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Val d’Orcia Wine Tour With Cheese Tasting

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Discover Rural Tuscany and Wine Estates in Val d’Orcia

Wine and cheese are one of life’s great pairings, and our unique private tour has been designed for you to experience the best of both, all within the stunning scenic backdrops of the Val d’Orcia region. 

Beginning when your personal driver arrives in a luxury Mercedes vehicle to collect you from your accommodation or preferred meeting point in Florence, you will experience two private wine-tasting experiences, a gourmet lunch, and a private tour of the most incredible landmarks of the region.

What Is Included In Our Private Tour of Val d’Orcia?

  • Private driver to pick you up at your desired location
  • Private, fully-licensed guide for the day
  • Tickets for the two wine-tasting experiences
  • Lunch at a local Agriturismo – with all food grown on-site! 
  • Private tour of Montalcino & Pienza
  • Visit the workshop of a local artisan ceramics artist 
  • Transfer back to your accommodation in the evening, or your preferred drop-off location

Val d’Orcia Private Tour Description

Scenic view of Val d'Orcia at sunrise with rolling hills and a traditional Tuscan farmhouse, Tuscany, Italy — ideal for luxe travel tours
Val d’Orcia, Italy

The scenery from the beloved film Under the Tuscan Sun comes alive in this comprehensive tour of the UNESCO World Heritage Site of Val d’Orcia. Rather than being one place, Val d’Orcia refers to the entire region in the province of Siena, which extends all the way to Monte Amiata.

The tour begins with a scenic drive through the region from Florence, as you travel in style in the back of our luxury Mercedes vehicle with your private driver and guide discussing the history of the region with you as you drive through its unmistakable landscape of rolling hills and winding roads lined with cypress trees.

Travel by Luxe arranged a trip for us to Venice, Italy that included transportation from our hotel in Florence to the train station, train tickets to Venice, transportation to our hotel in Venice, hotel accommodations in Venice and transportation from our hotel in Venice to the Venice airport. It also included a Gondola ride, a personal tour of the St. Mark's Basilica, the Doge's Palace, La Fenice (Venice's Opera theatre), a walking tour of Venice, two cicchettis including wine and food tastings, tickets to the Four Seasons concert at the Vivaldi Church, a private boat tour of Murano and the Murano Glass factory, and a twilight boat tour of Venice. We worked with a travel coordinator who set up an itinerary for us and after our input and review, we had a perfect itinerary for our 3-day stay. The travel coordinator was wonderful and efficient to work with, communicating on a regular basis until we had what we wanted. Once we started our Venice trip, everything went so smoothly, with great communication on WhatsApp from our drivers and guides. The tour guides were excellent, with a vast knowledge of Venice and its beautiful sites and history. They were also very friendly and when we left, we felt like we had made three friends in Venice. Even though the cost was high, it was well worth the money to have such individualized attention in a place we had never been before. Travel by Luxe definitely helped us create a trip of a lifetime that we will always remember.

Montalcino Winery Visit

Your first destination will be a wine tasting session in Montalcino, the land of the world-renowned Brunello wine. 

We have pre-arranged a private tour for you, so there will be no waiting around, queues, or crowds as our hosts guide you around the charming wine cellar and you enjoy the opportunity to sample some of the finest produce from the region.

Experience Montepulciano & Second Winery

At your own pace, you can explore the charm and elegance of Montepulciano, one of the most enchanting towns in the heart of Tuscany. This enchanting hilltop town, encircled by medieval walls, is known for its Renaissance buildings, stunning views, and for producing one of Italy’s most famous wines, Vino Nobile di Montepulciano.

We suggest you take some time out from our guided experiences to visit the impressive Palazzo Comunale and the beautiful Duomo of Montepulciano. Meander down the narrow cobblestone streets and enjoy the spectacular views of the Tuscan countryside that the town offers.

Next, rejoin your guide to head towards one of the local wineries, where you will enjoy your second wine tasting of the day.

Montepulciano is renowned for its red Vino Nobile wines. At a specialist local producers, you will learn about the wine-making process, and taste some of the best wines produced in the region, including Tuscan classics and Wine Spectator favorites such as Rosso di Montalcino, Rosso di Montepulciano, Brunello, or Vino Nobile di Montepulciano.

Pienza, Cheese Tasting, and Lunch

Pienza, Italy, Tuscany
Pienza, Italy

Sampling the luxurious wines and taking in the stunning sights will have made you work up quite an appetite, and that will be sated in the picturesque little village of Pienza.

Located on a hill overlooking the Orcia valley, the town has some incredible views and picture-postcard perfect little cobbled alleyways, but is perhaps most famous for being home to Pecorino sheep’s Cheese. Of course, a delicious selection of this local delicacy will be available to you on the tour as well.

Taking in so much beauty at once is exhausting, and luckily, the typical Tuscan fare served up at lunch will aim to give you a moment to relax and take it all in!

Here you will enjoy a truly exclusive experience as you join the owners of a local Agriturismo farm amid stunning surroundings for a classically Tuscan-style lunch where all the ingredients have been sourced on-site or at a local market.

You can also visit the Agriturismo’s ‘Cinghiali’ if you wish, where you can see their wild boars (which are famous in this area).

Workshop With a Local Ceramics Artisan

To round off our tour of the Val d’Orcia, we have yet another exclusive experience for you as you visit the workshop of a local ceramics artist who will share what it’s like to operate in what used to be an Etruscan cave.

You will also have the opportunity to enjoy a demonstration class before your private driver takes you back to your accommodation for the evening.

Why Book Your Val d’Orcia Wine & Cheese Tour With Us?

Quite simply, this private tour with your own personal driver has been designed to fit in everything splendid and remarkable about the region in one unique tour that others simply cannot match.

A private tour experience of the region means that you will enjoy bespoke service every step of the way, unlike other providers where you are restricted by tight schedules and have to sit shoulder to shoulder with strangers, we provide a luxury bespoke experience for our guests.

Furthermore, this tour has been designed so that wine enthusiasts can also forge a connection with the region itself as your private guide will enlighten, amuse and entertain you with myths, legends, and fascinating tales from the region’s past.

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SideBar Tour Request (Italy Day Tour)

Step 1

Fill out the form below with the destinations, wish-list, an idea of budget, & preferences for your perfect trip.

Step 2

Your personal tour planner will be in touch within 24 hours of receiving your request to begin planning your custom itinerary.

Step 3

Your private guide and/or driver will meet you at the pre-arranged starting point of your tour and everything necessary for a seamless tour experience.

Request Your Val d’Orcia Wine and Cheese Tour

Our tours are kept to small private groups to provide the best possible experience for our clients. As such we are able to customize our itineraries to suit your interests, needs and requirements.

To discuss this tour or any changes you would like to make simply complete the form below.

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