Tuscany Wine & Hills from Siena - Small Group

From€129
10 hours
Siena, Italy

About this activity

Experience Tuscany's finest wines and picturesque landscapes on a guided tour from Siena, visiting Montalcino, Pienza, and Montepulciano.

Highlights

  • Explore Montalcino's historic center
  • Taste renowned Brunello di Montalcino wine
  • Discover Pienza's Renaissance architecture
  • Sample Pecorino cheese in Pienza
  • Stroll through Montepulciano's medieval streets

Full description

Indulge in the rich flavors and stunning vistas of Tuscany on this small-group tour from Siena. Visit the historic town of Montalcino, renowned for its Brunello di Montalcino wine, and enjoy a guided wine tasting at a local winery. Explore Pienza, a UNESCO World Heritage site celebrated for its Renaissance architecture and delicious Pecorino cheese. Wander through the charming streets of Montepulciano, famous for its Vino Nobile di Montepulciano. This tour offers a perfect blend of culture, history, and gastronomy, providing an unforgettable Tuscan experience.

Included / Excluded

  • Visit to Montalcino, Pienza, and Montepulciano
  • Wine tasting at local wineries
  • Transportation in a comfortable minivan
  • Lunch and personal expenses

Meeting point

Start Location

Unknown location

Important information

Know before you book

  • Minimum booking of 2 people required
  • Tour operates rain or shine; dress appropriately for the weather
  • Please inform the operator of any dietary restrictions in advance

Know before you go

  • Wear comfortable walking shoes for exploring the towns
  • Bring a camera to capture the scenic landscapes
  • Carry a bottle of water to stay hydrated

Cancellation policy

Free cancellation up to 1 days before the activity starts

For a full refund, cancel at least 24 hours before the scheduled departure time.

Accessibility

  • Stroller Accessible
  • Easy Public Transport
  • Infants Required On Laps
  • Infant Seats Available

Good to know

  • Please meet our staff outside Siena Railway Station (Stazione di Siena – Ferrovia), in front of the clock tower at the main station entrance.

Traveler reviews

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108 reviews
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Excellent staff and tour,...

Excellent staff and tour, who were very thorough and provided insightful knowledge of the Tuscany region.

Andy_PJul 11, 2026VIATOR

Very good, comprehensive tour

A very good professional guide who cares about travelers and answers our questions

GrandTour42527137115Jul 10, 2026TRIPADVISOR

A great experience

Excellent tour in selected wineries when you don't wish to try. Received extra wines to taste in both tastings. Our Guide Allegra handled everything professionally.

rrraisamoJul 10, 2026TRIPADVISOR

Great day trip!

Allegra ( our guide) and Silvio ( our driver) were both amazing! Allegra gave lots of useful information and was very knowledgeable about the history of the area! She kept us all to schedule without pressuring us, and made the whole trip an excellent experience!! Thanks to both, we had an amazing time!!

Maria_FJun 20, 2026VIATOR

Wonderful tour in Val d’Orcia

My wife and I took the tour and we loved it. Regarding the service, I must say it was first-class: punctual, attentive, helpful, and fun. About the tour… it was wonderful. The food was first-class, the timing for visiting the places was very good, and the wine tasting was incredible. Sofia (the guide) and Alberto (the driver) were excellent.

L3536HTmiguelgJun 9, 2026TRIPADVISOR

Additional information

Portuguese/Chinese language: Available on selected days and will be guaranteed with minimum 4 pax, if the minimum is not met the tour will be done in English or Spanish.