Walks of Italy

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Tuscany Day Trip from Rome

Key Details

  • City: Rome
  • Duration: Approx. 13hrs
  • Start Time: 7.15 AM

Tour Highlights

  • An all-inclusive day trip from Rome, exploring the best of Tuscany in small groups of just 15 or fewer in a private mini-bus.

  • Visit picturesque Pienza; eat lunch on an organic farm; drink wine at a Montalcino vineyard; and scale the walls of a castle.

  • We’ve taken care of all the details, from transport to lunch, so all you have to worry about is the souvenirs (cheese or wine?) and photos.
Explore a Montalcino vineyard (with tastings!) Enjoy lunch on an organic farm Enjoy lunch on an organic farm Sample Tuscan wines at lunch From farm to plate Olive oil, made onsite Bread, baked by the farmer's wife Meet the cast: a fully-functioning farm Meet the cast: a fully-functioning farm Cheese made onsite is all organic Cheese made onsite is all organic Cheese made onsite is all organic Pienza town Tuscan cheese shop, Pienza Tuscan cheese shop, Pienza Ceramics shop, Pienza Pienza town Street of Love, Pienza Climb the walls of Montalcino Castle Climb the walls of Montalcino Castle Climb the walls of Montalcino Castle Monticchiello town (population 100!) View from Monticchiello



Our first stop of the day is the picturesque town of Pienza. Although it’s worth noting for both its location and the beauty of its architecture (Pope Pius II rebuilt Pienza in the 1400s as the “perfect Renaissance town”), the major draw is its artisan food, wine and craft stores. You'll have a chance to taste the city’s world-famous pecorino cheese, honey, and jams. Also, your tour leader will show you their beautiful ceramics and local Tuscan delicacies like wild boar. In your free time be sure to visit the town’s church and soak up some more views over the rolling hills of Val d’Orcia.

Pienza is included under the area’s UNESCO World Heritage status, as is the next stop on our Tuscan day trip – an organic, family-run farm.


Don't eat too much in Pienza because the next stop is a local farm for a sumptuous lunch of fresh, local produce. When you arrive you'll take a quick look around to see what is growing or being raised that season, then you'll tuck into a meal featuring seasonal delicacies and the best of what Tuscany has to offer. Because the menu changes according to what's in season we're never quite sure what you're going to be served, but rest assured that you are going to enjoy a proper Tuscan feast.


Tuscany is famous for its castles, and on our day trip from Rome you’ll visit the best. Perched high on top of a hill, Montalcino Castle offers perhaps the best views in Tuscany. With special, extended access you’ll climb the lookout towers and patrol the walls led by your Walks tour leader.


Oh the wine! Tuscany is world-famous for its wines and none more so than Brunello di Montalcino. You’ll sample some of the best when we visit an award-winning vineyard for a guided tour of the vines and wine cellar, plus a guided tasting flight. Go on – we dare you to leave without a bottle or two stashed in your bag.

With so much to see in this incredible region, stating that we’ve found the best of Tuscany is a bold claim – but one we’re sure you’ll agree with after a delicious day of castles, wine, cheese and perfect hill towns. Our Tuscany day trips from Rome offer a truly Italian experience that will leave you hankering for Tuscany long after you’ve returned home.

Sites visited

  • Pienza Town
  • Organic farm in Val d’Orcia (for lunch)
  • Montalcino Castle
  • Renowned vineyard in the Montalcino region


  • Round-trip transport from Rome
  • Lunch at a local farm
  • Cheese tasting
  • Wine tastings at a Montalcino vineyard
  • Special access ticket to climb Montalcino Castle walls
  • Expert, English-speaking tour leader throughout
  • Small groups of 15 people or fewer


5-stars from over 264 Customer Reviews

Manuele was an amazing tour guide! He was extremely knowledgeable and made the day an amazing experience!!
We went on the Amalfi Coast tour with Francesca 2 days prior and were so happy to have her for our Tuscany tour. The tour was outstanding! Francesca does a great job!
We loved this tour! Andrea was amazing, and the food was delicious!

Important information

Before you travel, please read our important notes about possible disruptions & site entrance requirements

As this tour includes lunch, please be sure to notify us at the time of booking of any food allergies or preferences that you have.

Please note that, due to space restrictions on our buses, we may not be able to accommodate strollers on your tour. If you are traveling with an infant and/or a stroller, please contact us in advance.

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Our guide was Chiara and she was fabulous. Our driver was Michael and we arrived safely to all destinations with no incidents- I want to mention this because his good driving allowed Chiara to entertain us with history and information and stories. Chiara told us about the areas, and the history, and a little Italian as well. She smiles all the time and was so pleasant to be around. I will give this tour 5 stars for sure.
Manuele was an amazing tour guide! He was extremely knowledgeable and made the day an amazing experience!!
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We went on the Amalfi Coast tour with Francesca 2 days prior and were so happy to have her for our Tuscany tour. The tour was outstanding! Francesca does a great job!
unfortunately, there was a very rude family in our group. Their children were vulgar as was the father. I felt our guide did his best and if I were your company I would block them from attending any further trips with your company. The were using profanity, which I can honestly say I have never had the misfortune to encounter such people in my entire life. You guide was great, but these people were horrible! We would have enjoyed out day much more had they not been along. They talked non-stop on both van rides. This family was from Florida.
I followed the tour as a guide in training and loved every minute of the beautiful quintessential Tuscan experience. Each propretario we visited and their staff were truly outstanding and added a wonderful energy to the day. The lunch was decadent and delicious and eating together did much to unify the happy group. Cheese tasting and the walk around Pienza was great and the views from the fortress were breathtaking. The wine tasting was also lovely. My only comment/suggestion would be that the room we did the tasting in felt a bit closed off from the beauty of the vineyard itself. If there were a way to be do the tasting outside, it would be even better. Andrea was fantastic! Perfect English, very informative, happy, upbeat, and relaxed. He set a wonderful tone for the whole day and because of him, everyone was happy and at ease all day.
We loved this tour! Andrea was amazing, and the food was delicious!
Maybe more information from the farm of how they live and produce would be interesting and also more choices of food. Apart from this the tour was great.
Wonderful tour. Lovely small group. Marta was so knowledgeable and friendly. Very generous with her time and education on Italy. I will definitely recommend your tour and look forward to going on another one.
I gave was a great guide. We very much enjoyed the tour.
We had an excellent time and the guide was amazing. thanks!
Mattia was engaging and informative. Wonderful tour and venue. Standard of food was delicious. Keep up the great standards and small groups Walks of Italy.
Andrea was fantastic. Very professional but also very caring about everyone to be sure we were all enjoyinh ourselves. The only thing that could be improved is the wine tasting experience. We would like to see more of the vineyard, fermentation, etc. Also the area for the tasting was very small and it was a bit rushed. On the other hand, Spedalone was fantastic and the owners extremely warm and welcoming. Again Andrea was A++!!
Great tour
Our best day in Italy with an amazing experience with a great guide.
Lunch sitting ourtside looking at the Tuscan hills will be one of the highlights of our time in Italy! Andrea was a super guide and made the day fun.
We did tours with other companies on our honeymoon in Rome but Walks was by far the beat! Best guide, smooth transitions, and Tuscany was an incredible and unforgettable experience! Thank you!!
Great tour! Would definitely look to book something similar in the future.
We had a wonderful time and would highly recommend this tour to others! Our tour guide was knowledgeable and friendly. Tuscany was beautiful and everything we hoped for! Thank you.
Happy to provide feedback on the tour & tour guide, Riccardo. My Tuscan tour was very enjoyable, even the inclement weather did not detract for me. The tour incorporates a great cross section of sights & activities, most enjoyable for me was lunch at Alessandro's warm, cosy farm house. Food was exceptional. Riccardo is a very engaging young man, knowledgeable & hospitable, with a great sense of humour. Very well done.
The best tour of our trip to Rome
very up on everything great personality
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It was nice to jump from Rome to jump into a nice Tuscany countryside, good quality cheese and wines and nice people. Tour guide was very nice and competent about food and wine as well as hystorical and cultural information. Definitely a tour to recommend
Beautiful tour of Tuscany with a great guide Andrea. A perfect blend to get a taste of Tuscany. From fantastic views, to the wine and cheese. Not even a rainy day could dampen an amazing day!!!
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It was a wonderful experience and Francesca was the perfect guide. Our party of 5 loved the entire day. So glad we booked this tour.
The reason I booked this tour is because I went to Positano on Tuesday with Pavel, and I have never had so much fun! He is a riot and so eloquent in the delivery of information. He truly made my trip to Italy, and I want to do Cinque Terre with him as the guide when I return. Thumbs up, high five, and Cheers! all rolled into one....he rocks.
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We had an amazing day in Tuscany with our guide Andrea. He was very personable and helpful throughout the experience. The combination of the beautiful scenery and the lunch on the farm was everything I hoped and I would sign up for this trip again in a heartbeat.
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Well coordinated event with a friendly and helpful guide. The stops were timed, although I wish we had a few more minutes at the castle specifically. Overall a lovely trip.
She was wonderful & very helpful!!!
Absolutely loved our tour. Our tour guide Roberta was exceptional and the tour was everything we imagined. The only thing different I would recommend is leaving out the castle and allowing more time in Pienza. It was such a cute town I wanted more! But other than that I seriously have no complaints. We will definitely book again!
Marta and Morrisio took excellent care of us. Marta was so knowledgeable, yet shared with us as if telling an amazing story. She was professional yet personal, striking the perfect chord as guide and friend. As a rule, my husband and I never take tours and are frustrated with huge tour groups we have to find our way around in crowded places. Walks is so much different than other tours. I felt as if I spent the day with good friends. At the end of the day I told Marta that I felt like crying tears of joy. Thank you for the best experience on our trip!
Thank you so much for the tour and for Marta our tour guide. I appreciated her knowledge and her personality. Her knowledge was not only from university but from actual experience which made the understanding of italian life more real. Marta is a true asset to your company. I would highly recommend your tours and Marta in a heart beat. Thank you once again. Mary and Robert Agusta, Ciao!
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Excellent tour with Marta who was very knowlegable & friendly.
Andrea was great! Unfortunately, there was a wreck on the interstate which delayed us for 2 hours as we wound our way through the back roads of Tuscany trying to make our destination;, but that was actually a bonus/unexpected pleasure. And, due to the delay and very rainy/overcast conditions, we had to skip the tour of the castle (bummer). Would like to go again when the weather and highways are more cooperative.
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We did 4 tours while in Italy. The Tuscan tour was our favorite. Our guide, Francesca was absolutely wonderful! We loved everything, especially visiting Alessandro at the farm. Our lunch was wonderful and everyone at the farm was so warm and welcoming.. and the views.....incredible!!
Great time seeing the Tuscany area. Great tour guide. Very nice and knowledgeable about the trip. The people we interacted with along the trip were wonderful as well! Highly recommend this wonderful day trip!
This would have been a 5 star rating except for the rain. In addition to the rain there was also an issue on the highway that morning that caused us to have to take an alternate route which put us a little behind schedule. Neither of these issues were the fault of the guide or company and our guide Francesca and our driver Guian Carlo both did their very best to account for the delay. Bummer about the rain was it caused a really bad fog to roll in as we were getting to the castle to climb up and get our valley view, so the view was completely obscured. Again, each stop we made and all the people we interacted with were great! I especially enjoyed the cheese and oil tasting in Pienza and the wine tasting/tour with Mario!! The only thing that would have improved our experience was if an alternate stop had been made where we could try to get a scenic photo since the one at the castle was obscured.
Francesca was amazing. She did an excellent job making the day fun even though it was raining and gloomy. The lunch was fantastic and the history of the wine and the Tuscany towns was wonderful to learn about.
Amazing trip from beginning to end. Our Guide was exceptional.
Our day trip to Tuscany with our guide Andrea was truly an unforgettable and informative experience. When you have a guide who is passionate about their work & culture your experiences are much more rich and colourful. Thank you Andrea you were part of a lifetime memory and we will forever be grateful, thank you Walks of Italy!