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Authentic Tuscany Food & Wine Day Trip From Rome

City Tours

From the Port of Rome To Tuscany Day Trips
Authentic Tuscany Food & Wine Day Trip From Rome
Code : RM26
Type : Private

Duration : 10 Hours

Price tag Starting From:
*81.25 €
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Adults (15 - 64)
Kids (4 - 14)
Senior > 64
Infant (0 - 3)


While all of Italy’s diverse regions have their own distinctive charm, theres no place like Tuscany for a taste of authentic Italy.  In the Val d’Orcia, the evocative beauty of the landscape beckons the visitor to drink in the deliciousness (both literally and figuratively) in one of its many pretty Medieval villages.  Here travelers will find not only genuine Italian food but also a slower pace of life, recalling a time when life was simpler and simple pleasures were enjoyed to the fullest.

Our immersion in authentic cuisine and amazing countryside is for those seeking a true Tuscan slow-food experience while surrounded by some of the country’s most awe-inspiring countryside.  Get ready for a real Italian lunchtime feast with wine in the heart of Tuscany.

Features of this Authentic Tuscany & Food Day Trip (Montepulciano, Pienza & Val d’Orcia) from Rome:

  • Montepulciano, with its splendid Medieval architecture
  • Pienza, jewel of the Renaissance, famous for its fabulous cheeses
  • Picturesque countryside, spectacular (and we mean spectacular!) views in the Val d'Orcia
  • Handsome churches, public buildings, and piazzas
  • Fantastic local food
  • Local artisan boutiques
  • Genuine Italian lunch with wine at a classically Tuscan location (cost not included as it will vary; see "Important Things to Note" further on for more details)


Nestled in one of the most beautiful parts of Tuscany, between the Val d’ Orcia and the Val di Chiana, is the hilltop town of Montepulciano.  A perfect Medieval village, it is set amongst vineyards, rolling landscapes, and thermal springs.

Take a stroll through  the narrow streets lined with elegant palazzi in their brick and chestnut hues.  If it’s near the top of the hour, you will want to catch the striking of the bell at the Torre del Pulcinella clock tower.  The Pulcinella is a popular character from 17th century Neapolitan commedia dell’arte, famous for his pot belly, gangly legs, crooked nose, and enormous mouth.

Enjoy some time to stroll around on your own to browse the many lovely shops and excellent local food products.


This is the real Tuscan deal — seasonal ingredients lovingly prepared by hands that have learned the local culinary traditions directly from the generations before them. The setting for lunch will be picturesque and genuinely Tuscan (will vary based on the time of year, availability, and the number of participants).

Take your time relishing this meal, the company, and the conversation in a truly Italian way, where the simplicity of peasant food is made regal by the opulence of a leisurely pace. When you finally push away from the table you will be full to the brim, not only from the fabulous food but also from the camaraderie.


Until the early 1400s, Pienza was a small farming community of no great acclaim, but the birth of Aeneas Sylvius Piccolomini changed all that. 

, who became a great humanist scholar and, later, Pope Pius II, was the first to implement the humanist concept of urban design in his hometown. Thanks to these genius town-planning techniques, Pienza was turned into a little jewel of the Renaissance that we can still fully appreciate.

Today, the village is best known for its cheese, especially pecorino (sheep’s milk) cheese. As you meander through town you will be wafted along by the marvelous cheesy smells emanating from the shops. You will have time to visit Pienza on your own, which is easy to do on foot.

After a scenic drive back, you’ll be returned to your Rome lodgings.


  • Lunch will take place at either a private farmhouse or an authentic trattoria (casual eatery serving local dishes), depending upon availability and the number of persons.
  • The cost of lunch at the farmhouse is a flat rate of 200 Euro for up to 5 persons. With 6-8 persons, add an additional 40 Euro per person to this flat rate.
  • Lunch at the trattoria is à la carte (you will pay for what you order).


  • Private vehicle
  • English-speaking driver -guide at your service for 10 hours
  • Pick-up and drop-off right at your accommodations in Rome
  • Live commentaries and explanations on-board
  • Gas, tolls, and parking fees
  • Genuine Italian meal with wine (lunch is a part of the experience but the cost is additional as it will vary according to where the meal takes place)


  • Gratuities
  • The cost of lunch
  • Kindly note that the guided walking tour of Montepulciano is no longer a part of this service.


  • Guests must be able to walk over paved as well as cobblestone/uneven surfaces.

Meeting Point

  • Your driver will be ready to wait for you at the lobby of your hotel or outside your apartment in Rome. If you are not able to find your driver or are running late, please call the office.


Is the driver also a guide?

Our English-speaking drivers are NOT licensed guides and cannot accompany you on foot when you exit the vehicle. This is due to strict Italian regulations. They will, however, converse with you and give you commentaries while you're traveling, as well as an overview of what there is to see and do when you arrive at each destination on your itinerary. If you would like a private guide to accompany you inside churches, galleries, museums, and archeological sites, we would be happy to arrange that for you (additional cost).

What is the duration of the tour?

About 10 hours from pick-up to drop-off at your lodgings in Rome.

Is this service private?


Where do you pick us up?

At your lodgings in Rome.

Cancellation Policy

There will be a full charge made to your credit card for no-shows and bookings canceled with less than 72 hours’ notice, including the cost of any pre-purchased tickets. Pre-purchased tickets are not refundable under any circumstances.

Please keep us apprised of any problems or changes during your travels (flight delays and changes, missed connections, port changes, etc.) and we will do our best to adapt. If you are on a cruise ship and it does not come into port, your service will be annulled and no penalty will apply (with the exception of skip-the-line tickets; you will owe us for any entrance fees we have pre-paid on your behalf, regardless of circumstances.)

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