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

EXTENDED TOUR DESCRIPTION

EXPLORE ANCIENT TUSCAN HILL TOWNS, SMALL AND LARGE.

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.

SAMPLE THE BEST OF TUSCANY’S FAMOUS FOOD ON A PICTURESQUE ORGANIC 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.

CLIMB THE WALLS OF A MEDIEVAL CASTLE FOR STUNNING VIEWS & HISTORY.

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.

ENJOY WORLD-FAMOUS WINES RIGHT AT THE SOURCE – A MONTALCINO VINEYARD.

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

Included

  • 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

Reviews

5-stars from over 191 Customer Reviews

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 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.
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!
It was perfect. We enjoyed it a lot. The guide Andrea was so friendly and helpful.
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+
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.
Andrea was an awesome guide he was very knowledgeable and friendly. Couldn't have asked for a better day!
It was the absolutely the best trip I have ever had ! Beyond words! I actually teared up when I saw pienza ! It was the most beautiful place I've ever seen ...
We had a great time. Marta was a great host. Would definitely recommend this tour to others.
Andrea was an amazing guide and host. He made us and the group feel very welcome. We would definitely book a tour with Walks of Italy because of him. Grazie, Chris and Amy.
Amazing and such a friendly guide as well as helpful! Andrea was magnificent 💯
Aloha! Marta was amazing and we would do the tour again with her in a heartbeat or any tour with her! Her personality added to the tour! This tour was the highlight of our trip. Mahalo!
Best Walks of Italy tour I took! Andrea was an excellent and funny guide and Luigi a great driver.
What a beautiful day! Andrea (hope I spelled that right) was a terrific guide! Amazing we were able to pack so many things into just one day!
Best tour guide by far during this trip to Rome. Bravo.
Tuscany was better than we expected. Very beautiful countryside. Highly recommended. Great lunch! Our guide Andrea was very personable and amazing.
Andrea was amazing, excellent trip, beautiful would highly recommend.
We loved our tour and our guide - Perfect day in Tuscany!!
Again, fantastic job done by Andrea.
Loved the whole trip! Isabella was such a gem and so informative!
Our guide, Andre, was absolutely excellent. We had a truly magnificent day and an outstanding meal at the organic farm. We would highly recommend this tour to others.
Marta was absolutely fantastic! Extremely knowledgeable and kind!
Mark did a great job – the whole tour felt like an outing with close friends, not ten other strangers. Given the nature of this excursion, it was nice not to be too overloaded with history, but rather just allowed to relax with some wine in beautiful Tuscany.
Second year in a row I've done this tour. Both times, with 2 different guides, were wonderful. A great chance to get a glimpse of Tuscany when you are in Rome and don't want to get a car. Could always spend more time in Pienza and maybe even cut out the fort.
The Tuscany tour we went on was fabulous. Our guide, Marta, was great as well. She was very informative and you could tell she really appreciated the history we were going through. No complaints and I definitely recommend this tour to anyone wanting to get out of the city for the day.
It was a fantastic day, great tasting of food and wine and we loved how friendly Andrea was, he really brought us into the atmosphere of Tuscany!
Marta was amazing! I would recommend her to anyone seeking out a tour!
I had the benefit of a small group, three total. We had the attention of the guide and a trainee at all times. The guide was very knowledgeable.
Loved stopping for lunch at the farm house
Super guide!! The entire experience exceeded our expectations. There was a bit of a set back with bus parking which did not enable me to visit the castle, but did not diminish my overall satisfaction in the least!
Incredible tour. Andy was extremely knowledgeable and engaging. Would recommend this to anyone wanting to get a taste of the region.
Excellent slower and quieter change of pace tour. Francesca was excellent, fun, friendly, and very knowledgeable. Highly recommend for a tour away from the masses.
Andrea was awesome! He was knowledgeable about what we were doing as well as other things. He helped my husband have a great time on a tour that he wasn't really looking forward to. They got to talk about ancient Rome stuff all day. We would both love to go on a tour with Andrea again.
Also, very nice!
Fantastic trip and very well managed all told
Especially loved the farmhouse meal! Francesca was a delight!
It was the perfect day, loved the small group, the English speaking guide, Andrea and the places visited were fantastic choices. Would reccomend strongly.
Antonella was amazing! Really enjoyed the tour but Antonella in my opinion made it. She was a wonderful and joyous guide. Cheers, Guy
Great tour and a knowledgeable and fun guide. Want to now go back and spend longer in Tuscany.
Andrea was exceptional!! It was the highlight of our week in Rome!
Tuscany was unbelievably beautiful. The tour was great, and Andrea was great. We are so glad we choose to go to Tuscany- it was exactly what we hoped for.
This was a beautiful tour! Exceeded my expectations and was a highlight of our trip! Andrea was the best guide that we could have ever asked for! He was so informative and made sure that we had an incredible trip every step of the way! I recommend this tour to everyone!
The Tuscany tour with Andrea was really enjoyable and pleasant. Thank you!
We took this tour after being in Rome for 2 whole days, and it was a wonderful diversion from the city. My daughter and I loved seeing the beautiful Tuscan rolling hills and vineyards, visiting the winery and experiencing the Italian countryside. Well worth it!!
This was my favorite day tour. The tour guide Andrea was amazing and our small group (8) got to be at home at the farm with our local host. Such a great paced day after many busy Rome tours.
Guide was outstanding
Andrea was the absolute best! We had a great time with him leading our tour, great information, great story teller and all around perfect guide, especially for Tuscany!
alot of fun.Andrea was great. i had a really good time
Really enjoyed this tour!
Joseph was an excellent compliment to a wonderful day. We came away with the right amount of knowledge and a new group of friends. Keep all the stops just the way you have them. We will cherish the memories of this great day. Thanks again!
Andrea was extremely knowledgable and and excellent tour guide. He was a joyful person to just be around. He made it fun while telling us everything we wanted to know about the area.
Peter was fantastic. So was the gal that came along as a trainee. I can't say enough about how amazing they were.
Great tour
A very good trip. The small party size was good. The ride, the farm, the castle, the vineyard all operated by wonderful people.
Fantastic day and beautiful countryside. Loved the wine tour!
Beautiful day and lovely experience with Peter in Tuscany. The food was amazing and the countryside magnificent.
We couldn't have asked for a better day. Peter was a great guide and we had a fabulous time.
This was a great day!
On a scale of 1-10, I give it an 11. We really enjoyed everything about the tour. Peter was a great tour guide. Everything was great. Thanks for the memories.
This was my absolute favorite of the 3 tours i took. Pete is very smart and passionate about all things in Rome. I am definitely returning and hope to take more tours with Pete.
This was an excellent day from start to finish. Peter was very knowledgeable and interesting to talk with. The size of the group was just right. There is nothing we did not like about this tour. We would definitely recommend your company to friends.
Great day, great food, great driver, great guide - a GREAT experience
Very wonderful experience, I believe almost any tour guide could do a great job with copious amounts of wine involved. The vineyard was our favorite spot, the hostess was wonderful and so personal.
Very long day. Enjoyed the lunch a lot and the wine tasting was very entertaining.
Our guide Amy was fantastic. We had a great group of people. All venues we visited were fabulous especially our lunch and tour of winery along with the tasting.
Amy was a great guide and the small group of seven and the relaxed day meant we had some good conversations with our fellow travellers. The mix of experiences was excellent, even driving down gravel roads was interesting because you really were "off the beaten track".
Should provide water in vehicles as the driving time is long. Compliments to the driver of the tour. Guide was very knowledgeable
Andreas was amazing and the day was the highlight of our trip to Rome! I would highly recommend Walks of Italy to anyone I know travelling for sure!
Andreas was so much fun to be with and was exactly the type of person to lead that trip.
This was a wonderful experience! The places we stopped were unique and I really felt we got to experience some of the best in Tuscany. Amy was so great - she was funny and didn't rush the group at the lunch and winery. Thank you so much!!
Amy was amazing! This was a wonderful trip and she made it even more so. I would not hesitate to refer others to your company and zany in particular
I loved everything about this tour! I wish I had booked all my tours with Walks of Italy! Our tour guide Peter was great and that tour provided a lasting memory of how great Italy is!
Fantastic tour that was not rushed. Felt very personal.
Peter was a great guide who provided wonderful information on the region. He had a particular love of wine and was full of information as we traveled stop to stop. He answered questions and had a good sense of humor.
Beautiful scenery and lots of amazing food/wine. This was a great way to relax and enjoy the contrasts between Tuscany and Rome, without having to plan it ourselves.
It was a great tour. The guide and driver were excellent and gracious. The tour sites were lovely and interesting. The lunch, especially was amazing.
This was our favorite of the 4 Walks of Italy tours we booked. Each stop on the tour was amazing, and Andrea was such a great guide--he kept the tour moving, while giving us valuable information about each place we stopped, and always kept us laughing! We couldn't have asked for anything more!
What a wonderful tour! Lyndee did an excellent job. Thank you for the memories to last a lifetime!
Amazing experience! The lunch in the farm and the wine tasting were impeccable and I will cherish the memories forever. Alessandro and Madalena made this even more colorful with their passion. The guide, Andrea, was also very nice.
Amy and Lindy were are tour guides, they were very nice but not as informative of the area we were visiting. Maybe it was because they're not from Italy and they maybe don't have the same amount of passion or knowledge of the area. Other then that they were very nice!!
Marta was wonderful and very comfortable to be around. You really felt like a local friend was showing you around her home. My favorite tour of our whole trip!
This tour was absolutely amazing. The guide was fantastic and all the places we went were beautiful. It was very relaxing after several days of busy touring in Rome. We loved the lunch at the farm and the winery was great. We were very pleased.
Marta was great, very informed and kind, the tour was very good, the lunch was very nice and the vin tour was really nice. Thank you
Enjoyed the lady at the wine tasting.Museo in the Hill Town was closed on the day we went?
Absolutely a wonderful tour! Probably our favorite of the entire trip! The description of the tour did not do it justice. It was so much more than we expected! Andreas did a great job! Cheryl Lippi
Fantastic trip! Highly recommended!
The Tuscan Hill Towns tour was wonderful! We would have never had the same experience had we explored on our own. Violette was a great guide. She was very knowledgeable, friendly and helpful. This is definitely something we will remember forever.
All tours were excellent. We really appreciated being rescheduled due to late plane arrival, and then a missed alarm clock! Marta is very personable and made the tours very enjoyable. Rosa had extensive knowledge about the Vatican.
This tour was superb - a wonderful way to see a number of exciting aspects of Tuscany. The guide was fantastic, group size was ideal, transportation excellent.
What a wonderful trip Walks of Italy planned for us. Simply wonderful! Marta was excellent!

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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(No comment)
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
(No comment)
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+
(No comment)
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.
Andrea was an awesome guide he was very knowledgeable and friendly. Couldn't have asked for a better day!
It was the absolutely the best trip I have ever had ! Beyond words! I actually teared up when I saw pienza ! It was the most beautiful place I've ever seen ...
Pavel was enthusiastic, inclusive and interactive with the participants and made sure everyone got to know each other. He shared many insights and gave us plentiful but not an overwhelming amount of information. He was determined that all ten of us should have a wonderful time which we did. We enjoyed all the sites and thought there was a good balance of activities and experiences on this tour. We partied all day - food and wine tasting in Tuscany were excellent. Maurizio was a great driver.
Our day trip to the Tuscan Hills was a perfect getaway from Rome. Andrea was amazing. He was very informative, funny, and attentive to everyone on in the group. The lunch was the highlight of the day. The food, owner, and staff were quite enjoyable. We all agreed that it was the highlight of our eight day trip.
(No comment)
We had a great time. Marta was a great host. Would definitely recommend this tour to others.
Andrea was an amazing guide and host. He made us and the group feel very welcome. We would definitely book a tour with Walks of Italy because of him. Grazie, Chris and Amy.
Marta was amazing!! She was so filled with knowedge and fun. She made this day the highlight of our ten day Europe trip. The food at the farm was incredible, and this tour was the perfect way to explore the real Tuscany. I would highly recommend this tour to any and everyone looking for a day trip from Rome. This was a trip we will remember for the rest of our lives!
Amazing and such a friendly guide as well as helpful! Andrea was magnificent 💯
(No comment)
Our first Walks with Italy tour (Pompeii, Positano) was so enjoyable, we immediately signed up for this one two days later. It was as good, if not even better. Our guide, Marta, was delightful. Not only well-versed in all aspects of the Tuscany tour and culture, but just the right amount of information and interaction with the folks on the tour. She never imposed herself or annoyed us with long monologues. She is bright, funny, and anticipated our questions and concerns. 5 star all the way. We can't wait for our next Walks of Italy!
A wonderful day in Tuscany with Marta. Our group of six had a perfect day visiting a small village for cheese tasting and shopping, an organic farm for lunch, wine tasting at a local vineyard and visiting a castle. It is a trip that is recommended by everyone in our group!! Thank you, Marta for making our day with you one of the most memorable days of our 18 day vacation.
It was a great experience above and beyond actually. I'm Italian so I can tell that for other was just the feeling of how is the daily basics of an Italian. Marta was awesome very profesional and confident with every step. I would recomend to someone and I would do it again . Thank you Daniela
Aloha! Marta was amazing and we would do the tour again with her in a heartbeat or any tour with her! Her personality added to the tour! This tour was the highlight of our trip. Mahalo!
Wonderful day from every point of view. Kylie of course is a superb tour guide and her commentary on the history of the area and on the wine production is the best you can hope for. The itinerary is excellent. I enjoyed spending the whole day immersed in the incredible countryside of the Val d'Orcia. Lunch was excellent and the venue exceeded everyone's expectations. But my favorite moment came at the vineyard with Carlo Cignozzi creating a magical atmosphere with the story of his life and his courage in pursuing his goal in combining music and wine production.
Best Walks of Italy tour I took! Andrea was an excellent and funny guide and Luigi a great driver.
What a beautiful day! Andrea (hope I spelled that right) was a terrific guide! Amazing we were able to pack so many things into just one day!
(No comment)
Best tour guide by far during this trip to Rome. Bravo.
Tuscany was better than we expected. Very beautiful countryside. Highly recommended. Great lunch! Our guide Andrea was very personable and amazing.
Overall, it was a nice experince!!! Good team!!
As a tour guide, Izabela was simply wonderful! We thoroughly enjoyesd Tuscany with her, and Positano a day before)! More than that, she was compassionate and generous with our socially challenged daughter, pausing to listen to and answer her questions and even letting our daughter hold her hand. Truly, Izabela is a gem; a woman with a heart of gold!
(No comment)
Andrea was amazing, excellent trip, beautiful would highly recommend.
We loved our tour and our guide - Perfect day in Tuscany!!
(No comment)
Again, fantastic job done by Andrea.
The entire day was a beautiful experience--lunch in the countryside was particularly memorable--and Andrea made it all even better. Superb guide: warm, friendly, knowledgeable. He offers good information when necessary, but also knows when to stop talking. I have taken many Walks of Italy tours, and Andrea is the best guide I ever had.