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Top Montepulciano Dining Experiences

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Montepulciano Tours

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Montepulciano: Pasta & Tiramisu Class in a Local Home by Cesarine

You can't visit Italy without trying at least one pasta dish... So, we'll teach you two! Learn how to roll 'sfoglia' (fresh pasta) by hand …More

Likely to Sell Out
Likely to Sell Out
5.0 (148)

Montepulciano: Pasta & Tiramisu Class in a Local Home by Cesarine

You can't visit Italy without trying at least one pasta dish... So, we'll teach you two! Learn how to roll 'sfoglia' (fresh pasta) by hand...

3 hours • Free Cancellation
5.0 (148)
from
$75
Tuscan Cooking Class -Traditional Pasta Menu

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by …More

5.0 (110)

Tuscan Cooking Class -Traditional Pasta Menu

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by...

4 hours • Free Cancellation
5.0 (110)
from
$204
Tuscan Cooking Class - Traditional 5 course menù

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by …More

5.0 (120)

Tuscan Cooking Class - Traditional 5 course menù

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by...

5 hours • Free Cancellation
5.0 (120)
from
$308
Visit to the Cinta Senese farm in Montepulciano

Roberto knows his pigs one by one; they are raised in a semi-wild state, with carefully selected feed and cereals grown in the Tuscan countryside. …More

Likely to Sell Out
Likely to Sell Out
5.0 (69)

Visit to the Cinta Senese farm in Montepulciano

Roberto knows his pigs one by one; they are raised in a semi-wild state, with carefully selected feed and cereals grown in the Tuscan countryside....

1 hour 30 minutes • Free Cancellation
5.0 (69)
from
$52
Montepulciano: Winery Tour & Tasting Experience

Enjoy 1.5 hours wine tasting experience in an historical cellar in the heart of Montepulciano. Together with an expert sommelier, discover the cellar’s underground of …More

4.6 (127)

Montepulciano: Winery Tour & Tasting Experience

Enjoy 1.5 hours wine tasting experience in an historical cellar in the heart of Montepulciano. Together with an expert sommelier, discover the cellar’s underground of...

1 hour 20 minutes • Free Cancellation
4.6 (127)
from
$41
Montepulciano: Cinta Senese Farm Tour, Food Tasting & wine

Immerse yourself in the heart of the Tuscan countryside with a visit to a traditional Cinta Senese farm near Montepulciano. Start with a walk through …More

Likely to Sell Out
Likely to Sell Out
5.0 (22)

Montepulciano: Cinta Senese Farm Tour, Food Tasting & wine

Immerse yourself in the heart of the Tuscan countryside with a visit to a traditional Cinta Senese farm near Montepulciano. Start with a walk through...

2 hours • Free Cancellation
5.0 (22)
from
$67
Dining & Cooking Demo at Local's Home in Montepulciano

Immerse yourself in a shared dining experience at a local's home, enjoy an exclusive show cooking and taste authentic recipes from Montepulciano treasured in family cookbooks passed down by …More

Likely to Sell Out
Likely to Sell Out
5.0 (18)

Dining & Cooking Demo at Local's Home in Montepulciano

Immerse yourself in a shared dining experience at a local's home, enjoy an exclusive show cooking and taste authentic recipes from Montepulciano treasured in family cookbooks passed down by...

2 hours 30 minutes • Free Cancellation
5.0 (18)
from
$127
Private Pasta & Tiramisu in an Intimate Montepulciano Home

Immerse yourself in a private pasta and tiramisu-making class in a welcoming home, learn the secrets of the region's most famous pasta dishes and tiramisu and taste …More

Likely to Sell Out
Likely to Sell Out
5.0 (13)

Private Pasta & Tiramisu in an Intimate Montepulciano Home

Immerse yourself in a private pasta and tiramisu-making class in a welcoming home, learn the secrets of the region's most famous pasta dishes and tiramisu and taste...

3 hours • Free Cancellation
5.0 (13)
from
$231
Cesarine: Fresh Pasta Class at Local's Home in Montepulciano

Immerse yourself in a shared pasta-making class at the Cesarina's home, learn the secrets of the region's most famous pasta dishes and taste the fruit …More

Likely to Sell Out
Likely to Sell Out
4.8 (5)

Cesarine: Fresh Pasta Class at Local's Home in Montepulciano

Immerse yourself in a shared pasta-making class at the Cesarina's home, learn the secrets of the region's most famous pasta dishes and taste the fruit...

3 hours • Free Cancellation
4.8 (5)
from
$208
Horseback riding in Montepulciano Tuscany, lunch on the farm

It will be an all-natural experience, walking on horseback you will see breathtaking Tuscan views, returning to the farm you will take a short walk …More

Likely to Sell Out
Likely to Sell Out
4.9 (8)

Horseback riding in Montepulciano Tuscany, lunch on the farm

It will be an all-natural experience, walking on horseback you will see breathtaking Tuscan views, returning to the farm you will take a short walk...

4 hours 30 minutes • Free Cancellation
4.9 (8)
from
$278
Montepulciano Wine Tasting with typical Tuscan Cold Cuts

What’s more Tuscan than a plate of cold-cuts and a glass of wine? After visiting the property and the old cellar, the experience goes on …More

Likely to Sell Out
Likely to Sell Out
5.0 (7)

Montepulciano Wine Tasting with typical Tuscan Cold Cuts

What’s more Tuscan than a plate of cold-cuts and a glass of wine? After visiting the property and the old cellar, the experience goes on...

1 hour 15 minutes • Free Cancellation
5.0 (7)
from
$52
Cinta Senese tour with tasting dinner on the farm

Roberto gets to know his pigs one by one; they are raised in a semi-wild state, with carefully selected feed and cereals grown in the …More

5.0 (4)

Cinta Senese tour with tasting dinner on the farm

Roberto gets to know his pigs one by one; they are raised in a semi-wild state, with carefully selected feed and cereals grown in the...

2 hours 30 minutes • Free Cancellation
5.0 (4)
from
$75
A Classic Tuscan Winery with Lunch in Montepulciano

Stop and savor Tuscany, tasting our wines, enjoying a light lunch and the typical flavors of this region. You will visit a hundred-year old wine …More

Likely to Sell Out
Likely to Sell Out
5.0 (3)

A Classic Tuscan Winery with Lunch in Montepulciano

Stop and savor Tuscany, tasting our wines, enjoying a light lunch and the typical flavors of this region. You will visit a hundred-year old wine...

1 hour 45 minutes • Free Cancellation
5.0 (3)
from
$105
Montepulciano: Wine Tasting & Lunch in a typical winery

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in an ancient wine cellar in the heart of Montepulciano. ATTENTION: From 06th August …More

4.1 (36)

Montepulciano: Wine Tasting & Lunch in a typical winery

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in an ancient wine cellar in the heart of Montepulciano. ATTENTION: From 06th August...

1 hour 30 minutes • Free Cancellation
4.1 (36)
from
$66
Tuscan ExtraVirgin Olive Oil Tour

You will learn how to recognize high-quality extra virgin olive oil through its distinctive aromas: freshly cut grass, artichoke, almond, olive leaf, tomato and aromatic …More

4.8 (4)

Tuscan ExtraVirgin Olive Oil Tour

You will learn how to recognize high-quality extra virgin olive oil through its distinctive aromas: freshly cut grass, artichoke, almond, olive leaf, tomato and aromatic...

3 hours • Free Cancellation
4.8 (4)
from
$107
Gourmet tour in the Montepulciano old town center

Explore Montepulciano like a local on a relaxed food and wine walking tour through the historic center. Enjoy stunning views, medieval streets, and the authentic …More

4.1 (10)

Gourmet tour in the Montepulciano old town center

Explore Montepulciano like a local on a relaxed food and wine walking tour through the historic center. Enjoy stunning views, medieval streets, and the authentic...

3 hours • Free Cancellation
4.1 (10)
from
$157
Luck and Patience: truffle hunting in Tuscany

You will experience in first person a unique experience in search of the precious truffle with a tour on the wood trails. …More

4.9 (13)

Luck and Patience: truffle hunting in Tuscany

You will experience in first person a unique experience in search of the precious truffle with a tour on the wood trails....

3 hours • Free Cancellation
4.9 (13)
from
$278
Montepulciano: Wine Tour with Tasting & Appetizers in the Cellar

Once arrived at Fattoria Svetoni, you will have a wine tour discovering the winery and the history of one of the oldest 'leopoldina farmhouse' in …More

Likely to Sell Out
Likely to Sell Out
4.7 (3)

Montepulciano: Wine Tour with Tasting & Appetizers in the Cellar

Once arrived at Fattoria Svetoni, you will have a wine tour discovering the winery and the history of one of the oldest 'leopoldina farmhouse' in...

1 hour 30 minutes • Free Cancellation
4.7 (3)
from
$93
Home Cooking Class & Meal with a Local in Montepulciano

Immerse yourself in a shared cooking class at local's home,  learn the secrets of the most famous dishes of Montepulciano cuisine and taste the fruit of your …More

4.3 (3)

Home Cooking Class & Meal with a Local in Montepulciano

Immerse yourself in a shared cooking class at local's home,  learn the secrets of the most famous dishes of Montepulciano cuisine and taste the fruit of your...

3 hours • Free Cancellation
4.3 (3)
from
$208
Think of a romantic meal in the Olive Trees shade, accompanied by Tuscan wines!

Our Farmhouse lies on a fascinating position on the Tuscan hills. It is surrounded by a vast stretch of olive groves and vineyards of our …More

4.4 (14)

Think of a romantic meal in the Olive Trees shade, accompanied by Tuscan wines!

Our Farmhouse lies on a fascinating position on the Tuscan hills. It is surrounded by a vast stretch of olive groves and vineyards of our...

3 hours • Free Cancellation
4.4 (14)
from
$110

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Best Experience in Italy!
New York City
Montepulciano: Pasta & Tiramisu Class in a Local Home by Cesarine
Kyle_R, Sep 2026
Best Experience in Italy!
What an amazing time spent with two gracious and welcoming people. This was the highlight of our trip to date. Stefano and Anna were friendly, warm and inviting into their home. And their home, stunning and beautiful old warm charm with lots of space to lounge and relax. The food!!! Oh my goodness the food! My wife and I learned a simple and repeatable recipe for ravioli, pasta bolognese and Ana made a focaccia with vegetables that I will never forget. Easy conversation and relaxing countryside home with people we would now call friends. Come to Florida and stay with us next time Stefano and Anna!
Read more
Fantastic experience, not to be missed
New York City
Tuscan Cooking Class -Traditional Pasta Menu
Cruiser55756193926, Sep 2026
Fantastic experience, not to be missed
We had a fantastic time at our cooking class with Giacomo and Cristina. Giacomo has such a great passion and knowledge about food - how important it is to use the best quality ingredients possible and how every little detail matters when you want to prepare the perfect dish. We would highly recommend one of his classes and we may go back for the big menu 😋
Read more
Wonderful Tuscan experience
New York City
Tuscan Cooking Class -Traditional Pasta Menu
sherribF9878WD, Sep 2026
Wonderful Tuscan experience
This cooking class was a highlight of our trip - we so enjoyed learning about the intricacies of making pasta and Tiramisu - it is a true art! Chef Giacomo is also a sommelier so we were able to enjoy the best wines with each dish - perfecto! This will be one of our favorite memories of Tuscany!!
Read more
This tour was great. It...
New York City
Montepulciano: Cinta Senese Farm Tour, Food Tasting & wine
David_G, Sep 2026
This tour was great. It...
This tour was great. It introduced us to farm life in Italy and gave us an opportunity to mingle with and learn the history of the Cinta pigs. They were very gracious hosts and made us a lunch that was delicious and completely harvested from their farm
Read more
Best Pasta
New York City
Montepulciano: Pasta & Tiramisu Class in a Local Home by Cesarine
David_G, Sep 2026
Best Pasta
Barbara is a great host and teacher. Highly recommend this event as we learned some very helpful techniques and critical steps to making truly authentic pasta. We enjoyed our conversation and the meal that we were able to make with Barbara's guidance.
Read more
A Truly Unforgettable Taste of Tuscany
New York City
Montepulciano: Cinta Senese Farm Tour, Food Tasting & wine
broker40, Sep 2026
A Truly Unforgettable Taste of Tuscany
Our visit to Roberto’s Cinta Senese farm was one of the most memorable experiences of our trip to Tuscany. Walking through the beautiful countryside, meeting the pigs, and learning about how they are raised made the visit feel authentic and very special. The meat cheese, and wine flowed generously, and Roberto made us feel completely welcome.One of us may have embraced the generous Tuscan hospitality and Roberto’s wonderful wine a little more than the others! Roberto could not have been kinder or more gracious. He went above and beyond to help make sure we returned safely and comfortably to our car, which I truly appreciated.We left with wonderful memories, a great story, and enormous gratitude for Roberto’s warmth and genuine hospitality. We highly recommend this experience although you may want to pace yourself with the wine!
Read more
Amazing
New York City
Montepulciano: Winery Tour & Tasting Experience
karen18182019, Sep 2026
Amazing
Luciano our guide was fabulous. Very knowledgeable and could tell very passionate about the winery and his job. We learned a ton about wine. We loved it
Read more
A great way to spend the...
New York City
Horseback riding in Montepulciano Tuscany, lunch on the farm
Frazier_P, Sep 2026
A great way to spend the...
A great way to spend the morning/ afternoon. The horseback ride was very calm and nice around the region followed by a delicious lunch sampling some of the products made on the farm along with their wines. Highly recommend.
Read more
Tuscan cooking class
New York City
Tuscan Cooking Class – Traditional 5 course menù
758eveb, Aug 2026
Tuscan cooking class
Giacomo is a chef and sommelier, as well as an organic farmer with vineyards and olive trees. He is passionate about food and sharing his knowledge of cooking, stressing the importance of high quality ingredients. He shared traditional recipes from his grandmother and researched authentic Tuscan recipes. No cooking expertise is required, but an experienced chef would benefit from the fine points of his technique. We spent 3.5 hours cooking and then 1.5 hours eating food we prepared or watched him prepare. The choice of wine pairings for each course was explained during the meal. So no wine during the class, only coffee was offered. Our family enjoyed his passion and knowledge. The food was delicious. His wife shared with us the pictures taken during the class. Definitely wear comfort shoes. Definitely a worthy experience!
Read more
The best wine experience we had in Tuscany!
New York City
Montepulciano Wine Tasting with typical Tuscan Cold Cuts
DONB_13, Aug 2026
The best wine experience we had in Tuscany!
It was fantastic and so memorable. We'll be back next trip to Tuscany.
Read more
Wine tastic…
New York City
Montepulciano: Winery Tour & Tasting Experience
GarethM249, Jul 2026
Wine tastic…
This was a great introduction to local wines and traditions. The guide was very informative & engaging and of course the setting was incredible. Highly recommend.
Read more
Wine and Lunch
New York City
A Classic Tuscan Winery with Lunch in Montepulciano
Marianna_C, Jul 2026
Wine and Lunch
This was a fun experience. Great wine and a lunch was delicious! Staff were very friendly. Worth a visit.
Read more
Fun, educational, and delicious!
New York City
Tuscan Cooking Class – Traditional 5 course menù
HammerDownHanna, Jul 2026
Fun, educational, and delicious!
An unforgettable experience! I learned so much about how to properly cook beautiful Italian dishes. Chef Giacomo shared and taught his grandmother’s recipes and techniques. He really cared about making sure we understood and prepared our dishes correctly. We then got to enjoy our 5 course dinner with wines expertly selected to pair with each. HIGHLY RECOMMEND!
Read more
Magical horseback experience.
New York City
Horseback riding in Montepulciano Tuscany, lunch on the farm
johanas601, Jul 2026
Magical horseback experience.
I recommend this experience 100%, the horseback ride in a magical setting with an extremely welcoming host, plus a wine tasting at the end was fantastic!
Read more
Villa Svetoni is an outstanding boutique resort that perfectly captures the beauty, hospitality, and charm of Tuscany.
New York City
A Classic Tuscan Winery with Lunch in Montepulciano
arberu, Jul 2026
Villa Svetoni is an outstanding boutique resort that perfectly captures the beauty, hospitality, and charm of Tuscany.
We stayed at Villa Svetoni for a week in early July, and it was everything we hoped for in a Tuscan getaway. As a small boutique resort, it offers an intimate and peaceful atmosphere while delivering a truly luxurious experience.Our loft-style room was impeccable, with beautiful views of the surrounding countryside. From the restored architecture and authentic Tuscan character to the premium amenities, every detail felt thoughtfully curated. It was exactly what you would envision for a stay in the heart of Tuscany.The pool elevated the experience even further. Set among olive trees, it was both beautiful and tranquil. The loungers were generously spaced, allowing for plenty of privacy, and the attentive poolside service ensured we were always well taken care of.The hospitality deserves special recognition and simply cannot be overstated. Every member of the team was genuinely kind, welcoming, and eager to help. Whether we needed recommendations for wineries, restaurants, or nearby towns, they always took the time to offer thoughtful suggestions with genuine enthusiasm. Their warmth and sincerity made us feel less like guests and more like friends, and it was the defining part of our stay.The location is another major strength. Villa Svetoni is just a short drive from Montepulciano, and visiting the town truly completes the Tuscan experience. It is also conveniently located for exploring other charming hill towns, vineyards, and excellent restaurants throughout the region.
Read more
relaxing weekend
New York City
Montepulciano Wine Tasting with typical Tuscan Cold Cuts
paololR5524NG, Jul 2026
relaxing weekend
fabulous weekend, beautiful structure with every type of comfort, professional and super available staff, I highly recommend the experience of tasting their exquisite wines, tranquil environment and breathtaking to say the least
Read more
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