Key Details

City: Rome

Duration: 10 hours

Start Time: 7.15am


  • Experience an all-inclusive Tuscany day trip from Rome, exploring the best of Tuscany in small groups of just 18 or fewer in a private mini-bus
  • Visit picturesque Pienza, eat lunch on a farm, drink wine at a Montalcino vineyard, and scale the walls of a castle
  • We’ve taken care of all the details - from transport to lunch - so all you have to worry about is the souvenirs (cheese or wine?) and photos!

Tour Description

Explore ancient Tuscan hill towns - small and large

The first stop on our Tuscany Day Trip from Rome is the picturesque town of Pienza which is chock-full of artisan food, wine and craft stores. Here you'll taste the city’s world-famous pecorino cheese, honey, and jams. Your tour leader will also show you beautiful ceramics and local Tuscan delicacies like wild boar ragu. In your free time, be sure to visit the town’s church and soak up some more views over the rolling hills of Val d’Orcia.

Sample the best of Tuscany's famous food on a picturesque farm

Don't eat too much in Pienza because the next stop on your Tuscany Day Trip from Rome is a local farm for a sumptuous lunch. When you arrive, you'll take a quick look around to see what is growing or being raised that season, then you'll tuck into a meal featuring seasonal delicacies and the best of what Tuscany has to offer. Because the menu changes according to what's in season, we're never quite sure what you're going to be served, but rest assured that you are going to enjoy a proper Tuscan feast!

Climb the walls of a Medieval Castle for stunning views

Tuscany is famous for its castles, and your next stop is one of the best. Perched high on top of a hill, Montalcino Castle offers perhaps the best views in Tuscany. With special, extended access, you’ll climb the look-out towers and patrol the walls led by your Walks tour leader.

Enjoy world-famous wines right at the source - Montalcino

Oh the wine! Tuscany is world-famous for its wines and none more so than Brunello di Montalcino. You’ll sample some of the best when we visit an award-winning vineyard for a guided tour of the vines and wine cellar, plus a guided tasting flight. Go on – we dare you to leave without a bottle or two stashed in your bag.

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 castles, wine, cheese and perfect hill towns. Our Tuscany Day Trips from Rome offer a truly Italian experience that will leave you hankering for Tuscany long after you’ve returned home.

  • Sites Visited
  • Pienza Town
  • Farm in Val d’Orcia (for lunch)
  • Montalcino Castle
  • Renowned vineyard in the Montalcino region
  • Included
  • Round-trip transport from Rome
  • Lunch at a local farm
  • Cheese-tasting
  • Wine-tastings at a Montalcino vineyard
  • Special access ticket to climb Montalcino Castle walls
  • Expert English-speaking tour leader throughout
  • Small groups of 18 people or fewer
From $161


5-stars from over 500 Customer Reviews


Sep 16, 2022

The small town stop was enjoyable. The cheese/meat tasting good. Castle stop was good for photos but not sure if it was worth the time, felt like a time filler. A stop at a roadside panoramic viewpoint would have been just as good in my opinion. The farm stop and meal was very enjoyable. Allowed for the group to chat and bond a bit as well. The vineyard stop was enjoyable. I dislike having a "tour" at each vineyard we've been to. The vineyards should offer the tour and allow others not interested to purchase a glass of wine to enjoy while tour takes place. We have been on several tastings and not interested in the barrels and bottling/aging of every vineyard. I had a bit of trouble hearing/understanding the guide with speaker system and her accent. I put headphones on during the ride and listened to music instead. Drive was approximately 2.5 hours each way. Drive to Tuscany was a bit better as we had stops to break up the drive.

Important Information

Before you travel, please read our important notes about possible disruptions & site entrance requirements.