Explore southern Tuscany with your own private guide on a full-day wine and food tour from Siena. Visit Pienza, Val d'Orcia, Montalcino, and more as you take in small towns, a 14th-century monastery, and sample Brunello di Montalcino, the famous wine of the region. Ride in comfort in a luxury Mercedes vehicle with a private guide who shares the best of the region.

Learn about the region’s wine and food
Have a more flexible itinerary with a private tour
Insightful commentary provided by the guide
Hotel pickup and drop-off included

What's Included

WiFi on board
Private transportation
Door-to-door pick-up and drop-off
Air-conditioned vehicle
Bottled water

Eventual entrance fees
Lunch
Gratuities
Alcoholic Beverages

Meeting And Pickup

Pickup points

Select a pickup point

Start time

09:30 AM

Pickup details

We are available for collecting you everywhere in town and surroundings

What To Expect

Additional Info

Confirmation will be received within 48 hours of booking, subject to availability
Vegetarian option is available, please advise at time of booking if required
A minimum of 2 people per booking is required
A maximum of 8 people per booking
Operates in all weather conditions, please dress appropriately
Not wheelchair accessible

Near public transportation
Infants must sit on laps
Infant seats available
Travelers should have a moderate physical fitness level
This is a private tour/activity. Only your group will participate

Cancellation Policy

This experience is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

Traveler Photos

Reviews

5.0

26 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews

Reviews by Viator travelers.

Showing 1-9 of 26 reviews

An unforgettable experience!

Trina_W, Mar 2023

Everything about this tour was amazing! I would have to say Roberto our guide was the best, he was knowledgeable, passionate about Italy and very personable. We were so fortunate to have him. All stops were enjoyable and the lunch at a local resident was icing on the cake. The location and view were picturesque and the meal…delicious. This was one our most favorite experiences on our trip. Would do this again!

Response from Host, Mar 2023

Thank you very for the review. We are delighted to hear that you had such a good time and enjoyed Robert's company and knowledge and Alessandro's lunch experience. We hope to be able to welcome you back some time.

Our guide was so...

Abby_R, Dec 2022

Our guide was so knowledgeable about the region and a joy to be around! This was the best part of our trip.

Response from Host, Dec 2022

We are delighted that you enjoyed Robert's company and had such a wonderful day!

The wineries were amazing...

Mark_S, Oct 2022

The wineries were amazing and our lunch was delicious surrounded by beautiful countryside. Our driver David was extremely knowledgeable, a great conversationalist, and a very nice person. He really made the trip memorable.

Response from Host, Oct 2022

Thank you for the wonderful review. We are delighted that you enjoyed the tour and Davide's company.

Authentic Tuscan Experience

Kristin_C, Apr 2022

This was amazing. We went to two wineries. The first had the most incredible views and felt like I was sitting outside of someone's authentic Tuscan home. The second had incredible service and wine with honey tasting! We bought some honey to send home! Then we went to a local farm for lunch which had the most wonderful hosts, incredible food and an authentic Italian countryside vibes. Finally we did a tour of Pienza which is simply the loveliest city with beautiful views. Out guide, Roberto was funny, friendly, knowledgeable and kind. We loved this!

Best experience in Tuscany

Alexandria_A, Nov 2021

This was by far our favorite experience of the whole trip. We booked it kind of last minute but everyone was so accommodating. Roberto was our driver and he was so kind and knowledgeable. We enjoyed every aspect. We were able to try fresh olive oil, cheeses, honey, and wine! We also had the most amazing lunch in the countryside. We tell everyone we know how much we loved this trip. If you are on the fence, book it! You will not regret it!!

Response from Host, Nov 2021

Thanks for you feedback! The day spent together wondering in Val d’ Orcia and Montalcino, was magnificent. I’m waiting for your next visit so I can show you other hidden corners of Tuscany. A big hug Roberto

Authentic and amazing

Molly_C, Sep 2021

What a fantastic tour! Our driver, Roberto, was knowledgeable, fun, accommodating, and flexible for what we wanted to experience. Visited two beautiful, smaller wineries (both very different), stopped to explore Montalcino, and had the most amazing lunch (and more wine) at a small local farm/b&b. They served wild boar, fresh home grown vegetables, their own balsamic, and so much more. The people at the farm was so extremely friendly and welcoming. Absolutely recommend this tour!

Response from Host, Sep 2021

Thank you Molly for your words. I’m glad for your appreciation of Val d’Orcia McDonald’s😂😂😂. Hoping to meet you soon in Italy to discover new hidden corners. A big hug Roberto

Tuscany tour

Jim_M, Sep 2019

Our driver, Darrio, was excellent. He made time to show us a few extra local places. The lunch at the farm was incredible and possibly the best part.

Perfection

Peter_W, Aug 2019

This was an absolutely incredible day and Dario was a great guide. He is full of knowledge and brought us to really incredible places. The food, the wine, the company, the scenery... all A+

Alla scoperta della “vera”Toscana i

Stefano_M, Nov 2021

Da tempo volevo visitare la Val d’Orcia e Pienza ed è per questo motivo che avevo scelto questo tour . Si è rivelata un ottima scelta sia per quanto riguarda la degustazione vini che la sosta in un magnifico agriturismo dove ho potuto gustare un pranzo come in famiglia . Roberto la guida davvero eccellente nel fornire aneddoti ed informazioni storiche sui luoghi visitati . Con questo tour si scopre l’Italia più vera fatta da gente che si impegna per offrire il meglio del proprio paese con passione e competenza . Essendo un tour privato si può organizzare la visita secondo i propri interessi culturali con una certa flessibilità . Ottimo davvero e ringrazio Roberto per la stupenda giornata trascorsa .

Response from Host, Nov 2021

Grazie Stefano! Mostrarti i magnifici scorci della Val d’Orcia e visitare luoghi che testimoniano la secolare e ricca cultura di questa parte della Toscana, è stato veramente piacevole. Spero di avere ancora occasione di farti conoscere altri tesori di questa bellissima terra. Un saluto e grazie di nuovo Roberto