Rome: Tuscany Day Trip Montepulciano & Wine Tasting

★★★★★★★★★★ 4.65 (5,610 reviews) 79% rated it 5 stars

Free cancellationTravelers' pick

1/22

Duration12h

GroupUp to 60

LanguagesEN

Mobile ticketAccepted

Rolling hills, Renaissance temples, and lunch at a working vineyard—all in one day from Rome

You're picked up in Rome and driven through the Val d'Orcia to Montepulciano, where you walk the medieval streets and visit the Temple of San Biagio. Lunch at a working vineyard includes a 3-course meal paired with Brunello wine and a wine expert's tasting notes. You have free time in Pienza, then return to Rome by evening. The coach is air-conditioned, the guide is local, and the pace leaves room to actually absorb the place.

12h

Step-by-step itinerary

Tuscany day trip with wine tasting

Board coach in Rome
Travel through Tuscan countryside
Arrive in Montepulciano
Guided walking tour of Montepulciano
Visit Tempio di San Biagio
Enjoy 3-course lunch and wine tasting
Free time in Pienza
Return to Rome

The Experience

The coach picks you up in Rome and you settle into air-conditioned seats while the city fades behind. Two hours later, the landscape has flattened into the Val d'Orcia—those soft, treeless hills you've seen in photographs, except now they're actually in front of you. Your guide, who knows Tuscany the way locals do, points out which vineyards are which and why the light hits differently here in the afternoon. The drive itself is part of the day; there's no rushing.

Montepulciano arrives first, a hilltop wine town built in tight medieval streets that climb toward a cathedral. You walk through the center with your guide, who stops at wine cellars carved into the stone and explains how Vino Nobile has been made here for centuries. Then comes the Temple of San Biagio—a Renaissance church sitting alone in the countryside, and the views from there stretch across the Val d'Orcia in all directions. You stand there longer than the itinerary suggests because the light is good and there's no crowd.

Lunch happens at an authentic Tuscan vineyard, and this is where the day settles. A 3-course meal—real food, not a tour version of it—comes with regional wines, including Brunello di Montalcino, which the wine expert walks you through. If you've booked the small group option, there's a short pasta-making demonstration beforehand, which is less theatrical than it sounds; you're actually making something you'll eat in twenty minutes. The whole thing takes time. You're not rushed back to the coach.

Pienza comes next, a UNESCO site that feels less crowded than you'd expect. You have free time to wander the streets, find the famous Pecorino cheese shops, and sit in the piazza if you want. Then the coach takes you back to Rome, and you arrive at Termini in the evening, the kind of tired that means you actually did something. The Tuscany day trip from Rome works because nothing feels compressed—the drive is long enough that you're not watching the clock, and the stops are real stops, not photo checkpoints.

What’s included

Round-trip transport from Rome by air-conditioned coach with free Wi-Fi.
guided walking tours of Montepulciano and Pienza with a local expert guide.
visit to the Temple of San Biagio.
3-course lunch at an authentic Tuscan vineyard with regional wine pairing and guided wine tasting including Brunello di Montalcino.
free time in Pienza to explore at your own pace. The small group option adds a pasta-making demonstration. The private option includes hotel pickup and drop-off in Rome.

Good to know

Moderate physical levelInfants must sit on laps

Operated by City Wonders Ltd

Is this one for you?Book this if you want the main Tuscany highlights—wine, food, Renaissance architecture, and the Val d'Orcia—without arranging transport, timing stops, or navigating between towns yourself. The fixed itinerary and local guide are what make a full day possible in the time you have.