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!

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4.9 / 5 See All 21 Reviews

· 12.00h · Rome, Italy

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.

Tuscany Day Trip from Rome with Vineyard Lunch and Wine Tasting

Meet your guide at Piazza del Popolo
Montepulciano
San Biagio Church and Complex
Tuscany
Local Vineyard

Tuscan Wine Experience
Wine Tasting
3-Course Local Lunch
Tuscan Recipes
This activity ends back at the meeting point

Meet your English-speaking guide and the rest of your group of fellow travelers in Rome, where your private coach will be waiting to whisk you away to the beautiful hills of Tuscany. Enjoy breathtaking views as you make your way to your first stop of the day, the town of Montepulciano. Here, a local guide will take you on a walking tour through this ancient town, including sights of the historical church of St. Biagio.

After admiring the views of Montepulciano, you’ll be treated to a 3-course meal at a popular Tuscan winery. Of course, your meal will be paired with decadent Italian wine from the vineyard, including the famous Brunello di Montalcino, one of the best wines produced by this local excellence.

Finally, complete your tour of Tuscany in the hilltop town of Pienza, where you’ll roam through the village and marvel at the sweeping views of Tuscany’s iconic landscape.

Tuscany Day Trip from Rome with 3-Course Lunch and Wine Tasting Description

Your 12-hour tour includes:

Friendly, local 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
Audio headsets

Depart from Rome

Your Tuscan adventure begins in Piazza del Popolo, where you’ll meet your welcoming, English-speaking tour guide along with the rest of your travel buddies for the day! Hop aboard your private, air-conditioned coach and get ready for an absolutely breathtaking drive. As you roll through Tuscany’s iconic hills, your tour guide will tell you all about the fascinating history and culture of the area.

Explore the Medieval Town of Montepulciano

Your first stop of the day is Montepulciano, a stunning hilltop town, famous for being car-free, which adds to its medieval allure. Here, you’ll meet a local guide who will take you on a walking tour through this medieval village. Follow your guide through charming narrow streets, impressive clock towers, and ancient wine cellars.

Finally, marvel at the impressive architecture of the Renaissance Church of St. Biagio, along with its stunning backdrop. The church is set against Tuscany’s rolling hills, making for a truly unique, and jaw-dropping view.

3-Course Meal and Wine Tasting in a Stunning Tuscan Vineyard

Now that you’ve worked up an appetite from exploring Montepulciano, it’s time to indulge in a decadent lunch! At a beautiful Tuscan winery overlooking its own vineyards, enjoy a traditional, 3-course meal, comprised of delicious, locally sourced products. Of course, your meal will be paired with fine local wine, including the internationally renowned Brunello di Montalcino, a specialty of the Tuscany region. Be sure to buy a signature bottle before heading to your last stop of the day!

Wander Through UNESCO World Heritage Village of Pienza

After savoring your delicious lunch and wine tasting, you still have one more stop on your dreamy Tuscan tour. The majestic, hilltop town of Pienza is your final stop of the day. This stunning village was entirely redesigned by Pope Pius in the 15th century and stood as a model for the Renaissance towns in Europe. Today, the town is famous for its jaw-dropping views and delicious Pecorino cheese.

During your free time in Pienza, you can enjoy a gelato while strolling through this charming village, shop for local foods and wine, or just take in the incredible, panoramic scenery. No matter how you decide to spend your time, be sure to take plenty of photos of this picturesque village before making the drive back to the Eternal City.

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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

See what people are saying

21 total reviews

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4.9/5 (based on 21 reviews)

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3 stars

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1 stars

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

29 June 2025

Reviewed by
Ronnie Townsend

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!

17 June 2025

Reviewed by
Lisa Schmidt

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

Great day trip to Tuscany

26 May 2025

Reviewed by
Jorge Reyes

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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