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Tuscany Tour: Explore UNESCO Heritage Val d'Orcia from Florence
4.8
17 Ratings
Montepulciano
The Val d ‘Orcia: a magnificent region in the south of Tuscany, awarded Unesco world heritage status due to its stunning scenery that ranks this region as one of the most picturesque in all of Tuscany.
The Val d ‘Orcia: a magnificent region in the south of Tuscany, awarded Unesco world heritage status due to its stunning scenery that ranks this region as one of the most picturesque in all of Tuscany.
Duration:
9 hours
Cancellation:
24 hours
Highlights
- Montepulciano - Depart from your hotel in the morning and arrive in under two hours at the charming town of Montepulciano. Established in the 1500s along a narrow limestone ridge, it is renowned worldwide for its grand Renaissance palaces, the graceful beauty of its churches, and especially for the Vino Nobile, one of the most esteemed Tuscan…
- Montepulciano - Depart from your hotel in the morning and arrive in under two hours at the charming town of Montepulciano. Established in the 1500s along a narrow limestone ridge, it is renowned worldwide for its grand Renaissance palaces, the graceful beauty of its churches, and especially for the Vino Nobile, one of the most esteemed Tuscan wines globally. Enjoy free time for exploration.
- Pienza - By late morning, travel through stunning landscapes to reach another gem of the Val d’Orcia region: the historic town of Pienza. This is one of Tuscany’s most beautiful towns, a rare example of completed Renaissance architecture. Long considered the ‘ideal city’ and the birthplace of Pope Pius II, it stands today as a testament to the Renaissance pursuit of creating an ideal model of life and governance on earth.
Take advantage of free time for lunch and sightseeing.
- Montalcino 564 - In the early afternoon, proceed to the final destination of the day: Montalcino, internationally celebrated for being the birthplace of one of the world’s finest wines: Brunello di Montalcino. Situated on a hill, it is home to a formidable 14th-century fortress that still stands today.
Enjoy free time for exploration and perhaps a glass of the renowned Brunello wine! Return to your accommodation in the late afternoon with satisfied appetites, joyful hearts, and wonderful memories.
What's Included
- Hotel pickup and drop-off
- Exclusive private tour experience
- Knowledgeable driver/guide
- Fuel surcharges included
- Luxury transportation in a Mercedes Vclass minivan
- Hotel pickup and drop-off
- Exclusive private tour experience
- Knowledgeable driver/guide
- Fuel surcharges included
- Luxury transportation in a Mercedes Vclass minivan
What's Not Included
- Lunch
- Wine tasting
- Gratuities
- Lunch
- Wine tasting
- Gratuities
Additional Information
- FOR WINE LOVERS: IS POSSIBLE TO ADD ON THIS TOUR THE VISIT OF ONE OR MORE TOP RATED WINERIES. PLEASE ADVISE AT THE TIME OF THE BOOKING.
- FOR WINE LOVERS: IS POSSIBLE TO ADD ON THIS TOUR THE VISIT OF ONE OR MORE TOP RATED WINERIES. PLEASE ADVISE AT THE TIME OF THE BOOKING.
Location
Montepulciano
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.8
(17 Ratings)
5 stars
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1 star
Renee_k
Oct 26, 2025
Spectacular Views and Medieval Tuscan Towns - This was a unique opportunity to immerse ourselves in the local culture of medieval Tuscan towns. We enjoyed the architecture and history of the 16th century buildings while also viewing the foundations underneath dating back to 500BC. We learned about the wine-making process and sampled many local wines. The views of the countryside were spectacular as were the views from these elevated small villages.
Review provided by Viator
Jennifer_c
Oct 21, 2025
Beautiful Tuscan Countryside! - Beautiful Tuscany Countryside! Alex was very informative and friendly! I would recommend this day trip for anyone visiting Florence!
Review provided by Viator
Davidbwhite
Oct 20, 2025
Perfect - We have had the pleasure of working with Max three times over the last few years.
He is as good as it gets!
Max and his team can make your trip to Italy flawless. The drivers and guides he selects are top shelf.. Max is a great communicator and keep you up to date daily with information regarding your guide or driver.
I am looking forward to planning another trip with Max in 2026.
David
Texas
Review provided by Tripadvisor
Theresa_s
Jun 6, 2025
Massimo was a great... - Massimo was a great guide. He arrived on time, all 7 of us were seated comfortable. The van was really clean. Safe driver and gave us lots of time at each stop. Let us be the leaders of the time. Would definitely repeat and recommend. He was a lot of fun!
Review provided by Viator
Tpshooz
Mar 21, 2025
Highly recommend Tuscany in Tour - Highly recommend Tuscany in Tour. We booked 5 day excursions from Florence. Our drivers, Mossimo & Alesandro were wonderful. They both provided a wealth of information,recommendations & were very accommodating. We preferred a private driver over a regimented tour group that offers minimal flexibilitiy & very little opportunity to explore on your own. If we finished early or wanted a few extra minutes they remained close by so we could just text them.
Had we used a regimented tour group, we would have missed out on an immersive, slow travel experience.
Review provided by Tripadvisor
Diane_s
Oct 13, 2024
Two Diane’s 😜 - Alex was a wonderful guide on our first trip to Tuscany. He was very knowledgeable about the area and made it very easy for us to navigate our way around. These three locations are all equally amazing but lunch in the Montalcino vineyard was spectacular! Thank you Alex.
Beth and Diane
Review provided by Viator
Patricia_g
Nov 13, 2023
Sonny is a good man,... - Sonny is a good man, knowledgeable and we enjoyed him very much. All you could ask for in a driver. The only negative; this trip is a full day and you really need more time in Pienza and Montepulciano. I'd leave off Montalcino!
Review provided by Viator
Annacristinaromero
Nov 1, 2022
Great Day Trip from Florence - We had a amazing time. Max was very helpful during our trip. We were able to book an additional winery.
Review provided by Viator
Leonard_c
Oct 19, 2022
Serenity & Delight under the Tuscan Sun - What a wonderful excursion. Just magical. Our driver/guide Massimo was the best. He works for Tuscany in Tour. His van was so comfortable. He was a great driver and a wonderful guide. Very personable. Just a beautiful guy. He made the whole experience very special. Montalcino and the wine tasting was superb. Little snacks were fresh and delicious. The Brunello was spectacular. Pienza was a marvelous little town. Montepulciano was bigger but still enjoyable. This was a highlight experience of our entire week in Tuscany.
Review provided by Viator
Masao_k
Sep 18, 2022
Exceeded expectations! - Even though it was a very busy Sunday, during harvest season, with tons of tourists about, Aldo made it a very enjoyable experience. He showed us a few of his “secret spots” away from the crowds with amazing views, and explained some of the history behind Tuscany, how towns got their names, and more. We had a great time!
Review provided by Viator
