make a pilgrimage to postcard perfect San Gimignano, where 13 of its original 72 towers will envelope you and provide a striking and enchanting backdrop to your visit.
Enjoy typical Tuscan cuisine in a countryside setting, toasting with a glass of Sangiovese or Chianti Classico.
Take in the heart-stopping beauty of the Tuscan countryside that leads into the Chianti Classico wine country. Sample distinctive wines, exquisite extra-virgin olive oil, Vin Santo and Grappa, while expert guides reveal the secrets behind this world renowned wine making process.
Stroll down a panoramic road in Castellina in Chianti, a Medieval, Florentine stronghold atop a hill, to where an authentic, handmade gelato tasting awaits you!
Contact me to plan your private, customized culinary-sightseeing tour in Tuscany together!
- Monteriggioni castle*
- San Gimignano*
- Castellina in Chianti*
- Chianti scenic backroads
- Winery and wine tasting
- Gelato tasting
Meeting Location + Tour Duration
Meeting location: Please enter the address from where you would like to be picked-up in Siena.
I can pick you up directly at your hotel (even those in the traffic-restricted zone), or from the bus station, train station, or wherever is most convenient for you.
End location: Please specify the location for drop-off.
Duration: 8 hours
Luxury Mercedes "Class E200 Exclusive Plus" sedan with air conditioning, 1-3 passengers
Luxury Mercedes "Vito" minivan with air conditioning, 1-8 passengers
Estimated Local Cash Needed
50 Euros - (estimated) per person
- Eventual admission tickets
- Eventual local walking tour guide (while interested, please book one on TbL list)
A Recent Review of this tour
Read More Reviews For This Tour
The 4 of us enjoyed our tour with Roberto. Fantastic private winery tour and tasting (7 wines) at Querciabella. A beautiful lunch at Osteria Alla Piazza, then San Gimignana, which included gelato at Gelateria Dondoli-world champion gelato. Ending with a visit to Monteriggioni. Roberto is very knowledgeable of Italy, Siena, architecture, Italian wine & food, restaurants and more. His explanation of the Palio was great: the tradition, contradas, emotions, including a video. Very flexible and good humored.