Siena: Val d’Orcia Wine Tour with Lunch & Brunello

Highlights

Inclusions

Itinerary

1. Start your trip at Siena Station Ferrovia, where you will meet the staff. You will recognize them by their green shirt. You will travel by minivan.

   1.5 h

2. Explore Montepulciano with free time to enjoy its historic streets and scenic viewpoints. Enjoy a wine tasting and wine cellar visit. Try the famous Nobile di Montepulciano wine.

   2 h

3. Enjoy free time in Pienza to explore its charming Renaissance streets, scenic viewpoints, and shops famous for pecorino cheese.

   2.5 h

4. Wine tasting and wine cellar visit. Admire the stunning Val D'Orcia with its incredible landscape full of olive groves, vineyards and cypresses. For its beauty has been declared world cultural heritage from UNESCO.

   1 h

5. Set in the heart of Tuscany, Montalcino is a charming hilltop town renowned for its world-class wine and authentic atmosphere. Enjoy time to explore its historic streets, browse local shops, and discover regional specialties. Experience the flavors of the area with a wine tasting featuring the famous Brunello di Montalcino, paired with traditional local snacks. A perfect stop to relax, taste, and immerse yourself in Tuscan culture.

   2.3 h

6. Return to Siena

   1.5 h

Cancellation

Free cancellation up to 24 hours before the experience starts, for a full refund.

Reviews

Ratings come from 124 reviews collected by our booking partner. They are travellers' own words, in the order they were written — never reordered to flatter the experience.

Showing reviews written in English.

• 4Fun experience. The tour...

  Fun experience. The tour operator was super nice and professional. I was a little disappointed, and it may have been my fault for not doing my due diligence, but I thought we were going to experience the wine tastings in an actual winery, but this was not the case. It was nice to be driven to the various small towns and instructed on what was worth seeing in each town. The scenery in Tuscany was amazing.

  Celeen_LOctober 2026via Viator

• 5Beautiful tour

  The tour was beautiful, Alessandra was amazing, she explained everything and was very considerate of the group, we had a wonderful time.

  Sharon_GOctober 2026via Viator

• 5Lovely day in Wine Country

  Fantastic wine and tour. Marta and Alessio were the best! Highly recommend from an experienced traveler.

  pmlalthoffOctober 2026via Tripadvisor

• 3Average/Disappointing

  This could hardly be called a wine tour and we did not get what was advertised. We visited three villages and had free time in each. This was nice. The tour advertised a Tuscan lunch, tours if two wineries and 5 wine tastings. The lunch was very good and included two small glasses of wine. As for the wine tours, both times we were told that we can visit the cellar if there was time. There was no guide and no chance to walk in the vineyards etc. When we got to the second winery, the setting in the garden was nice but there were not enough seats, glasses and there were not enough glasses. Another tour joined ours and there was only one person setting up, running to get more glasses and wine. Then proceeded with a 15 minute sales pitch for the wines. We only got an once of two different wines and if we wanted the promised 5th winery, there was an extra $10 euro charge. Oh did I mention the glasses were smudged and lipstick stained. All in all it was an average tour at best and mostly disappointing.

  joeaW4009UKOctober 2026via Tripadvisor

• 5Great tour!

  We had an amazing time on the tour and absolutely loved it! Everything was very enjoyable and well organized. The cities included in the itinerary are beautiful and definitely worth visiting. The whole team was fantastic. Our guide, Sofi, and our driver, Claudio, were both incredibly friendly, attentive, and helpful throughout the entire day. They made sure we had everything we needed and made the experience even more enjoyable. We highly recommend this tour!

  _mvlmoraisSeptember 2026via Tripadvisor

• 5Fantastic day with Sofia and Claudio in wine country!

  Sofia and Claudio were fabulous hosts- making each step of the day seemless, fun, and enjoyable! We had a fabulous day and Sofia kept everyone engaged and happy- always anticipating our next need or question! WhatsApp was a clever way to keep the group informed and on schedule! We met the 27th generation winemaker- what an experience! Thank you Sofia and Claudio!!

  Compass15937706028September 2026via Tripadvisor

Know before you go

How it compares in Siena

• Its from-price is 56% below the median of the 63 day trips we list in Siena.
• It is longer than most of them.
• By number of reviews it ranks 6 of 63.
• The operator lists free cancellation on it.

About Siena

Siena is a medieval Tuscan hill city of red-brown brick, known for its shell-shaped main square, its striped cathedral and the twice-yearly Palio.

Siena was Florence's great rival in the Middle Ages, and its historic centre, a UNESCO site, still looks much as it did then. Il Campo, the shell-shaped square, slopes down to the Palazzo Pubblico and its slender tower, the Torre del Mangia. The cathedral, striped in white and dark green marble, has a pavement of inlaid scenes and a library of painted manuscripts.

Top-ranked sights in Siena: Piazza del Campo, Siena Cathedral (Duomo di Siena), Mangia Tower (Torre del Mangia).

See all 352 experiences in Siena