Day Trips From Rome: Tuscan Hilltowns, Fortresses & Vineyards

532 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


Verified Customer Reviews

Overall Rating
4.9 /5
based on 532 reviews
Rating summary by category
Value for money
Latest reviews
Our Tuscany trip was amazing! Our tour guide Andrea was awesome. He answered any and all questions. From the cheese and wine tasting to the delicious food created by the farm and climbing to the top of the Montalcino Fortress, it was incredible!
Susan · Oct 18, 2022 · United States · Female · 45 to 54 years
The Tuscany tour from Rome was better than I could have imagined. Our guide, Chiara, was knowledgeable, personable, and kind. We visited a small town, 2 wineries, and an ancient fortress. The experience was interesting and lasted the perfect amount of time. We did not feel rushed at all. I was feeling a bit under the weather and the guide was very compassionate and checked in on me throughout the day. She also made great recommendations and even took photos of us to remember the great day we had. 10/10, I would recommend this day trip to anyone.
Asya · Oct 18, 2022 · United States · Female · 25 to 34 years
Andrea was an excellent guide. He was very personable and answered any questions that we asked. The places we visited were off the beaten path which made the experience that much better! It was the best way to enjoy Tuscany!
Susan · Oct 16, 2022 · United States · Female · 45 to 54 years
An excellent day touching upon several wonders of Tuscany. Our guide led us to so many special-and delicious-gems throughout the day. We sampled exquisite cheeses, salamis and wines, enjoyed a relaxed farmhouse lunch in the country and climbed the walls of an ancient castle. Andrei was professional, personable, informative and entertaining. A wonderful day out of the city!
Dianne · Oct 11, 2022 · United States · Female · 65 to 74 years
Our tour guide was excellent, she made the excursion very worthwhile. Tuscany met all of our expectations! Tour group was a good match and the small number of participants was great.
Kerry · Oct 07, 2022 · Canada · Male · 65 to 74 years

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. Your guide will be holding a green Walks sign.

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.
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.
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.
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.
Does this tour include lunch?
Yes! Please email us beforehand and let us know if you have any dietary restrictions or food allergies.
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.
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.

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