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 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 219 Customer Reviews

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!
Amazing trip from beginning to end. Our Guide was exceptional.
Even though it rained, we kept going with a positive attitude. We loved seeing the beautiful countryside.

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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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!
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!
Even though it rained, we kept going with a positive attitude. We loved seeing the beautiful countryside.
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My husband and I loved this tour! Ricardo was so pleasant and we thoroughly enjoyed spending the day with him exploring Tuscany. Our stop for an amazing lunch at Alessandro Capitoni's was a highlight of the day! The food,wine, and gorgeous views were priceless! We took many wonderful memories back home with us and hope to visit again soon!
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It was snowing and roads were bad but Andrea made the best of it and still had an excellent trip for a snowy day. Roads were closed down but he still had the tour laughing and smiling, great experience with him!
Amazing tour guide!!
We were extremely pleased with the size of the tour. The tour guide, Pavel, was very informative and fun. While in Italy, we went on three tours. This one was our very favorite one!
Small group; saw and did a lot! Love the 4 course lunch at farm-lovely host at farm our guide Andre was great!
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Roberta was amazing! Such a great hostess. The whole trip felt very 1st class and well organized. Being in such a small group, sharing meals together, it was an A+ experience. I'd recommend Walks to anoyone.
I and my friend could not be more pleased. Andre was the best ever and went above and beyond his job in assisting my friend with an injury she sustained. We were so blessed that he stayed with us until the early hours of the morning at the ER. If not for his kind consideration and interpreting for us I don’t know we would have managed!!!!
We really enjoyed Roberta as our guide.
Our tour guide Pavel was wonderful. He was able to effeciently orchestrate our entire day, keep us on schedule, and provide amazingly interesting historical highlights! He also went above and beyond to help out people with advice for food and other fun things to do in Rome. We really had a fun time!! I would highly recommend this tour.
We had a wonderful day with little surprises along the way. The food samples were so good - wish we could take the meat produces back to Australia. Lunch was delicious and had an amazing view as we ate and drunk wine. Pavel our guide for the day gave a lots of helpful and insightful info making the time on the bus go quickly and fun.
Chiara was personable and very knowledgable about the history of Italy. What an amazing trip!
Our guide, Kierra & or bus driver were AMAZING. We enjoyed every minute of our tripa
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While all the guides we had for our 6 tours while in Rome were excellent, My wife and I agree that Andrea was our favorite. He had great knowledge of Tuscany as well as the regions we passed on the way there and back. He showed an enthusiasm that was unmatched. He gave us restaurant recommendations in Rome that turned out to be great. We wish we could have had him for more tours.
The Tuscany tour was fantastic and our tour guide was outstanding! He was personable, highly knowledgeable during our various stops, and was just an all around excellent guide. We were amazed with how much we saw and did in a 12-hour day.
Manuele was fantastic! He was very knowledgeable and funny and even gave us some great restaurant recommendations on the bus on our way back to Rome. The tour was divine. The only thing we would have done differently was to have a little more time in Pienza.
We loved our guide Pavell, he was both fun and entertaining.
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Another amazing tour! Pavel was an excellent host!
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Even though I came to see Rome on my trip I think this was the best tour I did. It was an amazing trip and once again Andrea was awesome. I made a new friend with him after this trip. Tuscany is beautiful and the lunch was out of this world.
Marta, our guide, was superb and provided an amazing amount of knowledge. She made a huge amount of effort to bring the small group of 9/10 together and get us interacting and coming together. She did an amazing job and this was very much shown through the conversation we had throughout the trip. This made a huge difference as a solo traveller. After then also providing numerous suggestions of sites and things to do with my remaining time in Rome, Marta has been the best guide I have had in my entire trip (I had a total of 7 tours in my trip) and she is a huge credit to your company, delivering outstanding service. If it's possible then I would nominate Marta for Tour Guide of the year in your company or would strongly suggest that you create such recognition if it does not yet exist. She truly is the best of the best.
It was an excellent tour. The selection of places was great. Punctuality was also excellent. Andrea was an extraordinary tour guide, very informative and knowledgeable and enjoys a great character. He was very culture sensitive as well which I very much appreciated since I come from the middle east. And so was the driver Daniele, a very pleasant person and skilled driver. I can only rate the whole experience as 5 star. If ever back in Italy, I'd only choose WoI
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Marta was very knowledgeable and amazing! You should hire more Marta's.
I absolutely loved my trip to Tuscany & I am so glad I booked it before I left. The day was fabulous & Marta was a lovely lovely guide to have, from pickup to drop off...... could not have wished for a better day. Thank you so much.
The Tuscany from Rome trip was beautiful and very well organized. Mattia kept us on track and made sure that we saw all of the best sites. My favourite part was the delicious lunch overlooking a beautiful view on on a organic farm. Highly recommend to anyone who loves food, wine, and stunning scenery!
Unfortunately our bus broke down before the we started however this was not an issue. Our guide was very apologetic, offered us complimentary drinks (coffee, juice etc), and then throughout the day at the castle offered us a complimentary glass of wine. Even though I understand this was to make up for the hour delay, it really was the icing on the cake and was much appreciated. Not to mention our guide was absolutely fantastic, the lunch was amazing, the the staggered olive oil and cheese tasting throughout the day was great. Would thoroughly recommend this tour! 5/5 *
Martha was an excellent tour guide, in fact, the best we've had on our trip. She was knowledgeable, enthusiastic, well organized, and made sure we had a thoroughly enjoyable experience. The food was delicious, the wine was excellent, and the sites and views were special. I would recommend this trip to anyone who has a day to spare and is looking for a magical day in Italy.
The tour was great, it was not as packed and rushed as the usual tours with plenty of time in between to relax and enjoy the places we visited, Pienza, and Montalcino Castle. I would recommend it, if you want to take things slowly and experience Tuscany from a local's point of view. Our guide Marta was great! She was friendly and charming throughout the trip, sharing historical information and anecdotes about the various places we visited. She was also attentive to our needs and tailored her recommendations on the best places to eat in Rome according to our preferences. I highly recommend taking a tour with Marta.
Marta was an awesome guide. Was a bit disappointed since "castles" was part of the title of the tour and there wasn't a castle.
this was my favorite tour! It was such an amazing experience that i will recommend anyone to do! We where very happy with this tour especially when your on your honeymoon!
I arranged this tour from Melbourne well before our holiday and whilst it was summer in Europe and it had not rained in 40 days whilst in Tuscany the day of our tour was a different story. Even so, our tour was very enjoyable and that was predominantly due to the fact that we had a very accommodating tour guide who knew everything there was to know about the area. We thoroughly enjoyed the walks of Italy tour and would recommend it to anyone. Thanks.
It was perfect. We enjoyed it a lot. The guide Andrea was so friendly and helpful.
All of my walks of Italy tours were excellent! However, when I attempted to use Kylie's discount code to book out Tuscany tot, it did not work. I tried twice and concluded that the discount must not apply to that tour. Marta, our Tuscany guide, said the code should have worked. I would like like to be reimbursed 10% for the 2 Tuscany tour tickets I purchased.
amazing! A real local experience.. from my side , being Italian, it has been really relaxing and enjoyable day off the beaten path.. exploring Tuscany gems! Loved the food and of course " Brunello di Montalcino " wine! Andrea ? A+
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Marta was incredible. I'm so happy she was my guide for this day. Couldn't have asked for a better person to lead.
Andrea was an excellent guide. Truly enjoyed the day. Multiple stops but very relaxing and never felt rushed.