Day Trips From Rome: Tuscan Hilltowns, Fortresses & Vineyards

483 reviews

13 hours

Max 18

Why take this tour?


  • Soak up the sights and sounds of the splendid Pienza

  • Explore a local farm and immerse yourself in your surroundings

  • Indulge in a Tuscan feast, with locally-sourced ingredients

  • Visit the Montalcino Fortress

  • Savour each sip of Tuscany's most famous export - wine!

  • Sites Visited
  • Pienza Town
  • Farm in Val d’Orcia (for lunch)
  • Montalcino Fortress
  • Renowned vineyard in the Montalcino region
  • Tour Includes
  • Round-trip transport from Rome
  • Lunch at a farm
  • Wine tastings at a Montalcino vineyard
  • Special access ticket to climb Montalcino Fortress walls
  • Expert English-speaking tour leader

Take some time to explore Italy beyond Rome

Free Cancellation

Verified guest reviews


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Latest Reviews

My husband and I signed up for a tour of Tuscany. It went very well The meeting place was easy to get to and the people guiding the tour were organized. We were on our way out of Rome with a great guide who gave us an overview of the day ahead and talked about points of interest until we got on the main highway. The bus was comfortable and stopped about an hour after driving to let us stretch out legs and use the bathroom. We had several stops, first at a town famous for its cathedral, we visited a shop that made cheese and meats, and were given time to tour the town. Lunch at a Tuscan farm was delicious and fun especially because of our guide and the owner of the farm kept the conversation going about soccer, wine, the farm and local history in Tuscany. We ended with a winery tour and tasting of excellent red wines. The driver and tour guide had us back in Rome at exactly 8 pm. This tour required us to get on and off the bus, walk short distances on cobbled streets and unpaved areas, but it was fairly easy and appropriate for us. This tour allowed us to see the country side that is very different than the city and southern regions. Tuscany is beautiful and the tour made me want to return for a longer visit.

Tour guides sebagresta ot ismarelda

Everything about our tour to Tuscany was perfect - the tour guide, the places we visited, the food, the wine. I’m so glad we booked this tour, and would happily do it again.

The Tuscany tour was amazing! Julio was our guide and he was great. Every stop was fantastic and filled with good fun and better food (and wine!). The tour was very well organized, would highly recommend walks of Italy for any tour!

Chiara was an excellent guide. She provided a very interesting overview of the history and culture of Tuscany. Every aspect of the tour went smoothly and we especially enjoyed the small group experience. The farm house lunch was one of the best meals we had while in Italy.

Meeting Point

Meeting Point Map ⟶

Meeting Point 

This tour meets in front of Caffè Vergnano 1882 on Piazzale Flaminio n. 5/6, next door to Intesa San Paolo bank. Piazzale Flaminio is a centrally located square (just outside the arches of Piazza del Popolo), served by the Metro A. 

The closest Metro / Underground stop is Flaminio - Piazza del Popolo.

Please meet 15 minutes prior to the tour start time.


Is this tour wheelchair accessible?
No. Unfortunately, due to site restrictions we cannot accommodate wheelchairs on this tour. If you use a wheelchair and book this tour by accident, we are happy to offer you credit for a future tour that is wheelchair accessible anywhere in the world, or a full refund.
What if the weather is bad (rain, snow, hail, etc.) on the day of my tour?
Our tours run rain or shine so please dress for the elements. We also ask you to please remember hats and sunscreen if you are taking this tour in the summer as it might be very hot.
Does this tour accommodate vegetarians & people with food allergies?
Yes, but please contact our customer service team after you book ([email protected]) so that your guide will be aware on the day of the tour. Also, not all of the tastings on the tour can be substituted for others, but we will do our very best to make sure that you always have something to eat.
Can I bring my child's stroller on this tour?
Although the places we visit on this tour accomodate strollers we don't always have enough room in our transport vans to accomodate them. Please notify us after booking if you are traveling with an infant. Also contact us after booking if you require a car seat.
Can I take this tour if I use a wheelchair?
Unfortunately, our vehicles cannot accomodate wheelchairs and some of the sights, like the farm, farm, are not wheelchair accessible.
Can I use this tour as a transfer from Rome to Tuscany?
Unfortunately, this tour cannot be used as a transfer from Rome to Tuscany.
Does this tour include lunch?
Yes! Please email us beforehand and let us know if you have any dietary restrictions or food allergies.