Discover the epitome of Tuscan elegance with a private journey through the UNESCO-listed Val d’Orcia, where every curve of the landscape feels like a painting come to life. Your exclusive experience begins with a personal pick-up directly from your accommodation in Florence by your private driver, ready to whisk you away in a luxury vehicle. Settle into the comfort of your plush seat and watch the scenery transform through the windows—from city charm to rolling hills, vineyards, and iconic cypress-lined roads. This spellbinding drive, lasting around two hours, offers a serene transition into the heart of Tuscany. As you glide through the countryside, your driver will ensure every detail is taken care of, offering insights or simply a quiet, seamless journey tailored to your preferences. Val d’Orcia awaits with its postcard, perfect vistas, medieval hill towns, and timeless ambiance, a curated beginning to your day of indulgence, discovery, and authentic Tuscan beauty.
After a scenic drive through some of Tuscany’s most enchanting landscapes, your first stop invites you to slow down and savor the charm of Montalcino, the birthplace of the world-famous Brunello wine. Nestled among rolling vineyards and oak-covered hills, this medieval gem offers a taste of authentic Tuscany at its finest. Your private driver will drop you off in the heart of the town, where you’ll have an hour and a half to explore at your own pace. Wander through winding cobblestone streets, browse artisanal wine shops, and soak in the timeless atmosphere that defines Montalcino. As you make your way uphill, the town’s imposing fortress awaits—a historic vantage point offering sweeping views of the Val d’Orcia’s iconic countryside, dotted with vineyards, cypress trees, and serene country roads. When you’re ready to continue, your driver will be just a call away, ready to escort you to the next unforgettable stop on your Tuscan journey.
One of the true luxuries of a private tour is the freedom to make memorable stops along the way, and few are more magical than the Chapel of the Madonna di Vitaleta. Ask your driver to bring you to this iconic site, one of the most photographed places in all of Tuscany. Set amid the rolling green hills of Val d'Orcia and framed by elegant cypress trees, the small stone chapel offers a scene of pure serenity and beauty. Beyond its postcard-perfect appearance, the site holds deep spiritual significance: local legend tells that the Virgin Mary appeared to shepherds right here, making it both sacred and visually stunning.
From there, continue your cinematic journey through the Val d'Orcia with a visit to the filming location of Ridley Scott’s Academy Award-winning Gladiator. Your driver will guide you along the very path taken by Maximus, portrayed by Russell Crowe, as he returns to his home—a peaceful, dreamlike landscape of golden fields and whispering cypress trees. The view through the gates is unforgettable, evoking the emotion and grandeur of the film. Travelers typically spend about 30 minutes at each of these stops, though you're free to linger longer and soak in the quiet beauty of these truly iconic Tuscan scenes.
Next, your driver will take you to the enchanting town of Pienza, gracefully perched atop a hill with commanding views over the Val d’Orcia. Unlike any other town in Tuscany, Pienza was transformed in the 15th century at the request of Pope Pius II into an ideal Renaissance city, making it the first true example of humanist urban planning. You’ll have an hour and a half to wander through its charming stone alleyways, where every corner seems perfectly designed for beauty and balance. The atmosphere is serene and harmonious, offering a peaceful pause in your day. While you're there, be sure to sample Pienza’s famed Pecorino cheese, celebrated for its rich, distinctive flavor: a delicious taste of local tradition before continuing your Tuscan journey.
Your final stop of the day brings you to Montepulciano, a hilltop jewel renowned for its prestigious Vino Nobile di Montepulciano and timeless elegance. With its Renaissance palaces, grand churches, and sweeping views over the Tuscan countryside, this village is often considered the crown of Val d’Orcia. You'll have an hour and a half to explore at your leisure: stroll along its atmospheric streets, admire the refined architecture, and soak in the town’s noble charm. Film lovers may also recognize Montepulciano as the dramatic backdrop of the vampire saga New Moon, adding a touch of cinematic allure to its historic beauty. Before departing, take time to visit a wine enoteca or browse the artisanal boutiques for unique, last-minute souvenirs. Whether it’s a fine bottle of Vino Nobile or handcrafted goods, Montepulciano offers the perfect ending to a day steeped in Tuscan luxury and culture.
When you're ready to return to Florence, simply sit back, relax, and enjoy the comfort of your private transportation as your driver takes you directly to your accommodation. It’s the perfect way to end a day filled with beauty, history, and indulgence. Don’t miss the chance to experience the postcard-perfect landscapes of Val d’Orcia in the most seamless and luxurious way.
Completely very satisfied with this tour and our guide, Placedo, was amazing. Very informative and went above and beyond to customize our tour with a wine with lunch pairing he set up at Poggio Rubino. Everything so awesome from the people we met, the food we ate and the wine, over the top. Highly recommend this tour as it’s in the quieter regions of Tuscany.
Valentin was amazing! Excellent driver and guide. We stopped along our trip to see multiple viewpoints, dropped off in convenient locations and Valentin was prompt with communication.
We had a great time at the winery, the host was very friendly and passionate. The scenery was beautiful and the wines we had were excellent. Would definitely recommend.
Cristian was extremely knowledgeable and made the tour exceptional. Could not have had a better tour guide.
I loved it! It was the most amazing views and wine tasting, better than I could have imagined Our tour guide Cristian was very educated on the rich culture and history! My husband and I recommend for honeymoon experience
Great experience with Cristian. He was very patient attentive and fun. He gave a detailed explanation of all the history and culture. We had the best time on our honeymoon!! The views were amazing as well. I highly recommend
We had an absolutely amazing day on the Val d’Orcia private tour visiting Montalcino, Pienza, and Montepulciano. Each town was uniquely beautiful and full of charm, with stunning views of the Tuscan countryside at every turn. The Brunello wine tasting was a true highlight—exceptional wines at a continuous family run vineyard going back 27 generations (1500's). The luncheon at a local farm, complete with thoughtful wine pairings, was equally memorable and gave us a real taste of the region. Although the weather was cold and windy, it didn’t take away from the experience at all—we still fully enjoyed the breathtaking landscapes and atmosphere of these incredible towns. A special thank you to Christian, our driver, who was knowledgeable, friendly, and a true pleasure to spend the day with. This tour was a perfect way to experience Tuscany, and we would highly recommend it to anyone visiting the area.
This was a top 3 experience in my entire life. Seeing the country side of Tuscany during the fall with our amazing tour guide Christian took my breath away. Beautiful experience through and through. From our Brunello wine tasting to walking through the streets of Montalcino, Pienza and Montepulciano to Christian’s recommendations at each stop. Absolutely amazing experience. It’s a long day so be ready but it was worth every Euro spent!
This was a wonderful and breathtaking view of the Tuscan countryside to include historical landmarks and beautiful vineyards. Our guide and escort Cristian was phenomenal!! An expert in so many ways, detailed, personable and passionate about the area, provided an experience that will be with us forever.
We had a wonderful day with Cristian who guided us through this beautiful area! It was appreciated that he customized the day to allow for our wants while still showing those sights promised…ending with a tasting of Brunellos below the fortress walls of Montalcino
Claudia was an excellent tour guide. We loved her! Her energy and knowledge were great. Favorite part was the lunch in Sienna, great recommendation. Thank you so much!!
Amazing! Constantino and Ricardo were amazing guides. The wine tastings and views were spectacular. Recommend 100%!
Excellent. Highly recommend. Great tour guide. Beautiful views. Lovely towns. Tasty wine. Will make another trip here if at all possible.
We loved the drive out to the three villages. Mr. Tiziano was a good driver and our car was comfortable. He was very helpful in guiding us to the highlights of each township. And these villages are a perfect representation of Tuscany life and the ancestral history.
We had a great time on the day tour. All three locations are beautiful. The wine tastings were delicious and informative. Marina did a great job looking after the group. We enjoyed the day so much we booked another tour.
I think our tour guide's name ( from Czechia) was Stanislava and our driver was Paulo. Both of them were excellent. Staniskava was kind, knowledgeable, and very polite. Paulo was a great driver. I would highly recommend this tour as the wine tasting was superb and the Tuscany towns were so beautiful. The wine makers were entertaining and informative, and the wine was tasty, too.
My husband and I recently did this private tour with an amazing tour guide - Cristian. There are average guides and then there are rememberable tour guides and without a doubt Christian is in the memorable category! Counsel, lucky if you were able to spend a day touring with Christian . He is extremely knowledgable with respect to the history of the area, but can also answer questions with respect to general knowledge, the culture, landmarks and customs. His enthusiasm and passion for the area evident, and in general conversation, he was able to discern our interests and customize the tour for us. Cristian the basic skills of a tour guide, being organized, punctual…. But what makes him exceptional is that he is engaging and return goes the extra mile with add-ons and thoughtful decisions to ensure he delivers an amazing day for his guests. Thank you. Cristian a memorable and amazing day in Pienza, Montalcino and Montepulciano. It was the highlight of our time in Florence. Gracie Mille!!
This tour is the perfect escape out of busy Florence. Ancient roads lined with spiraled cedars, roaming hills, and bell towers galore. This was my favorite day in Italy.
What an incredible day! This tour is the perfect opportunity to leave the busy overcrowded streets of Florence, relax and see pictureeske Tuscany at it's finest. Small villages, shaded streets, bell towers galore and ancient Roman streets lined with spired cedars. Not to forget, great prices on souvenirs. Our fantastic tour guide, Christian, customized our tour for an amazing day, making all our meeting spots a breeze.
Christian was an outstanding tour guide. He went above and beyond to ensure we dodged the rain clouds and hit all the right spots. Tuscany is a dream land and Christian was the perfect local guide to make sure we had the best experience.
We had such a great day on this tour. And our driver Tiziano made it so much better. He made some extra stops and suggestions to show us the best of the Tuscany countryside. Would recommend this for anyone who wants a real taste of Tuscany.
We had an amazing full day exploring the gems of Val D’Orcia. Our driver Cristian doubled as a wonderful tour guide throughout the day - and to top it off we had the tour all to ourselves! We were so happy and impressed with Cristian’s knowledge and warm demeanor - taking us to the towns and picturesque places, plus an additional stop and drive by to fulfill my mothers desire to see some famed places. The farmhouse for the wine tasting & lunch exceeded our expectations - 5stars to them as well! Molto grazie Cristian you made the tour wonderful, it was a beautiful day spent in the Tuscan region and was the perfect end to our holiday! We would recommend this tour very much!
We had Christian as our private driver to Montalcino and Montepulciano and he was THE BEST!!! He was super lively, talkative, funny, and we got to know each other well throughout the day. Our family and I could not recommend him enough and he was super well-versed and knowledgeable about the area and its history. At our first stop at our winery, we spent too much time there (which was completely our fault) and the timing of our day ended up being a little bit thrown off, but Christian gave great recommendations to change our day around for the better and instead of lunch on our own in Pienza, we had an amazing private lunch at a winery that was AMAZING! Our family had the best time on this tour and couldn't recommend both the tour and Christian more - it was our favorite day of our trip!!!
Gabriel led our group on a wonderful tour of Tuscany, providing excellent I formation and guidance at every stop along the way. The pace of the tour was perfect to take in each of the three cities within the Tuscany tour, and gave us ample opportunity to explore the cities.
We really enjoyed the day trip to Montalcino, Pienza, and Montepulciano and would definitely recommend it. The wine was delicious and we were able to get a good price on bottles of wine to ship back home. Our guide was helpful and informative. We were also given some downtime in each town to explore, and our guide gave recommendations for what to do. The only snag of the whole day was that we were not told in advance that there was an optional lunch in Pienza, which was cash-only. We did not have enough cash with us, so we opted to find our own lunch in Pienza instead. We found a great restaurant so it ended up working out really well, but we still wish we knew about the optional lunch in advance. I definitely would recommend this tour, especially to people who love Brunello!
We were picked up by Clint at our hotel and traveled the beautiful countryside on our way to Montalcino where we enjoyed tasting of some of the best Brunello wines. Next stop was a beautiful small church with scenic countryside views. Then we stopped in Pienza, a quaint small city with plenty of places to have a nice lunch. Completed the day with a stop in Montepulciano for some more tastings of Nobile grapes. Overall an awesome experience 👏🍷😎
Most beautiful full day tour in the Tuscany region. Each town was more special and unique than the next. Traveling through the individual towns with the most scenic views everywhere you looked. What made the day so special was the tour guide Cristian who was so knowledge as he was originally from Florence. He was so accommodating in making stops on the way to take pictures of the landscapes. We can’t thank him enough for his wine cellar tour recommendation at DeRicci which was absolutely insane. Thank you Ciao Florence Tours and we can’t wait for our next tour to Cinque Terre later in the week.
Great trip! It’s a big bus so lots of people to talk to! 2 wine tastings and one was in a cellar which was so cool, our tour guide Elisabetta was amazing and really helpful with buses after and giving great recommendations in each of the little towns we visited!
Our private tour took in the most amazing views of the Tuscan countryside. We also did wine tasting at two beautiful wineries. Our tour leader Cristian was so knowledgeable, kind and friendly. He took great care of us making sure we had enough time to explore each town. We thoroughly enjoyed our day and would highly recommend! Thanks Cristian for an amazing day!!
Excellent tour with an excellent tour guide Marco who made our excursion feel safe as well, as we had an minor health issue during the tour in Montepulciano, Marco along with the representative of the winery helped as a lot, cared for us to see if we are ok and giving us useful information about the medieval town. Unfortunately, we lost the wine tasting because of the incident. I recommend it 100% as we frequently choose that tour guide comp and every time ends up perfectly.
The trip was very well organized and a great introduction to southern Tuscany sights that would be much harder doing it by yourself. There's the right mix of guided touring and alone-time. You see two interesting wineries with a nice tasting experience. Some of the sites are out of this world stunning. The entire staff deserve special praise. I lost my phone and they promptly recovered from the bus after-hours. Considering how important smart phones are now, this saved my vacation. I highly recommend this company and this tour
The driver was friendly and the ride was comfortable. This is not so much a tour as much as it was just a private driver. The driver did know the lay of the land well and drove us to plots of land that were in movies. He gave us general factoids, but not in depth with history or recommendations for the actual cities we were visiting. I don't think this was worth the value (~$200/usd per person x 4). I think it was also off-season (early Oct) so driving through was not as breath-taking as the pictures. We had friends visiting Florence during the same time and they were able to hire a private driver for 1.5 hr trip out of the city for ~150 euros in total (not measured per person).
This was a great tour - included a visit to a small working farm and cheese maker. Very comfortable - and our driver was excellent.
A pleasant trip in a comfortable car with a knowledgeable driver. I do not want to say any more - please be satisfied!!!
Took the Val D'Orcia your today and it was great. Montepulciano, Montalcino and Pienza are beautiful towns that should not be missed when visiting La Toscana. The tour guide Costantino Galluzzo was super awesome, fun and with lots of knowledge. He was not in a rush and showed us all the main and important spots in each town. I just booked two other tours with him. If you are looking for tours, this is the right people.
Ten out of ten trip! The pace of the trip was very pleasant with very nice places. We really like visiting the wineries. A special recognition goes to the fantastic guide Constantino (besides being very funny, he led the tour very well) and also to the driver C... Congratulations, class!
A wonderful experience, Driver Alex, amazing, helpful person and in all respects, I highly recommend all their services.
Dear, Our supervisor Konstantino and bus driver Davide have contributed a lot of positivity to this trip of! We really enjoyed this tour because first of all we are a wine and cheese lover, perfect!:) The tour starts at 8 am and will end around 7:30 pm to 8 pm. Long day but very satisfied! Nice wine tasted and bought. The tour guide takes the time to answer questions and give tips at each stop. The stops were long enough for people to enjoy the time you had free. I would definitely recommend this one and possibly do it again! Definitely worth it:) Greetings,
Very attentive attention from the website chat by Diletta (name of the attendant). We arrived at the scheduled time, in the morning, and we were very well served by tourist guide Giulio, who taught us with a lot of knowledge the history and importance of the cities visited, in addition to very fun and lively. Wine tasting (a beautiful Brunello!) and delicious cheeses!!! Super worth it!! Tourism Enterprise note 10!
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