13 hours
7:15 AM


  • Experience an all-inclusive Tuscany day trip from Rome, exploring this magical region with a small group for a more intimate experience.
  • Visit picturesque Pienza and enjoy lunch with wine at a Montepulciano vineyard—all in one perfectly planned day.
  • We’ve taken care of all the details from transport to lunch, so all you have to worry about are the souvenirs (cheese or wine?) and photos!

Tour description

Go beyond the Eternal City on this Rome to Tuscany day trip.

Tuscany is a can't-miss stop on many visitors' Italian itineraries. But trying to make your way there on your own means spending more time worrying about logistics and less time enjoying yourself. On this Tuscany day trip from Rome, we'll handle all the details, including the itinerary and transportation, so you'll be all set for one of the most memorable experiences of your time in Italy.

Explore ancient Tuscan hill towns, both small and large.

Hop aboard your private bus and enjoy a comfortable and picturesque ride to Val D'Orcia, a region of Tuscany most famous for its impressive landscapes. Surrounded by the rolling green hills and twisting roads lined with cypress trees, it will feel like you're in a scene from the movie "Under the Tuscan Sun".

The first stop on our Tuscany day trip from Rome is the beautiful village of Monticchiello. This tiny town makes for the perfect once-in-a-lifetime photo op to kick off your unforgettable day.

From there, it's off to Pienza, which is bursting with artisanal food, wine, and craft stores. Taste the world-famous pecorino cheese at a small business, see beautiful ceramics, and start to learn about typical Tuscan delicacies and regional products.

Sample the best of Tuscany's famous food at a picturesque winery.

The next stop on your Rome to Tuscany day trip is a local family-run winery in Montepulciano. Stroll through the lush vineyards where the grapes are grown and then step into the breathtaking ancient wine cellar with tall arches like a cathedral. Learn about the winemaking process and how the cellar is engineered to maintain a constant temperature and humidity to age the wine. You'll also sit down to a sumptuous pasta lunch featuring seasonal delicacies and the best of what Tuscany has to offer. (And yes, that includes plenty of the region's incredible wine!)

Marvel at a masterpiece of the Italian Renaissance.

Tuscany is famous for its landscapes and architecture, and you'll experience both as you relish some free time to explore the historic town of Montepulciano on your own. Before heading back to Rome, you'll also stop outside the Temple of San Biagio, a gorgeous Renaissance church nestled among the hills just outside the town that will transport you back to the sixteenth century.

With so much to see in this incredible region, stating that we’ve found the best of Tuscany is a bold claim—but one we’re sure you’ll agree with after a delicious day of medieval villages, wine, food, and stunning landscapes. This Rome to Tuscany day trip offers an essential Italian experience that will leave you craving Tuscany long after you’ve returned home.

Please note that this description is an example and your experience may vary depending on the season, day of the week, and group size. Regardless of where your tour goes, you always have an excellent experience.

Sites visited

  • Monticchiello
  • Pienza town
  • Montepulciano winery
  • Montepulciano town
  • Temple of San Biagio (exterior)


Verified guest reviews

4.8 / 5
598 Customer Reviews
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Jun 17, 2024

Wonderful tour…so glad we did this trip - well worth it! Highly recommend! The mini van was quite uncomfortable at the back & the van needed suspension & shock work. Loved the places we visited & the sites.


Oct 24, 2023

This was one of the most scenic and informational tours I have experienced in Italy/Europe. The pace of the trip was very relaxing while also fitting in many different experiences. My highlights would be the cheese/vinegar tasting in Pienza as well as the lunch that follows. You also get the feeling that you’re having a unique Italian experience while supporting local businesses and culture. The best part of the tour was definitely our guide, Paris. She had information to share about every aspect of the experience, from the Roman roads and agriculture, as well particularities that make each experience special. She also delivered a considerable amount of information about the history of Tuscany and Italy in general in a very relatable way, which helps the factual and trivial knowledge really set in. I walked away feeling happily full of wine, cheese, and local delicacies AND being much smarter and understanding of general history. This tour was great to get a broad Tuscan experience!


Oct 13, 2023

This was a great tour!


Oct 12, 2023

Enjoyed our day tremendously, especially the pecorini cheese shop and our lunch hosts.


Oct 11, 2023

I thoroughly enjoyed this day trip to Tuscany. It was a welcome break from the bustle of Rome. Julio was an excellent guide. The scenery of Tuscany is all that it's advertised. What a great day of food, new friends and excellent experiences.

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From $202
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