Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

Recommended by 92% of travelers

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Rome, Italy

Trending

Booked 5+ times in 12 hours.

+18

12 hours (approx.)
Group discounts
Mobile ticket
Offered in: English

Why travelers loved this

4.7

· Francisco_V ·

Aug 2026

Flavio our tour guide was great. His historical story telling was awesome. He was also very caring about the guest on the group. Pace of the tour was on point. Lunch at farm restaurant was very nice detail. Great experience. Montepulciano and Piensa were beautiful and very nice towns to visit. Thank you.

· Jenny_R ·

Jul 2026

10/10! Amazing experience and worth it! Everything was well organized and enriching! This was a multistep trip and we felt safe every step of the way. We were given so many opportunities for amazing pictures, shopping, and trying new foods. I highly recommend this trip because it allows you to see so much in one day. Truly amazing !

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Private Tuscany Wine Tour from Rome Montepulciano and Pienza

from $504

Price varies by group size

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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.

Val D'Orcia

2 hours • Admission Ticket Free

Montepulciano

2 hours • Admission Ticket Free

Tempio di San Biagio

30 minutes • Admission Ticket Not Included

Montepulciano

1 hour 30 minutes • Admission Ticket Free

Pienza

1 hour • Admission Ticket Free

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

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Featured review

Graham_H

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 5,575 reviews

Total reviews and rating from Viator & Tripadvisor

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Sort by: Most recent

Wonderful day

Anne_D, Aug 2026

What a beautiful way to spend a day. The scenery along the way was phenomenal and each city was amazing. We would highly recommend this tour

Our tour was wonderful. ...

Gregory_M, Aug 2026

Our tour was wonderful. Anna did a great job of informing us of the regions we passed through. Such beautiful scenery.

First visit to Tuscany

frannywhitcomb, Aug 2026

We had a very full day and thoroughly enjoyed visiting the Tuscany region. Keep in mind that this is 2+ hours each way by motorcoach. It was very comfortable though, we made a brief stop to stretch each way as well. Our guide, Anna, was very knowledgeable and provided great information both on our drive and our tour.

If you think of just staying in Rome, don’t! Do this tour!!

Sylvia_P, Aug 2026

This tour was amazing! Getting to see Montepulciano and other little towns outside of Rome was spectacular. The vineyard we visited has been making the same wine for four generations (and the Mask of Truth was so cool to see in the wine cellar). I’ve done wine tastings before in North America where your set glasses are given and that’s it. Here, it felt like the wine was bottomless! Our tour guide, Anna, was so knowledgeable and shared a ton of fun facts during the bus ride. Sara, our guide in Montepulciano was also so passionate about the history of the town. Luca, our driver, gave us a smooth ride there and back. Could not recommend enough!!

Tuscany Delight

Carmela_Z, Aug 2026

It was a very enjoyable day visiting some beautiful towns lt gives you a great insight and had I known how beautiful it was I would definitely have added it to my trip Also I can’t forget to mention our tour guide Valentina and our bus driver Francesco they also were great.

Misleading tour. Not worth it

Christopher_U, Aug 2026

The experience is partially misleading. When booking this tour we were expecting to go to a legit winery/vineyard and have an authentic experience. I’ve been to several vineyards and this one was not impressive at all. The worst part was the “3 course meal” it was only spaghetti and bread, there was no 3rd course. Overall, I wouldn’t book this had I known this. The only positive thing to mention are the tour guides, they were kind at all times but the time given to explore was always too short.

Response from Host, Aug 2026

Dear Christopher_U, We’re very sorry to hear that the experience did not meet your expectations. We apologise for the disappointment regarding the winery visit, the meal, and the limited time to explore. We take your feedback seriously and will follow up internally with the relevant team to review these concerns. Thank you for bringing this to our attention.

You and me in Tuscany

Marlene_H, Aug 2026

Heather was my tour guide and she was amazing !! She’s so funny and made the tour so much fun ! She gave us good bathroom breaks and explained to us the meeting points very well. Also the local guides at the small town (I forgot the name) were sooo seeet and informative as well ! Overall beautiful day well spent ! The driver of the coach bus was amazing also , it takes skill to drive in Italy lol, I believe his name was Cesar ? There are tons of time to wander around, shop, and grab a bite. Plenty of photo ops moments as well

Great full day

Francisco_V, Aug 2026

Very disappointed in City Wonder

Raymond_P, Aug 2026

They canceled our semi private tour and we did not get the notification until we had paid to be dropped off at the pickup point. They wanted to throw us on a large group tour bus instead. Their problem was we were the only two that had signed up for the tour and they will not operate it unless more people go. They will try a future day, but no guarantee there either as we are still the only ones signed up. No discounts or inconvenience refund $ offered and were just told to write a letter later and they would “review the case” Very disappointed in City Wonder

Response from Host, Aug 2026

Dear Raymond_P, Thank you for sharing your feedback. We sincerely apologise for the disappointment and inconvenience caused by the cancellation of your semi-private tour. We normally inform guests of any such changes at least 24 hours before the scheduled tour through the contact details provided at the time of booking. We are sorry that you did not see our voicemail, email, and chat messages before making your way to the meeting point. We also regret that the alternative options offered did not suit your plans. We understand how frustrating this must have been, and we appreciate you sharing your experience with us.

Not as Advertised.

Deirdre_T, Aug 2026

Not as advertised. Many elements were lovely, but not what we thought we were getting. We did the small group tour and the van was slightly cramped with three seats facing the other three seats— so, our group got to know each other well while traveling the 5+ hours round trip. The driver was kind but his English was difficult to understand. The Montepulciano tour was awesome but then we only had 30 minutes to explore the town. We then went to Pienza where we had lunch. There was no guide for the town, the lunch was very basic- spaghetti, one lightly poured glass of wine and a smallish meat and cheese board. No lunch in a Tuscan vineyard, which was disappointing. From there we did go to a winery where we sampled the Brunello di Monticino, as well as their olive oil. It was a nice trip, but had I known about the change in itinerary, I would have chosen differently.

Response from Host, Aug 2026

Dear Deirdre_T, We sincerely apologize that the tour did not fully meet your expectations and that some aspects of the experience differed from what you had anticipated. We’re pleased to hear that you enjoyed Montepulciano and the winery experience, but we’re sorry that the limited time in Pienza, the lunch arrangements, and the itinerary did not provide the experience you were expecting. We understand how disappointing this can be, particularly when you had chosen the tour based on its advertised experience. Thank you for taking the time to share such detailed feedback. We truly value your comments and will take them into consideration as we continue to improve our tours.

Great escape

Pascal_L, Aug 2026

Excellent day trip from Rome. Gives you a quick view of Toscane and you have the chance to taste real good Montepulciano wine.

Amazing!

Juanita_R, Aug 2026

The experience was amazing. Pari was great and very knowledgeable. She provided us with lots of great history.

Amazing trip. So...

Yelena_T, Aug 2026

Amazing trip. So beautiful Tuscany. Big thanks to driver and Sara, she is amazing and very patient to some people who are always was late.

Breathtaking experience

Krista_P, Aug 2026

An amazing tour! Pari was so kind, patient, and knowledgeable. Luca our driver was exceptional! The views were breathtaking. The winery and lunch was such an experience!

I love the spaghetti served for lunch with wine.

Guadalupe_M, Aug 2026

I absolutely recommend this tour. Tuscany was beautiful and had free time to explore. Bus included AC and love that bus has two entry/exit doors for fast and easy access.

Amazing experience

Charles_R, Aug 2026

Antony and antionone were amazing. Well timed, even when someone didn’t make it in time for coach to resume, he made sure they were taken care of.

Tuscany

dorna_m, Aug 2026

It was great and I thank the esteemed tour leader. He really explained things very patiently💫 It was a very interesting and good experience🥳

Beautiful Tuscany countryside, but a few small Itinerary details didn't match as described.

Jaclyn_S, Aug 2026

Great day out in the beautiful Tuscany countryside. We did the small group tour, and the driver was very friendly (nice Mercedes van). The short walking local tour in Montepulciano was great, and then 30mins to shop (this felt a bit rushed, so It would have been nicer to have a full hour however!). I think our itinerary changed to what was described, as we had lunch in Pienza at a restaurant (not at a authentic Tuscan farm and winery which was a shame). It was ok, the restaurant was busy, food nice (shared cheese platter, main meal of pasta, plus a biscotti - wouldn't call that 3 courses), and they did not explain the wine, this part of the tour could be improved. Then an hour spent here for shopping, which was too much time and not enough shops compared to Montepulciano. Lastly the wine tasting at Castello Tricerchi, friendly tour and good explanation on the wines, not much talk on the olive oil. Overall some small things could be improved for the price you pay, but a great experience in a beautiful area of italy!

The picturesque cute...

Irina_S, Aug 2026

The picturesque cute towns. The winery lunch experience was nice. The driver Theo was very good. Souvenir shops were surprisingly nice and affordable.

Disrespectful Tour guide

Denise_F, Aug 2026

Navigating a guided tour should offer clarity, structure, and peace of mind. Unfortunately, my experience with our tour guide, Patricia, was marked by a severe lack of professionalism and basic accountability, ultimately ruining what should have been an enjoyable trip. The primary issue stemmed from a complete failure of communication. Patricia neglected to inform our group of the specific pickup location for the bus, nor did she provide the name or address of the restaurant where we were heading. When I managed to locate the site on my own and approached her regarding the oversight, her response was unexpectedly hostile and disrespectful. Rather than acknowledging the error or helping the group navigate the situation, she dismissively stated that it was "not her problem." As a tour guide, her primary responsibility is to lead, organize, and ensure the safety and inclusion of every participant. Instead, Patricia abandoned her duties entirely. Her neglect resulted in nearly leaving five people behind—and ultimately stranding three members of our group. When confronted about leaving these individuals behind, she brazenly expressed that she simply did not care. This level of disrespect and apathy is completely unacceptable for anyone in the hospitality and tourism industry. A tour guide's role is to guide, yet Patricia demonstrated neither leadership nor standard professional courtesy. Because of this unacceptable conduct, I will never use this tour company again.

Response from Host, Aug 2026

Hi Denise, Thank you for sharing your feedback. We’re truly sorry to hear about your experience and apologise for the communication issues and the way you felt you were treated during the tour. This is not the level of service we aim to provide our guests. We will be following up directly with the guide regarding your concerns and reviewing what happened with our team. We sincerely apologise for the frustration caused and appreciate you bringing this to our attention.

Full day of taking in the...

Kierstin_S, Aug 2026

Full day of taking in the beauty and history of this Tuscany region. Great experience if you'd like a change from the hustle and bustle of Rome during your stay.

Shady driver

Michele_M, Aug 2026

We arrived at Montepuciano during a terrible thunderstorm, instead of charging the itinerary the driver had us walk on slippery stones & stairs to meet our guide, very danagerous. At the end of the day he recommended we wait to buy souvenirs at a stop off the highway - some goods seemed counterfeit & he said the stip was for big buses but he had a “friend” that let him stop, we saw other drivers counting cash, def not legit. For the price of this tour, you can find something better

Response from Host, Aug 2026

Hi Michele, Thank you for taking the time to share your feedback. We're sorry to hear that your experience did not meet your expectations. We appreciate your comments regarding the weather conditions and your concerns about the driver's recommendation. We would like to clarify that we are not associated with any local shops or businesses, and any stops or recommendations made by local staff are not affiliated with us. Your feedback has been shared with the relevant team for review, as the safety and experience of our guests are very important to us.

Tuscany fantastico

Gerard_L, Aug 2026

The Tuscan countryside is truly amazing. Our guide Anna was a human cornucopia of interesting facts and history. Our driver was a whiz at navigating the narrow roads.

Exceptional hosts/guides providing us with detailed information.

Nigel_B, Aug 2026

Exceptional scenery with quaint towns and tasteful wines. The mountainous and valley scenery was picturerestqe. I will recommend this to anyone.

Book it ! It’s better than Amalfie and Sorrento

Albina_E, Aug 2026

I absolutely loved this trip more than Sorrento and Amalfie. Beautiful drive amazing views and beautiful cultural places. Natasha was very knowledgeable and shared a lot of information. I had the best day

Fun experience

Tiffany_T, Aug 2026

This tour was lots of fun, our guide Alessandro was easy to understand and very informative. The local guide was also very friendly. The wine tasting was fun and it was very interesting to get a tour of the cellar from the owners!

A must do!

Vaishali_R, Aug 2026

This was an amazing tour with lots packed in a day and worth the while and money! Eduardo our guide made it so enjoyable and entertaining. He was very informative as well, as far as details of the place and the history is concerned. The lunch and wine tasting experience was also delightful. Over all a great experience. Would recommend this anytime! PS: just don't do this in the summer. The heat is terrible!

Amazing tour!

Ashley_N, Aug 2026

This tour was great and more relaxing versus tours that included a ton of travel. The views in Tuscany are breathtaking and all of our tour guides (Laura and Pam) were wonderful and engaging. Wear comfortable shoes and clothes as Montepulciano is uphill a lot. We really loved this tour and the meal/wine tasting was fantastic!