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!

Travel Flexibly 4.9 / 5 See All 9 Reviews · 12.00h · Rome, Italy

Looking for a stress-free way to explore Tuscany while in Rome? On this unforgettable day trip, you’ll visit the medieval towns of Montepulciano and Pienza, a local vineyard, and be treated to a decadent, 3-course meal and wine tasting in a breathtaking Tuscan winery! With roundtrip transfer via private coach, and a local, English-speaking guide at your side, this is the easiest way to discover the stunning hills of Tuscany. All you need to do is sit back, relax, enjoy the views and the wine!

  • Day Trip from Rome to Tuscany​
  • Guided visit of Montepulciano​
  • San Biagio Church and Complex​
  • A Tuscan Jewel​
  • Tuscan Hills View​
  • Local Vineyard Visit​
  • Tuscan Wine Experience​
  • Wine Tasting​
  • 3-Course Local Lunch​
  • Traditional Tuscan Recipes​
  • Free time in Pienza​

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

  • 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.

What you get with this tour
English-speaking guide
Roundtrip coach transfer from Rome
Guided tour of Montepulciano
3-course meal and wine tasting in Tuscan winery
Tuscan vineyard visit
Explore the medieval town of Pienza
Stunning views of Tuscany
Audio headsets
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See what people are saying

9 total reviews

Leave a review
4.9/5 (based on 9 reviews)
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1 stars
25 July 2024
M
Reviewed by
May Manna Denha

A magical trip across Tuscany
30 June 2024
U
Reviewed by
Unverified Review

This was the highlight of all tours done during my stay in Rome. Both the magical medieval hilltop town of Montepulciano in the morning and the UNESCO protected Pienza in the afternoon were both worthy of visits in themselves . The local guide for the tour of Montepulciano was very knowledgeable about local history and buildings. And in between these magical places , a wonderful lunch with wine tasting at a local organic farm / winery famous for the Vino Nobile from the Tuscany region.

Very Disappointed!
20 May 2024
K
Reviewed by
Kent Bertsch

We arrived at the meeting spot at the square and they did not have our names on the list! This was supposed to be the highlight of our trip.

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Frequently Asked Questions

What to bring?

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. 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.

Start From: $145.77

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