Day Trips From Rome: Tuscan Hilltowns, Fortresses & Vineyards

455 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

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Latest Reviews

This was the BEST tour yet ! I did not expect to enjoy it as much as I did. Juilano was a very good guide for this. The farms we stopped at were the best . Both the Tornesi and Innocenti wineries. Our bus developed a flat but thanks to our bus driver ,( I apologize I forgot his name). He remained calm along with Juliano and a few helpers on the bus. It still is one of my most favorite highlights. The weather was perfect, it happened after the tour on the way home , so we didn't miss anything i actually wanted to do a tour of 2 days on the Amalfi. Walks did not offer one, so I found another company. But due to my lack of time because i had scheduled to fly to Turkiye for a few day. So that was how i ended up taking this Tuscan trip. I will write more about this tour outside of the survey because I do have a couple of ideas.

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?
No, but because it's over five hours, we stop in the Parque Güell and give you time to buy a snack.