Available languages
11 hours 30 minutes
Mobile ticket
Enjoy a rich and ripe tour through the worlds of grape and gourmet cheese. Experience art and architecture and blend it with good wines and mouth-warming specialties. You will visit the stunning Val d'Orcia and the very special towns snuggling in it. There's the chance to get to know wine cellars while nibbling on sheep's cheese. A prefect day out for the senses and the soul.
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
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness
Minimum drinking age is 18 years
May be operated by a multi-lingual guide
Please advise any specific dietary requirements at time of booking
Vegetarian option is available, please advise at time of booking if required
Please show up 20 minutes before the tour departure
English and Spanish are always guaranteed. In order to confirm the excursion in Italian, German, Portuguese or French a minimum of 4 pax is required
The order of the visits may change and Montepulciano could be the first stop
Disinfected radio units will be provided, and headphones will be single-use. Showing your voucher on your phone will be enough; it is not necessary to print it out.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Visit to a winery in Montepulciano with tasting of the famous “Vino Nobile" and cheese pairing
Visit to a wine cellar in Montalcino with tasting of the world-famous Brunello wine
Expert multilingual Tour Leader
Possibility to retrace the Gladiator's Walk - from November 1
Free time in Montalcino, Pienza and Montepulciano
Journey by fully-fitted GT Coach with Free Wifi on board
Lunch
Gratuities
Hotel pickup and drop-off
Attractions tickets not included in the product
Val D'Orcia
Discover the postcard views of the green, rolling hills in Val d’Orcia. Meet your friendly, local tour guide at Piazzale Montelungo Bus Terminal. Piazzale Montelungo is located 5-10 minutes walking distance from Santa Maria Novella train station. Grab a seat on the comfortable coach bus, and you will shortly depart for the scenic beauty of Val d’Orcia! During the picturesque drive, your guide will dive into some interesting information about the towns and lush land of the Valley. The drive to Val d’Orcia will take about two hours.
Montalcino
After driving through the spellbinding, Tuscan hills, you will be itching to explore one of the fairytale towns! Your first stop will be Montalcino, the land of world-renowned Brunello wine. Follow your guide uphill into the town, as you stroll through labyrinths of cobblestone, medieval streets. Your guide will lead you to a famous Brunello winery. A local producer will lead you through the winery, as he or she explains the secrets of Brunello production. Then, indulge in some samples of some of the finest wines in Italy! Cheers!
1,076 reviews
Total reviews and rating from Viator & Tripadvisor
brian gail,
Nov 12, 2025
- Review from Tripadvisor
Very good tour, awesome day wine & cheese tasting plus enjoying the beautiful villages and views. John was a great guide, very informative and multilingual. Highly recommend.
wayneaT31WD,
Nov 12, 2025
- Review from Tripadvisor
Was a great day with excellent host. Well organised, impressive and very professional host and driver. Thanks John and Cosimo for sharing the best of Tuscany with us!
Q3731WIcarlam,
Nov 12, 2025
- Review from Tripadvisor
We spend our day visiting Montepulciano, Pienza and Montalcino… we had a wonderful time. Weather was beautiful and thanks to John and Cosimo we were always on time and taken care of!




M2793MCcarlaa,
Nov 12, 2025
- Review from Tripadvisor
The guide John was really helpful throughout the whole experience and the driver Cosimo gave us a smooth ride back home. Definitely recommend.
F1167FBalexandrab,
Nov 12, 2025
- Review from Tripadvisor
The trip was excellent and very well organised, our guide John always provided the necessary information about the cities we visited. The driver Cossimo was good as well. No complaints.
Dreamer38794608284,
Nov 6, 2025
- Review from Tripadvisor
We loved this trip. It took all day, but well worth it. The views were spectacular. Take good walking shoes. I recommend.
gouravdhar,
Nov 3, 2025
- Review from Tripadvisor
Ciao florence is the best for Tuscany tours. They provide ample free time along with the experiences. Thanks to their itinerary and guide who made a very good recommendation on our lunch.






jalanjalis,
Nov 2, 2025
- Review from Tripadvisor
It was good experience to travel with international community (people) from all parts of world in mini bus with excellent driver (forgot the name) and tour leader Martina. In return, despite of traffic back to Florence due to accident on highway, the driver well managed to reach the group at the given time (7.30 pm) which is much appreciated. He was cool in driving and was empathetic to give biological emergency break to co-traveller. Martina was excellent to share each and every details showing her in-depth knowledge of region and Italian culture.
denisedianem,
Oct 31, 2025
- Review from Tripadvisor
My husband, daughter and I did this tour because I really wanted to visit Pienza. This tour was a great way to get to see Montepulciano (including a winery), Pienza and Montalcino (beautiful outdoor wine tasting). Our guide Alex was fabulous. He was very friendly and knowledgeable. At the end of our tour he asked each family if they wanted advice or help. With his help we were able to visit Pisa the next day on our own. I highly recommend this tour. Beautiful places!!!





tinamQ8389NS,
Oct 29, 2025
- Review from Tripadvisor
It was the best experience ever being in Tuscany! The Val D’Orcia was amazing! Our tour guide Leo was the best! He educated us of the 3 amazing towns we would see. Montepulciano, Montalcino and Pienza. They were all a dream come true! The wine tasting and the Pecorino cheese were so delicious! The towns were like being in a dream, so beautiful! Best trip ever!!!








Operated by Ciao Florence Tours Srl