Montepulciano Private tours

Our most recommended Montepulciano Private tours

From Rome: Private Day-Tour of Tuscany

1. From Rome: Private Day-Tour of Tuscany

Take a break from the chaos of Rome with a Tuscan holiday. The tour focuses on the famous Val D’Orcia region, visiting the historic hill towns of Montepulciano, Pienza, and the vineyards of Tuscany. Be picked up in Rome by a comfortable air-conditioned car or minivan. By mid-morning, you will be in the ancient Etruscan town of Montepulciano. The next stop is at the underground city, where one of Italy’s best wines, Nobile, is produced, and you will indulge in some wine tasting. Absorb views over some of Tuscany’s most beautiful vineyards before your private driver will take you out of town to a beautiful Tuscan vineyard. Stop at Pienza, with some free time for lunch. Get information on sites you may want to visit, such as the two Renaissance palaces and the beautiful Duomo. Pienza is a small town so you’ll go off on your own and take some time to wander around, enjoying ancient architecture and views of the rolling countryside. Whatever you choose to do with your time, be sure to sample Pienza’s most important product, pecorino cheese, in one of the many artisan food stores around the town. With full bags packed with wine and cheese, meet back at the car for a comfortable and scenic drive back to Rome.

Florence: Val d'Orcia Private Chauffeur-Driven Tour

2. Florence: Val d'Orcia Private Chauffeur-Driven Tour

Let your driver do all the work as they take you on a journey through the enchanting Val D'Orcia countryside, a region known for its scenic beauty, picturesque villages, rolling hills, and cypress trees. Explore in total freedom the enchanting towns of Montalcino, Pienza, and Montepulciano, and try some of the best wines in the world. The first stop will be Montalcino, the land of the world-renowned Brunello wine. Here you will be enchanted by the outstanding charm of the tiny village itself, a maze of cobbled streets, quaint wine shops, and Romanesque-style churches. Next stop is the majestic medieval fortress. Admire the views of sunny rolling hills, picturesque olive groves, and scenic country roads winding through perfect vineyards. Continue to Pienza, built high on a hill with extraordinary views of the Orcia valley. The entire city was rebuilt as an ideal Renaissance town by order of Pope Pius II, and represents the first application of humanist urban planning concepts. Explore the pretty alleyways of this small town at your leisure and soak up the relaxed atmosphere. The last stop will be Montepulciano, home to the famous Vino Nobile vineyards and more recently famous for the filming of the vampire movie "New Moon". Enjoy free time here to stroll around Renaissance buildings, majestic palaces, and imposing churches.

Private Tour From Florence to Cortona and Montepulciano

3. Private Tour From Florence to Cortona and Montepulciano

Meet your English-speaking driver at your hotel on a comfortable Mercedes-Benz to start the journey to the beautiful Cortona. Enclosed by stonewalls dating back to Etruscan and Roman times, Cortona sits on the top of a hill. This dominant position over the valley offers a spectacular view from all over the town of the surrounding valley and even Lake Trasimeno. The town has become very popular in the past decade thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is set in Cortona. You will have time to relax or explore the area, the driver will suggest the best things to do in the area.  Leave at 11:30AM for have a delicious light lunch at a family winery. Continue then to Montepulciano on a relaxing 30 minute drive on the hills surrounded by breathtaking landscapes. Of course your driver can stop the car at anytime you want if you wish to take photos. Arrive at the charming Montepulciano around 2:00PM. This is a medieval hill town of rare beauty full of elegant Renaissance palaces, ancient churches, charming squares and hidden corners. Montepulciano has received lots of attention following the filming of the vampire saga Twilight sequel New Moon here and has seen a notable increase in visitors. A walk through Montepulciano is the best way to view the town as well as enjoy stunning views of the surrounding countryside covered by vineyards producing the famous Nobile which is possible to taste in the many wine shops located within the city's walls.

Montepulciano Private Home Cooking Class

4. Montepulciano Private Home Cooking Class

Uncover the secrets of Italian family recipes on your travels. Your guide or Cesarina will share their wisdom, which has been passed down in their families for generations. Immerse yourself in a private cooking class at your guide's home. Learn the secrets of the most famous dishes of regional cuisine and taste the fruit of your labor accompanied by local wines.  During the lesson, the Cesarina will reveal the tricks of the trade of 3 authentic local recipes. Have fun putting your cooking skills to the test. Participants will have a workstation equipped with utensils and all the ingredients to make the dishes. Then, taste everything you have prepared accompanied by a selection of red and white local wines. Instead of loading your suitcase with souvenirs, take home Italian cooking skills that'll stay with you for life.

From Florence: Val d’Orcia Full-Day Wine Tasting Tour

5. From Florence: Val d’Orcia Full-Day Wine Tasting Tour

Meet your guide in Florence and drive in total comfort amongst beautiful countryside, to reach the heart of the southern province of Siena and its marvelous wine regions Orcia and Montepulciano. Start by visiting Montepulciano, then head towards the first winery of the day. You will explore the vineyards, enjoy a private tour of the cellars, receive a full explanation of the wines and get to taste different DOC Val d’Orcia wines. Savour the famous Nobile di Montepulciano wine, one of the most important wines in Tuscany. Enjoy lunch at the second winery, which is also an organic agricultural farm located in the countryside surrounding Pienza. Admire the panoramic views of the Val d'Orcia valley from their farm to table restaurant, while eating authentic Italian dishes. Sample some sheep and goat cheeses made from raw milk, paired with home-made wood-oven baked bread, jam and honey. Learn about the entire process of cheese production from hand milking to the final product. Continue your tour in the afternoon with a visit to the famous town of Pienza. At the end of the day, return to Florence through the Tuscan countryside.

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What people are saying about Montepulciano

Our driver, Patrick, was fun and very attentive to our needs meeting high expectations from the age range within our small group. He took care to ensure we were well taken care of, sharing beautiful sites, and great recommendations to sit down and relax enjoying the tastes found in Tuscany. My teenage daughter was so excited Patrick went above and beyond to help her find the film sites from one of her favorite movies, Twilight. It was a fun adventure, peaceful, and we had a very lovely time. I strongly recommend anyone wanting an escape from the busy cities to escape on this tour to enjoy incredible scenery at a slower pace in Tuscany with Patrick. Thank you for such a wonderful time which ended our trip on a high note!

This was a great day. Massimo was an incredibly good guide for the day long excursion. Provided myself and my children so much in the way of historical and current context around what we saw and experienced, advice about what to spend time on, what not to waste time on and provided us space to explore alone and encounter the unexpected. The van was incredibly comfortable. Massimo even went above and beyond and helped us with dinner plans. He treated us like friends rather than clients. When we return to Italy we will use him again!

Patrick is, in a word, exquisite. We booked a tour starting at 8:30 am and he arrived promptly in a gorgeous Mercedes with croissants for the journey. Patrick deftly navigated the roads and all of our questions. He took us to an amazing local winery in Montepulciano and then made special accommodations to do a private tasting at a local vineyard. We also stopped at PIENZA, which is BY FAR the most gorgeous town we’ve seen in Tuscany. 10/10 day with Patrick would recommend to all!

Fantastic tour particularly the fact the we had a very knowledgeable gentleman as our driver, Mr. Cristian Cestari. Throughout this private tour with a nice V-Series Mercedes and a great driver such as Cristian Cestari, we had a lovely day. Ring a Florentine, born and bred in Florence, was actually more than a guide for us and provided a lot of background information about Toscana and this tour.

Absolutely recommendable if you want to spend the day individually. For example, we also included a stop in Orvieto on recommendation, which we absolutely did not regret. Beautiful day, which could have lasted longer, because you can't get enough of these beautiful little towns.