Tours/Rome/Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting
Viator · group up to 60 pax

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

4.7(5,552)Rome1 hour
VIATOR4.7(4,317)TRIPADVISOR4.6(1,235)

Description

A stress-free day in Tuscany with authentic food, exceptional wine and breathtaking scenery, all seamlessly organized for you.

Tour Options

Private Tour Upgrade
  • Upgrade to a private tour for a personalised experience & enjoy a gourmet lunch paired with fine wine and olive oil tastings
Small Group Upgrade
  • Small Group Tour Upgrade: Upgrade to a comfy minivan tour, limited to just 8 guest & enjoy an exclusive extra tasting of fine local wine and olive oil!
Tuscany Day Trip from Rome including 3-Course Lunch and Wine Tasting
  • Group Tour: Visit Montepulciano, Pienza, and a Renowned Vineyard for a 3-Course Lunch & Wine Tasting.

Itinerary

120 min

Board your air-conditioned coach in Rome and relax as you travel through the rolling Tuscan countryside toward the stunning Val d’Orcia region.

120 min

Arrive in Montepulciano, a charming hilltop wine town known for its views and Vino Nobile wine. Enjoy a guided walking tour through the historic center, including the cathedral, medieval streets, and wine cellars, while learning about local traditions.

Admission not included30 min

Visit the beautiful Renaissance Tempio di San Biagio, set in the countryside with sweeping views of the Val d’Orcia. Take in its architecture and peaceful surroundings.

90 min

Continue to an authentic Tuscan vineyard, where you’ll enjoy a relaxed 3-course lunch paired with regional wines, including Brunello di Montalcino. If the group option is selected, your experience includes a short pasta-making demonstration and wine tasting.

60 min

Continue to Pienza, a UNESCO World Heritage Site. Enjoy free time to explore at your own pace, wander the charming streets, browse local shops, and try famous Pecorino cheese.

150 min

Regroup and relax on your return journey to Rome in comfort, ending your day filled with unforgettable Tuscan experiences.

Highlights

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)
Round-trip transport from Rome by air-conditioned coach with free Wi-Fi
Guided wine tasting with a wine expert, including Brunello di Montalcino
3-course lunch at an authentic Tuscan farm and winery
Guided visits to Montepulciano and Pienza with an expert local guide

What's included

Included
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)
Round-trip transport from Rome by air-conditioned coach with free Wi-Fi
Guided wine tasting with a wine expert, including Brunello di Montalcino
3-course lunch at an authentic Tuscan farm and winery
Guided visits to Montepulciano and Pienza with an expert local guide
Not included
Gratuities
Hotel pickup and drop-off (included with Private option only)

Traveller Ratings

4.7
5,552 reviews
5
4,366
4
738
3
256
2
92
1
100

Important Information

  • Infants are required to sit on an adult’s lap
  • Travelers should have at least a moderate level of physical fitness
  • 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

Reviews(5,552)

M
mikewA5101OO
August 21, 2026
Terrific

This was a great day trip. Beautiful scenery, well-paced, and fun. Laura, the guide, was exceptional, the perfect blend of passion for the history and place, charm, and hospitality. I would highly recommend this tour.

F
Francisco_V
August 21, 2026
Great full day

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.

R
Raymond_P
August 21, 2026
Very disappointed in City Wonder

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

4
496suzanz
August 19, 2026
Go To Tuscany!!!!

Our tour guide Laura/ & bus driver Sergi were amazing! Laura knew some much about the region and explained everything in detail. Sergi, made sure to get us there in record time while navigating those windy roads. At the half way point we stopped at a rest area and omg the chocolate they were selling was to die for and the variety of lemoncillo was delish. But the best part was Tuscany, it was like a dream, straight out of the movie “Under the Tuscan Sun”. The winery was so beautiful as well as the hosts with lunch served I will never forget!!

D
Deirdre_T
August 18, 2026
Not as Advertised.

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.

Operator response

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.

N
nkumara
August 17, 2026
Excellent day in Tuscany

It was a great day. Alessandro was very engaging and he kept us all informed rheoighout the day. It couldn’t have been any beyger. We are bery haply that we booked rhis trip

P
Pascal_L
August 17, 2026
Great escape

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

N
naras951
August 17, 2026
Tuscany Day Trip from Rome

Well organized day trip from Rome. We had an amazing time, and mainly thanks to Parnian. We’ve taken quite a few tours, and guide makes a huge difference. Parnian was amazing - managing 25 adults is a lot, but she did amazing job managing all and giving us a tour. Fabrizio the driver - i think they graduate some school to drive those narrow roads lol, but he brought us back safe and sound. Big thanks to these two and whoever put the tour together. Only complaint is other tourists, I wish everyone was mindful of the schedule and respectful to other ppl.

J
Juanita_R
August 17, 2026
Amazing!

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

Y
Yelena_T
August 16, 2026
Amazing trip. So...

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.

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