Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting
Recommended by 92% of travelers
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Rome, Italy
- 12 hours (approx.)
- Group discounts
- Mobile ticket
- Offered in: English
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Overview
Tuscany is renowned for its food, wine, and scenery, but exploring the region on a limited schedule isn’t easy. Enjoy a stress-free sampler of locations in the captivating Val d’Orcia region on this full-day tour from Rome. With a guide at your side, visit the wine town of Montepulciano, have lunch surrounded by vineyards, and explore the historic center of Pienza, a UNESCO World Heritage Site.
- Ride comfortably from central Rome by air-conditioned coach
- Relax with a locally produced 3-course lunch on a Tuscan farm
- Sample regional wines, including the famous Brunello di Montalcino
- Learn about local life and culture from your guide
Why Travelers Choose This Tour
Instead of being tied to a group all day, enjoy free time to explore in Pienza.
What's Included
- 3-course lunch at an authentic Tuscan farm and winery
- Guided wine tasting with a wine expert, including Brunello di Montalcino
- Guided visits to Montepulciano and Pienza with an expert local guide
- Round-trip transport from Rome by air-conditioned coach with free Wi-Fi
- Visit to Montalcino Castle with wine and olive oil tasting (Small Group or Private option only)
- Hotel pickup and drop-off in Rome (Private option only)
- Gratuities
- Hotel pickup and drop-off (included with Private option only)
Meeting and Pickup
Meeting point
- Piazza del Popolo, Roma RM, Italy
Meet at the center of Piazza del Popolo, by the large fountain with the lions and the obelisk. The nearest metro stop is Flaminio (Line A).
End point
- Viale Giorgio Washington, Roma RM, Italy
Viale Washington, next to Piazza del Popolo
Itinerary
Board your coach in Rome, and relax on the road to Montepulciano, a small wine town that shows off Tuscany at its best. Explore its center on a walking tour, seeing the Cathedral of Santa Maria Assunta and learning about the prestigious "vino nobile” of Montepulciano.
After a visit to Tempio di San Biagio, a Renaissance church backed by Val d’Orcia’s undulating hills, it’s time for lunch. Savor a 3-course meal of local fare, and sample the region’s wine, including the Brunello di Montalcino.
In the afternoon, enjoy free time in Pienza. Its UNESCO-listed historic center was realized in Renaissance times by Pope Pius II, and it remains as impressive today as it was in the pontiff’s days.
Regroup at the agreed time, and return to Rome by coach.
After a visit to Tempio di San Biagio, a Renaissance church backed by Val d’Orcia’s undulating hills, it’s time for lunch. Savor a 3-course meal of local fare, and sample the region’s wine, including the Brunello di Montalcino.
In the afternoon, enjoy free time in Pienza. Its UNESCO-listed historic center was realized in Renaissance times by Pope Pius II, and it remains as impressive today as it was in the pontiff’s days.
Regroup at the agreed time, and return to Rome by coach.
1
Val D'Orcia
2 hours • Admission Ticket Free
2
Montepulciano
2 hours • Admission Ticket Free
3
Tempio di San Biagio
30 minutes • Admission Ticket Not Included
4
Montepulciano
1 hour 30 minutes • Admission Ticket Free
5
Pienza
1 hour • Admission Ticket Free
6
Rome
2 hours 30 minutes • Admission Ticket Free
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Infants must sit on laps
- Travelers should have a moderate physical fitness level
- Travelers should have a moderate physical fitness level (expect walking, including some uneven/steep terrain)
- Travelers under 18 will not be served alcohol
- Modest dress is required for entry into certain sites (knees and shoulders must be covered)
- Tour duration may vary slightly due to traffic or unforeseen circumstances
- Itinerary may be adjusted if needed to ensure safety and provide the best possible experience
- If you select the private tour option, please ensure to add the pickup location in the "Special Requirements" field on the check-out page
- Please advise any specific dietary requirements at time of booking
- This tour/activity will have a maximum of 60 travelers
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Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
This tour was great. Our guide Chiara was excellent. The scenery was beautiful. The towns were so picturesque. Looks like a long tour but there is plenty of free time and rests on the coach. We learnt so much about Rome and Tuscany. The lunch was not bad. The spaghetti was great, and you get to try 7 local wines together with other local produce. I would highly recommend this one.
Reviews
4.7
based on 5,756 reviews
Review summary
Last 12 months
723 reviews
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Travelers praise Montepulciano and Pienza for historic charm and scenic views, alongside breathtaking Tuscan landscapes. Drivers receive consistent commendations for professionalism and safety. Food, wine tastings, and winery tours stand out for authenticity and quality. Guides are noted for knowledge and engaging storytelling. While many appreciate the well-organized itinerary, some flag rushed pacing, communication issues, and group management, indicating opportunities for improved logistics and clearer coordination.
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The bus smells like an air freshener factory and when I arrived home all my clothes, my hair and backpack were covered in the same smell. I will have to find a coin laundry to wash all my things. The smell on the bus was so strong I felt sick. The tour was well organized and felt extremely safe. It did seem more like a shopping trip than sightseeing. At every stop we were somewhere to shop.
Response from Host, Nov 2026
Dear Martha_H,
Thank you for taking the time to share your feedback. We are pleased to hear that you found the tour well organized and felt safe throughout the experience. However, we are genuinely sorry to hear that the scent inside the bus was so strong that it caused you discomfort. This is certainly not the experience we want our guests to have. We appreciate you bringing this to our attention, and we will share your comments with our transportation team so that the situation can be looked into and addressed. Regarding your comments about the tour feeling more focused on shopping than sightseeing, we understand your perspective. Our itinerary is designed to offer guests the opportunity to experience different destinations while also enjoying some free time to explore local shops, boutiques, and attractions at their own pace. Nevertheless, we appreciate that every traveller has different expectations and interests. Thank you again for your feedback. Your comments are valuable to us, and we will take them into consideration as we continue working to improve the experience for all our guests.
Let me just say that this experience was one of the best tours I have ever taken! The departure from Rome and the way City Wonders organized it let me know it was going to be hassle-free. Starting from the Piazza del Popolo, you are greeted by the amazing tour organizers in a single line, which then splits you off into your correct groups. It's a large operation, and patience is key, but even with the large number of people, we were in the hands of Ana, our fantastic tour guide, right away!
Ana will guide you to the big, comfy, well-equipped bus with your driver for the whole day. One benefit is that you can leave items on the bus, really great for shopping! The first stop was at a local item shop where you can buy amazing local wines, chocolates, sauces, pasta- you name it! The chocolates are absolutely amazing here. From there, you will hop back on the bus with your new goodies, while Ana shares the history of Tuscany and local knowledge. You will stop in Montepulciano and take a guided tour of its streets and history. Be mindful that Montepulciano is steep but decent to walk in. The fragrance store in the main market was the standout for us, with powerful, pleasant scents. Once your time is up and your appetite is ready, you will have a true Italian lunch, which is equal parts flavorful and interesting. The wines are truly the standout, as a sommelier guides you throughout the lunch. The pasta was a close second, and when I come back, I will be buying the cheese they use by the suitcase! The space and the organizers, the two Pulcino sisters who make this amazing banquet for you, are so sweet and really want you to feel at peace in their home. Final stop in Pienza, a charming mountain town with amazing views of the Tuscan landscape. If you go, I pray nothing but sun here, as it really captures the view perfectly. Good dessert spots in the town and worthwhile time walking around. It is a UNESCO site for a good reason. After this, there is the long ride back to Rome, which, if you are in a food coma, is a great napping opportunity.
The combination of Ana's passion, knowledge, and care, along with the chosen towns and lunch spots, made this a remarkable experience that was a true standout while in Rome. I wish I knew which tours she would be on as I would take every single one!
Despite very poor weather, heavy rains, Laurel saved the day as an amazing storyteller and guide. Couldn’t have asked for a better experience, thank you again.
The montepulciano part was great. The 3-course meal that was advertised was not great. The servers made us feel bad for asking for more bread of starters. And the dessert was two biscotti that I wouldn’t count as dessert. Also we didn’t get any refill on wine until the very end. The meal was the most disappointing.
Response from Host, Nov 2026
Dear Samantha_K,
We sincerely apologize that the meal did not meet your expectations. We’re glad you enjoyed the Montepulciano experience, but we’re sorry that the food, service, and wine service were disappointing and did not reflect what was advertised. Thank you for your feedback, and please accept our sincere apologies for falling short of expectations.
We had a great time! The whole day was planned out well and our guide Pari, and Luca the driver, made the experience very pleasant despite the rainy weather. We found the local guide to be very knowledgeable too! Would def recommend the tour to everyone!
It was amazing and we saw and learned so
much. If anyone has limited mobility, Montelpuciano is not for you. It is a VERY LONG AND STEEP CLIMB to the town. Our guide, Anna, was the best and so knowledgeable. Our coach driver, Marco, couldn’t have been more cordial. It was a fabulous day.
Ana was a great tour guide! We had a wonderful day! She really made our day fun and full of history and knowledge
My favorite day of our Rome trip! We booked this experience because we knew we wanted to go to Tuscany for a day while we were visiting Italy but logistically did not know if it was feasible. This was the perfect trip, easy pick up in Rome, the bus ride was not bad, and then we got to see so much of the country side. The best part, unlimited wine and pasta at lunch! Definitely worth the price!!
Wonderful experience! It was the perfect way to travel out of Rome, see Tuscany, and have delicious food/lots of wine!! The bus was great because of all the views along the way, and WiFi was available. Would definitely do this again, and recommend to anyone! It was nice not to worry about driving/parking. We also stopped along the way at service centers for snacks & drinks. Paolo was our driver, and Antoni (I think this is the spelling) was our host, both were AMAZING! Barbara was our guide in Montepulciano, and she was the absolute best!
Great tour of small villages. Beautiful shops and coffee shops and restaurants open. Then had lunch at a wonderful restaurant where we had a three-course lunch with delicious food and wine. The restaurant was Frattoria Pulcino Restaurante which is many generations family owned restaurant. What a wonderful day and an extremely special lunch and wine tasting experience!!
Our guide Laura did a fabulous job. The tour was very enjoyable.
The time at each stop was well planned. The scenery was spectacular. The farm to table lunch was good and the sisters that run the family operation were a delight.
Our tour guide was great! very knowledgeable and friendly, his name was Antonio. The views were beautiful but it was very high elevation and windy roads in a big bus. Also, there were very steep roads, so if you have an issue with walking, it may be difficult. The three course lunch was only alright unfortunately, but the red wine was good.
The tour was excellent. We had plenty of free time to be able to do our own thing away from the group which was a great way to enjoy the tour with a partner. The three course meal was even better than anticipated. We did not leave hungry. They spaced out the tour in a way where we got to see and do a lot without feeling exhausted.
We had a wonderful day with Flavio! He is a young, energetic guide with an infectious enthusiasm and a genuine passion for what he does. He was incredibly informative, kind, and funny, making the entire experience enjoyable from beginning to end. The three-course meal and wine tasting were exactly as advertised, and the experience exceeded our expectations. The owners welcomed us with such warmth and hospitality that we felt like we were visiting family rather than strangers. They were incredibly generous, and whenever we asked for extra wine or food, they happily provided it with a smile. Between Flavio’s fantastic personality, the beautiful Tuscan experience, the delicious food, and the generous hospitality, we had an unforgettable day! We highly recommend Flavio and this experience to anyone visiting Tuscany. Thank you for making our day so special!
Very lovely places to visit. It was a very long day however. The places were clean
Flavio was very informative and answered questions great. The truffle stop was a surprise but I dont think we needed to stop twice. Many were cold and tired. But overall 5☆☆☆☆☆
That Piazza is just a drop off stop, no tour guide. The restaurant for lunch and wine tasting was a fabulous experience! Lots of beautiful views!
Very rewarding experience visiting the Italian countryside and food/wine experience at the winery. The guide was excellent
Pari was a fantastic host and the whole experience was well organized. Easy transportation to beautiful towns in Tuscany and the included meal/wine tasting was a nice addition.
This was a fantastic value for the money !! We were ably to see beautiful Tuscany, Montepulciano, and were served a delightful multi-course lunch with a wine tasting at a family owned winery. Our guide, Alessandro was so informative — he provided us with a historical overview of the area, the town we visited and the family owned winery/restaurant. The driver, Julio, skillfully and safely manipulated the bus thru the city and on the country, winding, narrow roads . I highly recommend this tour!
Alessio our guide and driver Guilo were extremely professional and Alessio was outstanding with his knowledge and information! 10 out of 10!!!! They took great care of all of us! As for the program itself, the back office might want to change a longer time at Montepulciano, skip the small town of Pienza or give us more time in both and shorten the wine tasting because that was really lunch with wine, not really wine tasting. You were in a chow hall for lunch, with the owners yelling with a microphone (because there were so many other groups) at you about their wine…then mysteriously their registers went offline when you went to purchase cheese?
Response from Host, Oct 2026
Thank you for your feedback!
We're delighted that Alessio and Giulio provided such an excellent experience and took great care of everyone.
We also appreciate your suggestions regarding the time spent in Montepulciano and Pienza, as well as your comments about the wine tasting and lunch experience.
We'll share your feedback with our operations team to help improve the itinerary and overall experience.
It was a beautiful tour but what made it extraordinary was our tour guide Anna. She made this an invaluable experience by sharing some of her stories as well as having so much knowledge of local history as well as culture.
We had a magical day, it was a full day. The winery experience was as expected. The little towns visited were quaint.
This was a great choice. The views of Tuscany were amazing. The wine tasting and the food were also delicious. Out tour guide Parí was very informative and courteous. She was very graceful. I would do it again.
Our guide Laura has had many years of experience of being a tour guide. She was a very knowledgeable and friendly guide, but also laid-back. She told us very interesting tidbits along the drive and cared about each person on the tour, but she didn't have formal speeches, she was just giving knowledgeable information about interesting things we could see out the window as we drove to our destination.
Wonderful tour! Excellent guide and driver. Anna our guide was very knowledgeable and experienced. We enjoyed this tour!
The positive: This tour allowed us to get out of Rome during our stay and see the countryside. Both the towns we visited were beautiful and we appreciated the free time to explore the second town. The staff were also good, no complaints there. The negative: The tour forces you to experience of the worst tourist traps i’ve ever been to in my life. The lunch was an awful, disgusting experience and a bit surreal in how bad it was. They also take you twice to a disgusting tourist trap shop. I’m used to tours and I know it’s standard to take folks to a shop while giving them a bathroom break, but the guide (was likely forced to) spend a long time telling us how this shop was deeply authentic and famous in Italy. And then of course when we enter it’s one of the grossest shops I’ve been to.
Besides the actual stops to the historical towns, this tour was largely a waste of time. Book only if you know what you’re getting yourself into and are okay with it.
Response from Host, Oct 2026
Thank you for sharing your feedback Jacob. We’re glad you enjoyed the beautiful Tuscan towns and the service provided by our team. The local stops are intended to offer guests a taste of the region, and our guides share their recommendations out of genuine enthusiasm for the local culture and traditions. We’re sorry to hear that some aspects of the experience did not meet your expectations, and we appreciate you taking the time to share your perspective.
The tour was well organized and the tour guide Chiara was very knowledgeable and provided interesting information about Tuscany. The scenery at the 2 old towns was beautiful. The wine tasting and lunch at the winery restaurant were very enjoyable.
The tour was wonderful. What beautiful places to visit. Kiara, our guide, was very informative and a pleasure. Johnny, our driver kept us safe on the roads. More information on the wines we were tasting would’ve been helpful. Besides the Brunello, we didn’t learn much about the other wines. We weren’t informed what we should be drinking with what food and if it pairs well.
All in all though, a really nice day!
This is a long tiring day, and as we are older and used canes, the walk in Montepulciano was too difficult, but we got to spend that time at the restaurant/ winery which was fine...still beautiful. Pienza was also lovely and an easier walk. Interesting drive to see topography of region.
A great day trip from Rome. Anna, our guide was so much fun and really knowledgeable. She has such a sweet disposition. We really loved her!
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