Rome: Tuscany & Montepulciano Day Trip with Lunch & Wines

12 hours
Max 25 people
Rome, Italy

About this activity

Immerse yourself in Tuscany’s beauty on this guided day trip from Rome. Travel in comfort, visit Montepulciano and Pienza, and enjoy a vineyard lunch paired with Brunello di Montalcino wine.

Highlights

  • Enjoy a 3-course lunch with local wine pairings in an authentic vineyard cellar
  • Listen to captivating commentary and history about this world-famous region
  • Find peace and stillness at San Biagio church — the perfect respite from Rome
  • Relax with free time in Pienza to seek out famous locally produced cheeses
  • Make the most of your time with an expert guide for the whole day

Full description

The Best of Tuscany in only one day! Visit the historic towns of Montepulciano and Pienza, and experience the charm of the Tuscan lifestyle. Start by following a professional local guide through the medieval streets of Montepulciano, with a stop at the stunning Renaissance Church of St. Biagio. From there, indulge in a 3-course lunch with locally sourced products at a renowned vineyard, famous for producing one of Italy’s most celebrated wines, Brunello di Montalcino. You’ll have the opportunity to savor the rich flavors of this iconic wine in the very place it's made. After lunch, head to Pienza, a UNESCO World Heritage site known for its breathtaking views of the Tuscan countryside and its world-famous Pecorino cheese. This leisurely visit will leave you enchanted by the simplicity and beauty of rural Italian life. With an expert English-speaking guide and a private air-conditioned coach, you can enjoy the scenic landscapes in comfort and style. This tour promises a memorable day full of delicious food, incredible wines, and unforgettable views—an experience that will stay with you forever.

Included / Excluded

  • 3-course lunch and wine tasting at a Tuscan farm and winery
  • Guided tour of Montepulciano
  • Visit and free time in Pienza
  • English-speaking tour leader for the whole day
  • Headsets to hear the guide clearly
  • Round-trip transport from Rome in an air-conditioned coach with unlimited high-speed Wi-Fi on board
  • Premium olive oil tasting and local wine, including Brunello di Montalcino ( if semi-private selected )
  • Visit Castle in Montalcino ( if semi-private selected )
  • Hotel pickup and drop-off
  • Tips (optional)

Meeting point

Start Location

Piazza del Popolo, Piazza del Popolo, Roma, IT

Meeting Point: At the center of Piazza del Popolo, by the large fountain with the lions and the obelisk. The nearest metro stop is Flaminio (Line A).

Get directions →

Important information

Know before you book

  • • Please ensure to be at the meeting point 20 minutes before departure. Guests arriving after departure cannot be accommodated, & missed tours or tickets cannot be refunded.
  • • Please advise of any food allergies or intolerances when booking
  • • Children 3 years of age and under travel for free but require a reservation. If you are traveling with a young child please advise when booking
  • • A fair amount of walking is involved and some of the cities are steep.
  • • Entrance to churches requires appropriate dress. Shoulders and knees must be covered. Entry may be refused due to improper dress
  • • The itinerary and the venues visited might vary according to season and availability
  • • While our day trips are typically of a fixed duration, external factors may occasionally extend tour times slightly. We appreciate your understanding and planning as we strive to provide you with the best possible experience.

Know before you go

  • • Please ensure to be at the meeting point 20 minutes before departure. Anyone arriving after departure cannot be accommodated, and missed tours or tickets cannot be refunded.
  • • This tour involves a fair amount of walking: comfortable shoes are recommended , a bottle of water and a hat are recommended especially in summer months
  • • Entrance to churches requires appropriate dress. Shoulders and knees must be covered. Entry may be refused due to improper dress
  • • City Wonders is not responsible for any personal belongings that are lost or damaged. Guests should ensure they keep track of their items throughout the entire duration of the tour. Please note that any additional shipping costs related to retrieved items will not be covered by City Wonders.
  • • Gratuities for your guide/driver that provided excellent service are appreciated!
  • • Please note that infants do not have a reserved seat on the bus.
  • • Luggage and large bags are not allowed on our tours.

Cancellation policy

Free cancellation up to 24 hours before the activity starts

This tour is subject to a 24-hour cancelation policy. If you wish to cancel or amend your booking, you can do so without charge by contacting us up to 24 hours in advance of your expected departure time.

Reviews

GetYourGuide
GetYourGuide traveler
May 2026
5.0

Good trip, the guide was amazing, and the driver too, they made a very good team together. the only thing is that I wish we had more time in Positano. However, recommended. 🤩

GetYourGuide
Andrea
May 2026
5.0

What a wonderful trip. Our guide and driver were wonderful. It was one of the highlights of our trip. I highly recommend this for a day excursion from Rome. It was so worth it, and having a guide and driver made it so worth it.

GetYourGuide
Carol
May 2026
5.0

I thought it was interesting and fine.

Additional information

Not wheelchair accessible. Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol. 
Please note that itinerary and venues visited might vary according to season and availability, always offering the same inclusions.
Please advise any specific dietary requirements at time of booking.