Day trip

San Gimignano & Siena: Small Group Wine Tour from Rome

4.8 / 5

6 reviews

San Gimignano & Siena: Small Group Wine Tour from Rome

From US$ 258.61 per person

Spend a day exploring medieval towns in Italy on a journey from Rome to San Gimignano, Monteriggioni, and Siena. Visit 2 UNESCO World Heritage Sites, taste the local Chianti and Vernaccia wines, and absorb the history and culture of these unique towns.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Covid-19 precautions
Special health and safety measures apply. Learn more
Mobile ticketing
Use your phone or print your voucher
Duration 1 day
Check availability to see starting times.
Instant confirmation
Live tour guide
English, Spanish, Italian
Pickup included
Pickup is available from accommodations within Rome city center only (inside the Aurelian Walls).
Small group
Limited to 12 participants


  • Visit the Tuscan towns of San Gimignano and Siena
  • Travel in comfort in an air-conditioned van with a maximum of 6 participants
  • Taste food and 10 different types of wine tasting at local wineries
  • Benefit from your tour assistant who will travel with you throughout the tour
Full description
Travel through Italy on a full-day journey from Rome, through the hills of Chianti, to the cities of San Gimignano and Siena. Arriving in San Gimignano, a UNESCO World Heritage Site, explore its charming medieval streets and sample the world-famous Vernaccia white wine. Stop for a wine tasting and sample local products in a beautiful wine cellar: 10 different types of wine and oil. Then visit the estate and learn about the processing of the grapes before having lunch at a restauarant.  Finally, make your way to Siena for a lovely wander around the historic center of the city, a well-deserved UNESCO World Heritage Site. Walk along Piazza del Campo, the public square that's also home to the Palio di Siena horse race. Visit the Mangia Tower, and admire the Duomo's Romanesque-Gothic facade, before beginning the trip back to Rome through the Tuscan countryside.
  • Transport by air-conditioned minivan (no more than 6 people)
  • Tour escort for the whole trip
  • Tasting of local wine
  • Light lunch of local food and wine
  • Pick-up and drop off (inside the Aurelian Walls)
  • Gratuities
  • Local guide
Not suitable for
  • People with pre-existing medical conditions
  • Wheelchair users
Covid-19 precautions
Safety measures in place
  • All areas that customers touch are frequently cleaned
  • You must keep social distance while in vehicles
  • The number of visitors is limited to reduce crowds
Traveler requirements
  • You are required to bring and wear a mask

Select participants and date



Prepare for the activity

Important information

What to bring

  • Comfortable shoes
  • Camera
  • Sunglasses

Not allowed

  • Luggage or large bags

Know before you go

  • The tour goes on rain or shine
  • No refunds for missed flights, buses, trains, etc.
  • There is a total refund for cancellations made within 72 hours of the tour's departure
  • It is recommended that you wear comfortable shoes, and remember that is not permitted to visit churches in shorts or miniskirts, or with uncovered shoulders
Customer reviews

Overall rating

4.8 /5

based on 6 reviews

Review summary

  • Value for money
  • Safety
  • Service
  • Organization

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Adam (our driver) and Fabio (our guide) were a perfect pair. Fabio was very knowledgeable and quick to answer questions and recommend shopping and eateries, They both kept us on schedule and made sure that we saw all that we could see during our day. Fabio had great relationships in the areas that we visited and was able to provide great service. When asking about another excursion that we were planning ourselves, both Adam and Fabio were quick to offer options and solve our problems on how were were going to get to Pompeii and the Amalfi coast on our 2 day plan. They went out of there way to arrange for us to join their planned tour to Pompeii and the Amalfi Coast along with dropping us at our hotel for our extended stay. In addition to that, Adam met us the next evening to bring us back to Rome. We were thrilled with all they planned for us for both Siena & San Giminiano along with our trip to Amalfi.

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September 21, 2021

Vale la pena visitar ambas ciudades, son muy bonitas y pintorescas de la Edad Media. No somos fanaticos de los vinos, pero la cata estuvo bien y la comida abundante. Quizás daría más tiempo para conocer bien Siena. Chofer muy profesional y proactivo, siempre ayudando con una sonrisa, pero la guía es una señora que sabe español a medias y no era entretenida, fue una lata porque la tuvimos en 3 tours y era muy aburrida.

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December 5, 2021



Excellent tour and excellent the place where the wine tasting is done.

March 19, 2019

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Product ID: 34884