Tours/Siena/Siena: Val d’Orcia Wine Tour with Lunch & Brunello
Viator · group up to 55 pax

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

4.0(105)Siena1 hour
VIATOR3.7(69)TRIPADVISOR4.4(36)

Description

Discover the enchanting allure of Tuscany's most renowned winery region, where every step through the picturesque landscapes of Pienza and Montepulciano is a delightful fusion of rich history and flourishing countryside. Allow yourself to be mesmerized by the sensational beauty that surrounds you, as you savor the exquisite, locally produced wines, each sip a proof of the unforgettable memories you'll create during your trip. Note:Wine tastings take place in English, with your tour leader providing translation support when needed. A moderate amount of stairs and walking is involved During special events, opening times can change The tour itinerary may change, but all tour stops will be visited

Tour Options

Summer Tour
Winter Tour

Itinerary

90 min

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.

120 min

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.

150 min

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

60 min

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.

135 min

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.

90 min

Return to Siena

Highlights

2 Wine tasting: Brunello di Montalcino & Rosso Nobile
Cured meats and cheeses Pasta with traditional Tuscan ragù Wine tasting (Rosso di Montepulciano and Vino Nobile di Montepulciano) Water and coffee
Expert multilingual tour leader
Free time in Montepulciano and Pienza

What's included

Included
2 Wine tasting: Brunello di Montalcino & Rosso Nobile
Cured meats and cheeses Pasta with traditional Tuscan ragù Wine tasting (Rosso di Montepulciano and Vino Nobile di Montepulciano) Water and coffee
Expert multilingual tour leader
Free time in Montepulciano and Pienza
Not included
Gratuities

Traveller Ratings

4.0
105 reviews
5
54
4
20
3
15
2
6
1
10

Important Information

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available
  • Suitable for all physical fitness levels

Reviews(105)

M
Maria_F
June 20, 2026
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!!

Operator response

Dear Customer, Thank you for your feedback! We are delighted to hear that Allegra and Silvio made your experience excellent, and that you appreciated Allegra’s knowledge and guidance throughout the tour. We truly appreciate your kind words and hope to welcome you again in the future. Kind regards, my Tour in italy

L
L3536HTmiguelg
June 9, 2026
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.

Operator response

Dear Customer, Thank you for your feedback! We’re glad you and your wife enjoyed the tour, food, and wine tasting, and that Sofía and Alberto made it special. We truly appreciate your words and hope to see you again soon. Kind regards, my Tour in Italy

J
Junioma
June 2, 2026
A wonderful Tuscany experience with Sofia and Marco

We had a wonderful day exploring Tuscany on this tour. The landscapes were beautiful, the experience was very well organized, and we really enjoyed visiting the places where the wines rest and mature. The wine tastings were excellent and gave us a great appreciation for the region and its traditions. A special thank you to Sofia, who was very kind, welcoming and attentive throughout the whole day. She made the experience feel personal, relaxed and well organized, always making sure everyone was comfortable and enjoying the tour. We would also like to thank Marco, our driver, who was professional, friendly and drove very safely through the Tuscan roads. His calm and careful driving made the whole day much more comfortable and stress-free. The lunch stop was also a highlight. We had a Tuscan pasta with an excellent ragù that was honestly one of the best pastas we have ever had in our lives. Overall, it was a beautiful and memorable experience in Tuscany. We highly recommend this tour to anyone visiting Siena and wanting to enjoy the Val d'Orcia, taste great wines and have a very well organized day.

1 people found this helpful
Operator response

Dear Customer, Thank you for your feedback! We are delighted to hear that you enjoyed your day in Tuscany, the wine tastings, and the lunch, and that Sofia and Marco helped make the experience so special. We will gladly share your kind words with them. We truly appreciate your recommendation and hope to welcome you again in the future. Kind regards, my Tour in Italy

A
AM402
June 2, 2026
Wonderful day in Val d'Orcia

A wonderful day in the breathtaking Val d'Orcia with our really friendly and knowledgeable guide, Sofia, and great driver, Marco. We loved the stops at Montepulciano, Pienza and Montalcino. So picturesque. A good amount of time at all locations. Lunch was fabulous inside the rustic restaurant of the winery. And beautiful scenery for the second wine tasting of Brunello. Our original tour couldn't run but 'My Tour in Italy' were so helpful in providing us an alternative excursion - thank you also to Pamela who arranged this for us!

1 people found this helpful
Operator response

Dear Customer, Thank you for your feedback! We are delighted to hear that you enjoyed your day in Val d'Orcia. We will be sure to share your kind words with Sofia, Marco, and Pamela. We appreciate you choosing us and hope to welcome you again soon. Kind regards, my Tour in Italy

A
Allen K
May 19, 2026
Great tour

This was a great tour. Great stops. Great vino. Great tour guide. Emma was attentive, helpful and informative. She went out of her way to make every single one of us feel special. I could not have asked for a better person

Operator response

Dear Customer, Thank you for your feedback! We’re glad you enjoyed the tour, the stops, and the wine and that Emma made it special for you. We hope to welcome you again soon. Best regards, my Tour in Italy

7
739pattyw
October 8, 2025
Under the Tuscan Sun

A lovely day exploring 2 beautiful Tuscan towns and 2 excellent wine tasting experiences. Alessandra was a terrific tour guide. The small bus was very comfortable. A perfect way to see the countryside without the stress of driving and parking.

Operator response

Dear Customer, Thank you for sharing your feedback with us! We’re delighted to hear that you enjoyed exploring the beautiful Tuscan towns and the wine tasting experiences. Alessandra will be happy to know you appreciated her guidance, and we’re glad the small bus made your trip comfortable. It’s great to hear that the tour provided a stress-free way to enjoy the countryside. We hope to welcome you again for another memorable experience soon! Best regards, My Tour In Italy.

M
Marlisa_C
October 5, 2025
Scenic drive

Our guide Luca was very informative. The first winery we visited did not give us the attention we deserved. They took in another group and paid more attention to them. They left us with little time to visit the area. I would have liked to have 3 different tastings. Felt more like a senic drive.

Operator response

Dear Customer, Thank you for sharing your feedback with us! We’re glad to hear that you found Luca informative, and we’re truly sorry to hear that the first winery did not meet your expectations. We take your comments seriously and will follow up directly with the wineries to ensure that all our guests receive the attention they deserve. Thank you again for your feedback it helps us improve. Best regards, My Tour In Italy.

R
Relax101830
September 24, 2025
Valeska was a good guide on this tour.

Although I quite enjoyed this tour, it wasn't the one I chose. I had hoped to do the small group tour to Pienza and Montepulciano. This was cancelled and I was offered the winery tour to Sangimignano and Montacito.

Operator response

Dear Customer, Thank you for sharing your feedback with us! Although the tour you initially selected was not confirmed, we made every effort to offer you an alternative option so that you wouldn’t be left without a tour experience. Hope to welcome you again in another future tour! Best regards, My Tour In Italy.

B
Benjamin_M
March 15, 2025
We had a very...

We had a very knowledgeable tour guide and great driver. The wine tours were great as well as the two cities that we visited.

Operator response

Dear Customer, Thank you for sharing your feedback with us! We’re delighted to hear that you had a great experience with our knowledgeable tour guide and driver. It’s wonderful to know you enjoyed the wine tours as well as the visits to the two cities. We truly appreciate your feedback and look forward to welcoming you on another tour in the future! Best regards, My Tour In Italy.

D
Daniel_S
November 26, 2024
Good Choice for Tuscany Day Trip

This was a great wine tour! It was just the right amount of time spent at each winery and city to give you the opportunity to experience and explore the culture and wine. We stopped at 2 wineries with tastings, and a store tour winery and tasting located in a beautiful city set on an hill where you had the choice to explore the city or take the store wine tour. We also stopped for lunch at a quaint city with a fabulous view and many restaurants to choose from. This trip allowed us to see a large area of Tuscany with beautiful country side and towns that we otherwise wouldn’t have been able to see and enjoy. It was a perfect day trip that we highly recommend!

Operator response

Dear Customer, Thank you so much for your kind and detailed feedback. We’re delighted to hear that you had such a wonderful experience on the wine tour. It’s great to know that the timing at each stop, from the wineries to the charming cities, provided you with the perfect opportunity to explore both the culture and the wines of Tuscany. We’re glad you enjoyed the variety of experiences, from the winery tours and tastings to the beautiful city with its scenic views and local dining options. It’s always a pleasure to hear that our guests were able to discover parts of Tuscany that they may not have otherwise seen. Thank you again for recommending the tour, and we hope to welcome you back for another memorable experience in the future. Best regards, My Tour in Italy team.

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