Tuscany Wine & Hills from Siena - Small Group

From€109.65
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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I recommend it without hesitation

Thank you very much Andrea and Claudinio. The tour was fantastic and as described. You can choose the vegetarian option for lunch. The organization was perfect. Andre and Claudinio are very kind.

Malak_ESep 20, 2026VIATOR

Best of Tuscany wines & lunch in Montepulciano

The trip was very good. Sofi is an excellent guide. Lots of interesting information about all the areas we travelled through and the 3 towns we visited. She was fun, welcoming and happy to answer any questions. Claudio the driver was also excellent. Picked up on time and was always exactly where we told to meet him.

O9722SIpamelalSep 15, 2026TRIPADVISOR

Authentic Tuscan Experience, lovliest guides and great value for money

Great tour, great value for money! Well done, Claudio and Sofia! You created for us some cherished memories. The three cities are breathtaking, Pienza being my favorite. I only wished we could spend more than one hour there. The wine experiences were both authentic, i loved that we were shown places with history that enriched our trip to Italy and views on Tuscany. The pasta was also delicious! Keep up the good job guys, you are special!

deliar963Sep 15, 2026TRIPADVISOR

Perfect tour in Tuscany's hills

Wonderful time in Tuscany hills with Sofia and Claudio. Great value for the money and overall a great experience.

Renata_HajduSep 15, 2026TRIPADVISOR

Great way to see a small part of Tuscany

We didn’t have a car so this was a great option for us - ticks off a few regions, two wine tastings, lunch and our guide Leonardo was informative and friendly! It’s nice to have free time in each area and was such a treat to visit the last winery … gorgeous views & wine, and such history with a 26-generation family run business! A long day but so nice to not have to think about how to get to the next place and just enjoy the ride.

tashhackettSep 6, 2026VIATOR

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.