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.

  • 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. Your tour leader will introduce you to the city’s world-famous pecorino cheese, 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.

We’re confident you’ll fall in love with this certified organic farm – a place that takes its status so seriously, the animals receive only homeopathic medicine. You’ll meet the cast on a short, guided tour of the farmyard and chat with the resident cheese-maker. Then pull up a chair for a truly Tuscan feast.

We can’t share the menu because all ingredients come from the farm itself so it changes daily depending on what’s in season. We can guarantee the finale though – a full tasting of the farm’s best sheep and goat’s milk cheeses alongside homemade honeys and jams. You’ll have a choice of red or white wine to wash your meal down (it is Tuscany, after all) and the farm owners will drop in and out, answering any questions you have – just one benefit of having small groups of 15 people or fewer.

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 an organic farm
  • 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 148 Customer Reviews

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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Andrea was amazing, excellent trip, beautiful would highly recommend.
We loved our tour and our guide - Perfect day in Tuscany!!
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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.
Loved the whole trip! Isabella was such a gem and so informative!
This was the best one day tour we have ever taken! Pavel's knowledge and enthusiasm was fantastic. The driver Danielle was professional and safe. Pienza was beautiful, the farmhouse lunch at Stedalone was one of the best meals we have ever had and the winery tour with the owner "Mr. Mario"was fun and delicious. On top of everything else a young couple on our tour got engaged in Pienza. What a day! We've already recommended this tour to friends.
This was one of the most amazing days of our lives. From start to finish this was an incredible tour and opportunity, and we loved every second. Pavel was an outstanding host, and he really taught us throughout the day while enjoying the unbelievable scenery, wine, and local food. It was something I'll never forget...not to mention we got engaged in the picturesque town of Pienza overlooking the rolling hills of Tuscany. PERFECTO!
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.
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Great tour with a very knowledgeable friendly and engaging guide. Enjoyed the fresh air and the wonderful lunch at the farmhouse. The wine was excellent. Would have liked to stop at more wineries and had more of a chance to sample the excellent wines of Tuscany but all in all a time well spent. A+ for sure.
We had the most amazing day with Andrea on our tour! My daughter and I enjoyed every moment of our day: Pienza, the cheese and salami tasting, the incredible farm and delicious lunch, the castle and the wine tasting at the vineyard. Truly my favorite day of our trip. Everyone was very kind and treated us beautifully! The bus driver also did a great job. We felt very safe. We will definitely be coming back!
Andrea was an excellent tour guide and made the day run smoothly. He gave us lots of information and made the day fun even though we did lots of driving. This was absolutely are favorite day of our vacation! Tuscany was absolutely breathtaking and even better than I imagined. The only think I'd add would be a little more time at the winery.
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.
This tour was the highlight of our trip to Italy. After one week in Rome we were in much need of a day for relaxation. This tour was incredible and an experience my wife and I will never forget. One aspect that made our trip so special was our one-of-a-kind tour guide, Andrea. Andrea was what made the tour so exciting. He's personable, funny and genuinely enjoys his job. Andrea gets 5 stars and the tour gets 5 stars!
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!
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This tour was the highlight of my trip Italy! Our tour guide was amazing, and the tour offered much more than expected. The small group made it feel as though I was on a personal tour with a group of friends. This was our second tour with Walks of Italy during our trip and both tours were well worth the money! Would recommend this company to anyone traveling to Italy!
This tour was the highlight of my trip Italy! Our tour guide was amazing, and the tour offered much more than expected. The small group made it feel as though I was on a personal tour with a group of friends. This was our second tour with Walks of Italy during our trip and both tours were well worth the money! Would recommend this company to anyone traveling to Italy!
We really enjoyed our guide Andrea who was so friendly, gracious and knowledgeable; and the small group size was perfect. Yet there was not enough time allowed to explore the different sites. Suggest tour be at least 1/2 - 1 hour longer.
We loved our guide Andrea ! He was so nice , funny and knowledgeable . Tuscany was gorgeous and the lunch was fabulous . Who knew you could put olive oil on ice cream . Now we know . The town of Pienza was breathtaking . We did a wine tasting and the 86 year old man who did our tour was charming . I think his name was Mario . He made the wine tasting a fun experience . Not only did we taste wines but he also provided us with a snack to eat . We recommend that if you travel to Italy , this tour is a must !
Andrea was a great tour guide. Engaging and informative. Loved it all, except it was quite chilly in the morning and I would have preferred not to spend so much time in the shops of the town.
Our lunch on the organic farm in Tuscany was simply incredible, truly an unforgettable experience. Our hosts were tremendously informative, and the meal was delicious. Our time in Pienza visiting the ceramics shop & our first tasting, and climbing the castle in Montalcino were fun as well. Our guide Kylie was very fun and informative, giving us a crash-course on wine and the Tuscany region during our bus ride.
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.
We had a wonderful tour! The van, guide and driver were great and we had a nice group as well. I wouldn't have minded if there were one or two more stops on the tour, perhaps another wine tasting? Also, our guide was great but a little more history or storytelling during the tour would have been appreciated.
This was the highlight of our trip! We didn't think we were 'tour people' and were a bit nervous about the day, but it was incredible. Francesca was great and made the journey into Tuscany an experience we could not have gotten any other way with her connection to the locals there. As a bonus, her restaurant recommendations for back in Rome were spot on! I just want to be back there right now!
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.
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I may have not understood the general idea of the tour, but there was very little walking involved. The farm we visited was lovely, and the meal excellent. However, the proprietor did not give us any orientation to the farm and its functioning. I would have been interested to know about how the vegetables were raised, issues with the soil and pests, etc.
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This was a wonderful day that we will always remember! Andrea was lively, fun and informative. The destinations (ceramacist, pecorino tasting, lunch at the farmhouse and Brunello tasting) were all great! Of course, the scenery was spectacular and the food and wine, out of this world.
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.
What a wonderful day we had. It was so nice to experience the Tuscan countryside after a few days in Rome. It was a great day with a little bit of everything and even the sporadic rain could not dampen our mood. Pienza was charming, the lunch was so delicious and it was great to meet and chat with the others on the tour and our tour guide, the views from the castle were beautiful. Andy did a wonderful job explaining some history of Tuscany and also discussing the Italian way of life with regards to life in a small village, food and, of course, wine. The wine tasting was also very enjoyable.
Andrea was absolutely fantastic!! This tour completely exceeded our expectations. The Cheese tasting at La Taverna del Pecorino was so perfect because the cheese and meats were so delicious and uncommon. We loved the farm for lunch (one of the best meals we had in Italy). The last stop at Mozart Vineyard was perfect and we will be ordering wine from there to be shipped to us. Thank you (and especially Andrea) for a perfect day!
Also, very nice!
Fantastic trip and very well managed all told
Especially loved the farmhouse meal! Francesca was a delight!