Day Trips

From Rome: Tuscany Day Trip with Lunch and Wine Expert‑Led Tasting

Duration

12 hrs

Free cancellation

Free cancellation up to 24 hours before the start of your experience

Book now, pay later

Book now without paying anything. Cancel for free if your plans change.

Guided tour

Transfers available

Meals included

Indulge in a sumptuous meal as a part of your experience

Experience Italy’s beautiful Tuscan region on a full-day trip with round-trip transfers from Rome, a professional guide, lunch, and a wine tasting.

4.3/5(1,564)

Esperanza G

Couple

Verified booking

Jun 2026

Our tour guide was very knowledgeable and accommodating. She went out of her way to make sure that everyone was having a good time. She made great suggestions about where to visit in Rome and what to eat. The places that we visited were spectacular. I highly recommend this tour.

Treat your senses to the sights, sounds, smells and tastes of Tuscany on a full-day trip by AC bus from Rome!

Learn about the medieval architecture of the hilltop Montepulciano with an expert guide, and visit St. Biagio church.

Sample some spectacular pours like Brunello and a 3-course meal at a Tuscan farmhouse before heading to Pienza, including a short demonstration on how to make fresh pasta. This will be followed by a guided regional flavors tasting.

Get free time to explore this hilly commune, home to one of the oldest types of pecorino cheese, before boarding your bus back to Rome.

Full-day trip around Montepulciano and Pienza

Expert local guide in English

Pick-up from Rome

Round-trip AC bus transfers

Unlimited high speed free Wi-Fi on board the coach

3-course gourmet lunch and wine tasting at an authentic Tuscan winery

Expert-led vino tasting featuring Brunello di Montalcino, plus a fresh pasta making demonstration with samplings

Visit to St. Biagio Church

TOTAL DURATION12 hours
MODE OF TRANSFERA/C Bus
Timeline
Map
Start point
Piazza del Popolo
2 hr 45 min by a/c bus
180 km
1. Montepulciano
1 hr 25 min
1 attraction
Embark on a walking tour of the hilly town. Spend 85 minutes traversing ancient wine cellars and more, both independently and with an expert local guide.
Highlights
San Biagio Church
Things to do
Tuscan lunch
18 min by a/c bus
14 km
2. Pienza
2 hr 45 min by a/c bus
189 km
End point
Piazza del Popolo
Your ending point would be same as your start point

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

1,564 reviews
How do we collect reviews?
These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.
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Guests from United States, Sweden, Greece and over 9 countries have loved this experience
What our guests say
Esperanza G
Couple
Verified booking
Jun 2026
Our tour guide was very knowledgeable and accommodating. She went out of her way to make sure that everyone was having a good time. She made great suggestions about where to visit in Rome and what to eat. The places that we visited were spectacular. I highly recommend this tour.
Lindsay H
Couple
Verified booking
May 2026
Veronica was very informative, knew a lot about the history of Tuscany. it was well organised and safe. she ensured everyone was acounted for when we returned to the bus at all stops. Great day trip.
Sara S
Couple
Verified booking
Apr 2026
A knowledgeable guide, stunning scenery, and two incredibly charming little towns in Tuscany made for an unforgettable day. It was wonderful to visit the winery and taste the wine, all presented by the owners themselves.
Georgios P
Couple
Verified booking
Apr 2026
Great experience, excellent guides
Isabella M
Group
Verified booking
Mar 2026
beautiful overviews from small towns. authentic italian experience

Board your comfortable AC coach along with your professional tour leader at the meeting point, and depart for the gorgeous region of Tuscany. Gaze in wonder at the rolling hills, sprawling fields and the picture-perfect towns that dot your route to the ancient hill town of Montepulciano. Meet up with an expert guide who is well acquainted with the area and embark on a walking tour of the town. The town is peppered with ruins that predate Rome itself, as well as town squares, and narrow roads, making it quite the picturesque setting, calling to mind all that is synonymous with Italy. You will even get to visit an ancient wine cellar here before you reboard the bus and continue on to the St. Biagio church. Take in the domineering dome and semi-circular apse.

after your visit, travel to a nearby farmhouse surrounded by vineyards for a 3-course traditional Italian lunch. Before sittig down, enjoy a brief pasta-making demonstration with small tastings. Your meal is complemented by a tasting of five regional pours, including the famed Brunelli di Montalcino. These drinks will be presented by a professional who will guide you through each sip.

Though you can buy some wine as a souvenir after lunch, it’s recommended to hold off until you reach the next stop, the town of Pienza, renowned for its local crafts and culinary delights. Your tour leader will be happy to give you some pointers about the best places to explore and shop before giving you a full hour to explore this Renaissance town. Feel free to pick up local specialties like balsamic vinegar, pecorino cheese, and wines, or head to one of the numerous artisan shops to pick up a keepsake. Having shopped to your heart's content, relax as you head back to Rome after your sun-drenched Tuscan adventure!

Itinerary

Starting point: Flaminio Obelisk at Piazza del Popolo

Montepulciano

St. Biagio Church

Pienza

Flaminio Obelisk

What’s not allowed

Strict dress code: knees and shoulders must be covered when entering holy sites.

Accessibility

This experience is not accessible by wheelchair and pram/strollers.

Please communicate any food allergies or intolerances when booking.

Additional information

The itinerary is subject to change depending on weather conditions.

Your voucher will be emailed to you shortly.

Display the voucher on your mobile phone with a valid photo ID at the starting point.

Please check your final voucher for the starting point details & specific instructions.