Tuscany Day Trip from Rome with Vineyard Lunch and Wine Tasting

Wander through the medieval towns of Montepulciano and Pienza and enjoy a 3-course meal!

4.91 (23) ·

Travel Flexibly

· 12.00h · Rome, Italy

Tuscany Day Trip from Rome with Vineyard Lunch and Wine Tasting

Craving the ultimate Tuscan experience without the hassle of arranging your own experience from Rome? This exclusive day trip from Rome not only delivers everything you need but more: the medieval charm of Montepulciano and Pienza, a 3-course meal paired with exceptional wines,, and seamless roundtrip transportation by private coach. With a local, English-speaking guide handling the details, you can simply relax, soak in the breathtaking views, and enjoy Tuscany at its finest.

What You Get With This Tour

Passionate Englsih-speaking guide
Roundtrip transportation
Montepulciano
3-course meal and wine tasting
Pienza and Tuscany
Group size of 50 people
Pick up
Guide gratuities

Tour Itinerary

1

Meet your guide at Piazza del Popolo
Find your local guide and fellow travelers in Rome’s city center and then hop into your comfortable vehicle for the day!
2

Montepulciano
Follow a knowledgeable local guide as you wander through the car-free, hilltop medieval village of Montepulciano
3

San Biagio Church and Complex
Marvel at the impressive architecture of Montepulciano’s striking Renaissance church, which overlooks Tuscany’s stunning scenery
4

Tuscany
Experience the magic of Italy’s pristine countryside as you drive through Tuscany’s rolling hills and jaw-dropping landscapes
5

Local Vineyard
After hopping back in your comfortable coach bus, enjoy an unforgettable visit to a picturesque Tuscan vineyard!
6

Tuscan Wine Experience
Explore the idyllic winery’s very own vineyard, taking in the sights while learning more about how their wine is produced
7

Wine Tasting
Indulge in a tasting of the vineyard’s decadent wines, including a glass of the regions coveted specialty– Brunello di Montalcino
8

3-Course Local Lunch
While taking in a stunning view of the vineyard, enjoy a delicious, 3-course meal made of fresh local produce!
9

Tuscan Recipes
As you enjoy our delicious meal, learn about traditional Tuscan recipes and their ideal wine pairings!
10

This activity ends back at the meeting point
Once you’re back in the Eternal City, you’ll be conveniently dropped off at your original meeting point in Piazza del Popolo

Additional Information

Good to know:

Accessibility: This tour includes walking tours through hill towns (Montepulciano and Pienza) with narrow, ancient streets. It is not suitable for wheelchair users or those with significant mobility issues. We are also unable to accommodate strollers.
Bag Policy: Luggage or large bags are not permitted on the coaches, as there is no storage space and the operator cannot take responsibility for any items left on board.
Dietary Restrictions: The meal is a 3-course traditional local lunch. Guests with specific dietary needs should please contact us in advance to inquire about accommodations.
Alcohol Consumption: The tour includes a wine tasting and wine paired with the meal. The legal drinking age in Italy is 18 years old.
Tour Duration: This day trip typically lasts 12 hours, however external factors may occasionally extend the tour duration slightly.
Check-in: Arrive 15 minutes early for check-in at the meeting point so the group can enter sites on time.

Your 12-hour tour includes:

Expert English-speaking guide
Roundtrip transfer from Rome in air-conditioned coach with Wifi
Guided tour of Montepulciano
Explore stunning hill town of Pienza
3-course meal and wine tasting (including Brunello di Montalcino)
Audio headsets
Maximum group size of 50

What to bring:

Comfortable walking shoes (for walking through hill towns)
Camera
Government-issued ID

Customer Reviews

4.91 (23)

Leave a review

Natasha Heath, 23 October 2025

Amy Bothwell, 14 October 2025

A scenic, tasty, and one of a kind experience!

Ronnie Townsend, 29 June 2025

I would like to shout out our guide Ana! The tour was an amazing way to get a true experience of Tuscany. Seeing the surrounding towns, learning about the local language and culture, as well as tasting the delicious food and wine! I purchased so many tasty treats to bring to my family back home! Cheers!

Lisa Schmidt, 17 June 2025

Great guides, and bus driver. Thoroughly enjoyed the day!!

Great day trip to Tuscany

Jorge Reyes, 26 May 2025

Our one-day trip from Rome to Tuscany was a great experience overall. The planning and execution of the agenda were right on point—everything felt well-organized and thoughtfully timed, with no signs of improvisation. The tour delivered exactly what was promised when we booked it. Our main guide, Chiara, was lovely and helpful throughout the day. In Montepulciano, we were guided by Sarah, who impressed us with her knowledge and genuine passion for the history of the region. A special mention also goes to our driver, Tiziano—we always felt safe and comfortable on the road. The reason we gave the tour 4 stars instead of 5 is due to the lunch experience, which felt a bit disorganized. Some guests were served second helpings while others, including us, didn’t get the chance before our plates were cleared away. Additionally, while we really enjoyed the wine at the tasting, we missed the usual explanations that typically accompany such experiences. A short introduction or some background about the wines would have really enriched that part of the tour. That said, this tour is an excellent way to get to know Tuscany, especially for a first-time visit. We totally recommend it!

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Frequently Asked Questions

What to bring?

Wear comfortable shoes and clothes and bring a bottle of water and a hat during the summer. Appropriate dress is required for entry into some sites on this tour: knees, shoulders and backs must be covered.

Is this tour run by The Tour Guy?

This tour is operated by one of our trusted and vetted partners in Rome.

What if I have concerns about my mobility on this tour?

Unfortunately, due to the transportation involved in this tour, we are unable to accommodate guests in wheelchairs. If you have any doubts about your mobility, please contact our team.

What happens if it rains?

We run our tours rain or shine!

Is lunch included in the price of the tour?

Yes, lunch is included! You’ll enjoy a 3-course meal at a vineyard in Tuscany. Please keep in mind that customers who have not reached Italy's legal drinking age of 18 will not be served alcohol.

What if I have food allergies, intolerances, or other dietary requirements?

Please contact us in advance so we can do our best to accommodate your needs. We will work with our tour partners to provide you with an alternative when possible.

What if I don’t drink alcohol but I’d still like to join a food tour?

Not a problem. Please let us know in the comment box when you book your tour so we can make sure an alternative drink is provided.

Can I bring my kids and do I have to pay for them?

Kids are welcome on this tour and can join for free if under 1 year of age (but won't have a reserved seat on the couch). Children under 14 years old pay a reduced fee. Make sure to select the appropriate number of guests during the booking. If you have small children, please keep in mind that we are unable to accommodate strollers.

Does this tour include hotel pickup?

No hotel pickup is included on this tour. You’ll meet your guide at the designated meeting point in Piazza del Popolo.

Where does this tour end?

This tour ends back in Rome, at Piazza del Popolo.

Is there any chance the Tour Guy will cancel this tour?

On the rare occasions the tour is canceled, we'll inform you as soon as possible. We will work with you to reschedule your tour when possible or provide a full refund.

How long will the tour last?

This day trip typically lasts 12 hours, however external factors may occasionally extend the tour duration slightly.

Can I bring my luggage with me on the tour?

Unfortunately not, as we do not have a storage space to accommodate items on our coaches. We are also unable to take responsibility for any baggage that would be left on the coach.

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