Walks of Italy

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 Tuscany 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



The first stop of our Tuscany day trip from Rome is the picturesque town of Pienza which is chock full of artisan food, wine and craft stores. Here you'll taste the city’s world-famous pecorino cheese, honey, and jams. Your tour leader will also show you beautiful ceramics and local Tuscan delicacies like wild boar ragu. 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.


Don't eat too much in Pienza because the next stop on your Tuscany day trip from Rome is a local farm for a sumptuous lunch. 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 your next stop is one of 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 328 Customer Reviews

We truly enjoyed our tour experience. Pavel managed the time well which allowed us to have just enough time in each area. Well done!
Mattia was wonderful! Very attentive, fun, and informative.
Chris our guide was fantastic. She was very caring and took care of the elderly people on the team. And she showed alot of insights in Tuscan. We had good fun and knowledge. Highly appreciate and recommend her service.

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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We truly enjoyed our tour experience. Pavel managed the time well which allowed us to have just enough time in each area. Well done!
Mattia was wonderful! Very attentive, fun, and informative.
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Chris our guide was fantastic. She was very caring and took care of the elderly people on the team. And she showed alot of insights in Tuscan. We had good fun and knowledge. Highly appreciate and recommend her service.
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Great trip! Easy and stress-free!
Francesca was amazing. Even now 7 mo that later I am thinking about how wonderful my day trips we're with Walks of Italy. Francesca was knowledgeable, engaging, and full light. I loved the bus we took around the areas. It was large enough for our small-ish group of 9 or so
I had a great experience, very happy with my decision to tour with this organization.
It was a wonderful trip. Riccardo and driver both excellent. Well worth the money and I would recommend to all.
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Trip started off late and we had to rush through it due to an accident, but it was still an amazing trip! Mattia was a terrific guide. Thank you!
My husband and I didn't know what to expect with our Tuscany Wine tour, but we were so impressed and, frankly, giddy about how much fun we were having. Our tour guide was excellent! Chiara was her name and she spoke fluent English and Italian. The tour took us to two additional small villages to walk around in and another town to climb up into a 12th century fortress! We added cheese, olive oil and balsamic vinegar tasting with one of the stops. Who knew there were so many crazy local varieties? I highly recommend this tour, especially if you love wine like we do!
Great tour and perfect guide for this trip
The trip was exactly was I was hoping for and I'm really glad I took it. The only remark is, the group could be a little smaller. Thanks!
The tour was Perfect. Tour leader , Driver and places were amazing. Thank you The 7 Maltese Ladies😋
Marta is the best
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Andrea Martino was excellent. He was knowledgeable and answered all questions. Would highly recommend Walks. We took several tours with different guides and all were very informative, personable and knew their history.
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Tuscany is amazing, and while it was a bit of a drive, it was well worth it. The time in Pienza was wonderful, and the lunch at the farm was truly an experience of a lifetime. The wine tasting was intimate and informative. I highly recommend this tour.
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Andrea was amazing! Very knowledgeable, caring, and helpful. We had the lovely opportunity to have had Andrea twice at our stay in Rome. He was just great!
My wife and I are in Rome on honeymoon, we have taken several day trips from Rome and consider this one to be the best one yet. Our guide Andrea was great, he did everything he could to make it a great experience.
I usually shy away from these package tours, but on a trip to Rome with my mother, she specifically requested a day in Tuscany. This trip was a pleasant surprise while we hit some touristy things, we also were able to experience the true Tuscan countryside at lunch and at the wine tasting and even the touristy stops were so enjoyable and beautiful its clear why everyone wants to go there!. It was a beautiful day filled with delicious food, good people, and beautiful sights. Our guide, Marta, was amazing! So knowledgeable but never condescending. She hasn't just memorized a script for this job she truly knows what shes talking about. It greatly enhances the quality of the tour. Lastly, the pace of the tour was perfect. Not rushed at all. And the size of our group was perfect! Not too big, not too small. 100 would recommend this tour!
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The tour was one of our best experiences when we visited. The guide, Manuele was very knowledgable, friendly and approachable and put everyone on the tour before himself. The food was excellent and the places visited were superb. I will definitely be recommending the tour to friends who visit Rome.
Everything was perfect - it was our favorite memory of our time in Italy.
I loved this tour. Our guide Inga very knowledgeable and she is awesome. I would do this tour again.
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Great trip, however most of us got bus sick. I wish there would have been a note for the event to take something to help with car sickness before we left; one of the women on our bus threw up. I also would have preferred the longer leg of the trip in the morning so the ride back to Rome in the evening would have been shorter. By the end of the day, we were anxious to get back.
Best day tour I've ever taken. Grazie.
Very organized and well thought out. Perfect amount of time at each destination. Guide was friendly and informative.
Kylie was an excellent guide for our day in Tuscany. Just the right amount of information. We also enjoyed the places selected for stops. Pienza is a wonderful town and the farm lunch was excellent. We did find the bus ride to be unsettling as we wound our way into Pienza. My son and I were in the very back and it was tough. I know a bus cannot be too big to be able to navigate the roads but something with a smoother ride would be a welcome option. Overall, we had a great Tuscan experience.
Mattia was a great tour guide. Very informative about Italy and Tuscany. Enjoyed the lunch and wine tasting
We had a fantastic time and loved every second of it. Our guide was great and really made the experience to be a lot of fun. We will definitely book with you again next time we visit Italy.
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Ciara was a fantastic guide. It was a magical relaxing day to help us rejuvenate from walking all over Rome. We loved the lunch at the vineyard, pecorino tasting in Pienza, and vineyard tour.
Our family -- 2 adults and 2 teens -- loved this tour! The Pienza, farm, castle and winetasting stops were all fabulous. The day had a great pace. Chuki was very knowledgeable and a delight to spend the day with. Would have loved a little more time in Pienza.
We had a wonderful day, we enjoyed the full day without crowds. We had the pleasure to enjoyed amazing views and had a wonderful meal with excellent hostess
This tour was excellent. It was time efficient without feeling rushed, the content and experience was amazingly planned and our guide Roberta was the ideal person to lead the tour. The overall feedback is that it was a truly worthwhile experience. The only reason I did not give Customer Service full marks is because one of the hosts at a particular location on the tour exhibited what seemed to be subtle racism. Being the only person of mixed race on the tour, I found it strange that he handed everyone available his business cards in their hands yet placed mine on the table and when we were leaving, he shook everyone's hands he was speaking to yet walked straight past me. I found that to be either highly coincidental or rather unfortunate depending on how it is viewed. However the tour and guide was phenomenal and I commend Walks of Italy for creating such an unforgettable opportunity.
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Marta was excellent. Very knowledgeable about history, the region and wine and food. She made the trip
A must do! Excellent guide, one if the best tour we had . Awesome experience!
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