★★★★★
The cellar hour under the old town
Not to be missed. A properly interesting walk through the old subterranean rooms, and then a tasting you have been taught how to do.
Thomas J · Couple · United States · September 2026
What travellers wrote after an hour in a cellar, a morning at a bench rolling pici or eleven hours on a coach that also stops in Pienza and Montalcino, retold in short beside each operator's own published rating. Comparing Montepulciano guided tours? The ratings and the fares sit side by side below.
These are travellers' own accounts, paraphrased, each tagged with the tour it belongs to. The low scores stay in, because they are the useful ones. Three reviewers on one cooking class never found the address at all; one party on a farm tour was never answered and never refunded; riders on the e-bike wine day warn about the climb back up and about the route running on main roads.
★★★★★
The cellar hour under the old town
Not to be missed. A properly interesting walk through the old subterranean rooms, and then a tasting you have been taught how to do.
Thomas J · Couple · United States · September 2026
★★★★★
The cellar hour under the old town
We were taken room by room through the cellar and every wine was explained before we tasted it. Relaxed, informative and worth booking.
Andrea · Canada · September 2026
★★★★★
The cellar hour under the old town
A strong guide and a remarkable place with real history behind it. Good wines, though the food bites were on the basic side.
George · Couple · Romania · September 2026
★★★★★
Coach day from Rome with lunch and wines
A great day out of Rome. The stop in Montepulciano and the food were the making of it, and the guiding and the driving were both first-rate.
Kerry · Friend group · New Zealand · September 2026
★★★★★
Coach day from Rome with lunch and wines
The coach day is long, but the breaks were well judged and the two towns were worth every hour of it.
Shelley · September 2026
★★★★★
Coach day from Rome with lunch and wines
We spent the morning grumbling about the early start. By the end of it we wished the day had lasted longer.
Madalyn · September 2026
★★★★★
Coach day from Rome with lunch and wines
Both guides knew the ground and answered everything, and the driving was assured all day.
Jeanne · Solo traveller · Italy · September 2026
★★★★★
Coach day from Rome with lunch and wines
Our guide was knowledgeable and easy to follow, and the whole day felt beautifully put together.
Allison · September 2026
★★★★★
E-bike wine day from Via Ricci
Enormous fun, and the best way we found to get out into the countryside. The shop could not have been more helpful and both wineries were excellent.
Kerri K. · April 2026
★★★★★
E-bike wine day from Via Ricci
They gave us every stop and showed us how to follow them on the map, then left us to it. One stop was a little awkward to reach.
Carol S. · September 2024
★★★★★
E-bike wine day from Via Ricci
I had not realised it was self-directed and self-paced when I booked, and it turned out to be the best thing about it. One of my favourite days in Italy.
Jaime M. · June 2024
★★★☆☆
E-bike wine day from Via Ricci
Not one for beginners: the motor does not save you on the hills back up, so be ready for that. The lunch stop and the wineries were excellent.
Kiersten O. · September 2026
★★★★☆
E-bike wine day from Via Ricci
This is not off-road, whatever the photographs suggest — you ride the main roads between wineries, and drivers here are kind to cyclists. Both wineries were lovely and lunch was one of our best meals in Italy.
Carrie B. · September 2025
★★★★★
The same cellar hour, sold on the other platform
We came over the winter holidays and there were only a few of us on the tour, which made it feel like a private one.
Jennifer N. · December 2025
★★★★★
The same cellar hour, sold on the other platform
A proper mix of the history of the food and the tasting itself, and far more to eat than we expected. Come hungry.
kristina M. · November 2025
★★★★☆
The same cellar hour, sold on the other platform
Well organised, friendly and clear on the history of the cellar and on pairing. A little more steer on which cheese goes with which wine would have helped.
Rene A. · June 2026
★★★★★
Winery tour and tasting below the walls
Professional and well judged: the right amount of time on the production, the building and the wines, with food alongside.
Timothy H. · September 2025
★★★★☆
Winery tour and tasting below the walls
Many stairs going down. The guiding on the styles of wine was informative and the tasting was enjoyable.
Dino C. · October 2025
★★★☆☆
Winery tour and tasting below the walls
Two crowded rooms, and long waits between pours while our host moved between them. We were also let out on a different side and were not sure how to get back to the meeting point.
Barbara L. · May 2025
★★★★★
Tasting with a professional sommelier
Over two hours and seven or eight bottles, learning as we went. Worth every euro.
Kathryn L. · May 2025
★★★★★
Tasting with a professional sommelier
A skilled sommelier who made the tasting both entertaining and instructive. Worth booking while you are in the town.
Marcia D. · March 2025
★★★★☆
Tasting with a professional sommelier
Interesting information in a lovely setting, but it cannot compare with visiting an actual winery and tasting with the people who made the wine.
Justine J. · March 2025
★★★★★
Winery tour and tasting a kilometre out
Informative, engaging and the wine was delicious. Worth the short drive out.
Matt F. · September 2026
★★★★★
Winery tour and tasting a kilometre out
Friendly, informative and in a beautiful setting. Be warned that the name on the sign at your turning is the winery's own name, not the tour's, which made the booking information confusing; the directions themselves are spot on.
MiriamSue R. · September 2026
★★★★★
Private tasting at a small grower
The owner and our guide set out how the business and the growing here work, and the pairings were excellent.
Danielle S. · September 2026
★★★★★
Private tasting at a small grower
It rained, and the day was still worth having. Beautiful views and a clear account of how the wine is made.
Roma · September 2025
★★★☆☆
Private tasting at a small grower
The two hosts guided us well and the three wines were good. The welcome area outside the cellar is another matter: rusting iron, unclean wooden tops and a counter that needs replacing.
Aniello T. · August 2025
★★★★★
Private guided walk of the town
Real knowledge and real enthusiasm for the town made the whole two hours mean something, and our guide went out of the way for us.
Gregory K. · October 2024
★★★★★
Private guided walk of the town
We learned a great deal of the town's history while tasting along the way. An excellent guide.
Zaida C. · March 2025
★★★☆☆
Private guided walk of the town
An average walk beside others we have done: we went into no buildings and no churches, and it could have been more informative. The tasting is at the bottom of the hill, and there is a bus back up.
Salvatore Z. · April 2024
★★★★★
Pasta and tiramiù in a local home
Welcomed into a family home, taught several kinds of pasta and tiramiù, then sat down to a proper meal at a laid table.
Susan S. · September 2025
★★★★★
Pasta and tiramiù in a local home
Homemade pasta and tiramiù in a Montepulciano home, with a welcome that made it feel like a family kitchen.
Alex M. · June 2026
★☆☆☆☆
Pasta and tiramiù in a local home
We had read that it was hard to find and we never found it at all. The pin we were given led to a roundabout with a closed restaurant on one side and a house under construction on the other. Get a phone number that works before you set off.
Kim C. · October 2024
★★★★★
Cooking class at a farmhouse kitchen
A beautiful place, kind teaching, two kinds of pasta and tiramiù to carry home in your hands. The wines were paired properly.
Celya F. · April 2026
★★★★★
Cooking class at a farmhouse kitchen
We spent the morning learning the traditional methods hands-on, and heard the family's own history while we worked.
Amanda W. · October 2023
★★★★★
Cooking class in central Montepulciano
Clear instruction, good ingredients and food that was worth eating at the end of it.
Yvonne · Couple · United Kingdom · September 2026
★★★★★
Cooking class in central Montepulciano
An authentic Italian chef with real teaching skill. We went home with recipes we can cook ourselves.
Laurie · September 2026
★★★★★
Cooking class in central Montepulciano
A wonderful teacher and food that came out of the class better than we expected. Recommended without reservation.
Jennifer · Couple · United States · September 2026
★★★★★
Cooking demonstration and dinner at home
We learned to make gnocchi and were welcomed into their home. The meal was one of our favourites in Italy, the pork and the pesto especially.
Danielle D. · June 2025
★★★★★
Cinta Senese farm visit with lunch
The farm tour was exactly the right length — olive trees, vineyard, vegetable gardens, the pigs, and the room where the meat is aged and cured. Then lunch.
Amy B. · May 2024
★★★★★
Cinta Senese farm visit with lunch
Roberto was so welcoming, and so obviously in love with the farm. An unusual view of Tuscany.
Stefanie M. · October 2023
★★★★★
Cinta Senese farm tour with food and wine
An intimate feel for life on a Tuscan farm — the vineyards, the olives, the garden, and above all the pigs. A lovely lunch and a special day.
Leslie L. · September 2025
★☆☆☆☆
Cinta Senese farm tour with food and wine
We never got to do it. Nobody answered when we could not find the place, we walked forty minutes there and forty minutes back, and no refund was offered.
Vera O. · December 2025
★★★★★
Self-guided e-bike day into the Val d'Orcia
The highlight of our week: the long ride out to Monticchiello and Pienza, and a lunch stop with a view worth stopping for.
Paul L. · May 2026
★★★★★
Self-guided e-bike day into the Val d'Orcia
Great help at the shop and a beautiful route. The saddles are ordinary bike saddles and it is a long day, so take the cushion they offer.
Maggie L. · November 2024
★★★★★
Horseback ride through the vineyards
A family-run property where I felt at ease straight away. The horses and the other animals are beautifully cared for, and the instructor matched each of us to the right horse.
Kassie S. · July 2026
★★★★★
Horseback ride through the vineyards
Riding through a vineyard was a dream, and the farm itself is full of animals — cows, donkeys, dogs and more.
Stephen L. · April 2026
★★★★☆
Horseback ride through the vineyards
A nice ride through the vineyards with a wide landscape and a view of the town. I had hoped to be told about the area as we rode; the staff are there to keep you safe on the horse rather than to guide. Cheese and a glass of wine afterwards.
Christina B. · April 2026
★★★★★
Vespa day with lunch and a tasting
The scenery was the thing, and the back roads made for easy riding. The food and the tasting at the vineyard were a good end to it.
Jose V. · October 2024
★★★★☆
Vespa day with lunch and a tasting
There were only two of us, and the machine my husband was given was heavier than expected; he came off into a tree and was bruised but fine. Everyone was kind about it and the tasting carried on. Ask for a smaller bike if you are not an experienced rider.
Mitra K. · September 2025
★★★★★
Coach day from Rome with wine and lunch
About three hours each way and still worth it: the Tuscan views, the tasting, and the walk through the small towns.
Danielle · September 2026
★★★★★
Coach day from Rome to a vineyard lunch
Well organised, with a real variety of local reds and an informative cellar tour alongside the lunch. A relaxing day out of Rome for anyone who wants to see the Tuscan countryside.
Imelda · Family with teens · United Kingdom · September 2026
★★★★★
Coach day from Florence, three hill towns
An excellent guide and an excellent choice of wineries. I could have stayed longer in Pienza, and be ready for a hard climb in Montepulciano.
Anita · United States · September 2026
★★★★★
Coach day from Florence with two tastings
Three beautiful towns, enough time in each, and two good tastings. A long day and absolutely worth it.
Anna · Friend group · Australia · September 2026
★★★★★
Coach day from Florence with two tastings
Three stops to explore the towns and two wine tastings, and the day went quickly without ever feeling rushed. One of the highlights of my trip.
Aimée · Solo traveller · United Kingdom · September 2026
★★★★★
Coach day from Siena with lunch and Brunello
A lively, flexible guide and extraordinary places, with lunch at the winery and the food tastings alongside.
Ludmila · September 2026
It comes up on the coach days, on the guided walk and on the e-bike day. Porta al Prato to the top is a hard walk, the tasting on the walking tour sits at the bottom of the hill, and an e-bike motor does not save you on the way home.
The worst experiences here are not about the wine. They are about a pin that led to a roundabout, a host who could not be reached and a farm nobody answered for. Get a working phone number with your confirmation.
Room by room underground, with each wine explained before it is poured, is what travellers come back praising. Several say the food alongside was more than they expected, and one or two say it was plainer than they hoped.
Out of season a scheduled tasting can end up being just your party, and reviewers say so with some delight. On the farms the host is the draw as much as the food, and people name Roberto and the pigs more often than the lunch.
These figures are the operators' own, published on their booking pages and shown as they stand. They belong to the operators, not to us. The second column says what the fare pours, and the third where the day starts.
| Tour | What it pours | Starts in | Rating | Reviews | Price |
|---|---|---|---|---|---|
| Rome: Tuscany & Montepulciano Day Trip with Lunch & Wines | Brunello poured | Starts in Rome | 4.7 | 3,417 | From $113 per person |
| From Florence: Val D'Orcia Tour with Wine Tasting | Nobile and Brunello | Starts in Florence | 4.7 | 1,441 | From $105 per person |
| Montepulciano: Wine Tasting and Cellar Tour | Vino Nobile poured | Starts in Montepulciano | 4.8 | 659 | From $37 per person |
| From Siena: Val d’Orcia Wine Tour with Lunch & Brunello | Nobile and Brunello | Starts in Siena | 4.4 | 437 | From $124 per person |
| Florence: Montalcino, Pienza, Montepulciano & Wine Tastings | Nobile and Brunello | Starts in Florence | 4.7 | 418 | From $105 per person |
| Tasting Tour in One of The Most Beautiful Cellars in the World | Vino Nobile poured | Starts in Montepulciano | 4.8 | 292 | From $38 per person |
| From Rome: Tuscany, Montepulciano Tour with Wine & Lunch | Vino Nobile poured | Starts in Rome | 4.6 | 231 | From $124 per person |
| Wine Tour Ebike Experience | Local wines poured | Starts in Montepulciano | 4.9 | 183 | From $186 per person |
| Montepulciano: Pasta & Tiramisu Class in a Local Home by Cesarine | Local wines poured | Starts in Montepulciano | 4.9 | 151 | From $76 per person |
| Montepulciano: Winery Tour & Tasting Experience | Vino Nobile poured | Starts in Montepulciano | 4.6 | 141 | From $40 per person |
| Rome: Tuscany Day Trip with Vineyard Lunch and Wine Tasting | Local wines poured | Starts in Rome | 4.8 | 136 | From $113 per person |
| Tuscan Cooking Class -Traditional Pasta Menu | Local wines poured | Starts in Montepulciano | 5.0 | 110 | From $206 per person |
| Visit to the Cinta Senese farm in Montepulciano | Farm lunch, no tasting | Starts in Montepulciano | 4.9 | 84 | From $52 per person |
| Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine | Local wines poured | Starts in Montepulciano | 5.0 | 67 | From $91 per person |
| Tuscan Wine Tasting with Professional Sommelier in Montepulciano | Wines not listed | Starts in Montepulciano | 4.9 | 57 | From $80 per person |
| E-Bike Val d'Orcia Experience | Lunch, no tasting | Starts in Montepulciano | 4.9 | 25 | From $181 per person |
| Montepulciano: Cinta Senese Farm Tour, Food Tasting & wine | Local wines poured | Starts in Montepulciano | 4.8 | 24 | From $67 per person |
| Horseback riding through the vineyards in Montepulciano Tuscany | Water and coffee only | Starts in Montepulciano | 4.8 | 22 | From $93 per person |
| Dining & Cooking Demo at Local's Home in Montepulciano | Local wines poured | Starts in Montepulciano | 5.0 | 18 | From $128 per person |
| Private Guided Tour of Montepulciano with wine tasting | Local wines poured | Starts in Montepulciano | 4.9 | 17 | From $154 per person |
| Vino Nobile di Montepulciano winery tour and tasting | Vino Nobile poured | Starts in Montepulciano | 4.9 | 16 | From $35 per person |
| Montepulciano - Heroic Wine Tasting | Local wines poured | Starts in Montepulciano | 4.8 | 9 | From $58 per person |
| Montepulciano Wine Tasting with typical Tuscan Cold Cuts | Local wines poured | Starts in Montepulciano | 4.9 | 8 | From $52 per person |
| Romantic Vespa Tour and Wine Tasting | Wines not listed | Starts in Montepulciano | 4.9 | 7 | From $303 per person |
A tour with thousands of reviews and one with a handful are not a verdict on each other. The gap is mostly how long each has been on sale and how many seats it sells. A small private tasting with a 5.0 from a dozen parties is worth reading closely rather than skipping.
Read the practical detail in the visitor guide, check the FAQs, then compare every tour on Montepulciano Tours.