Private Tour

Wine and olive oil tastings with the locals

Overview

Available languages

English

8 hours

Mobile ticket

For a personal experience in Tuscany, visiting local family businesses, tasting their products, tasting their wines and olive oil

And at the end of the day , feel like be part of their family !!!

Additional Info

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Specialized infant seats are available

Not recommended for travelers with spinal injuries

Not recommended for travelers with poor cardiovascular health

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

What To Expect

We will visit local family businesses, tasting their products, drinking their wines and extra vergine olive oil . We will learn history of Cortona and the area around.! We will talk directly with the wine makers , seeing the vineyards, fermentation and aging room. Learning how to make wine and olive oil, felling the passion these families has for these antique activities . We will listen their stories and knowledges they have learned from generations. The experience is very unique!

What‘s Included

It’s included picking up from your hotel in Cortona, guided tour,wine and olive oil tasting

Pickup points

Select a pickup point

Options

Wine and olive oil tastings with the locals

Pickup included

Reviews

5.00

49 reviews

Total reviews and rating from Viator & Tripadvisor

Authentic, delicious and dreamy Tuscan experience!
brandymeierhofer,,Nov 23, 2025
- Review from Tripadvisor
5.00
You simply can’t know a real Tuscan experience unless you’re guided by someone like Debora and good luck finding someone like her! She’s down to earth, intelligent and makes you feel like you’ve known her for years within the first 10 minutes. We had a literal dream of a day spent with her, learning and seeing some of the most unique and exquisite sites, bites and beautiful people where she connected us.
If you’re considering this.. do it!
M9754YFbrittanys,,Nov 22, 2025
- Review from Tripadvisor
5.00
This was hands down the best day of our entire Italy trip! The tour through the Brunello region was absolutely unforgettable. Every stop felt thoughtful and special—from the stunning vineyards to the warm hospitality everywhere we went. The wine tastings were incredible (I’ll be dreaming about those Brunellos for a long time), and the balsamic vinegar and olive oil we tried were out-of-this-world AMAZING. You could truly taste the passion and craftsmanship behind everything. I couldn’t recommend this tour more. If you’re visiting Italy and want an experience that’s beautiful, delicious, and genuinely memorable, this is the one!
Best day in Tuscany.
lauramA2364MQ,,Nov 21, 2025
- Review from Tripadvisor
5.00
Debora is amazing! This was our first trip to Tuscany and we can’t wait to go back. We saw more and experienced more spending one day with Debora than we had several days previously. Debora personalizes your experience to your interests and desires. We were unsure exactly what we wanted to see and so she was able to give us information on the area and every idea she shared with us sounded amazing and ended up being amazing. Her knowledge of not only Tuscany but all of Italy helped us understand the history of this beautiful country. The day was also super fun. We tasted cheese, wine, bread, olive oil and amazing pasta from this region as well as some great gelato. Whether this is your first trip to Italy or not, Debora can customize your trip and I can only imagine the wonderful memories that will be yours to share with friends and family.
Excellent tours!
Passport616332,,Nov 20, 2025
- Review from Tripadvisor
5.00
Deborah was a great tour guide, went above and beyond the scope of the tour and all four of us truly enjoyed our day. She was also very helpful with other things to do in the area, great restaurants to eat at and awesome suggestions. I would highly recommend her tours!!
A Perfect Day in Montepulciano — Outstanding Wine, Exceptional Hospitality, and Authentic Tuscan Craftsmanship
Michael S,,Nov 20, 2025
- Review from Tripadvisor
5.00
Our Wine, Cheese, and Olive Oil Tour in Montepulciano was excellent. The hosts greeted us as soon as we got there, setting the mood for the whole trip. Everything looked great, took its time, and stayed true to what makes this area unique. The wine tastings stood out—full-bodied, expressive wines that captured Montepulciano's essence. Each serving came with clear, well-thought-out explanations to help us understand the history, skill, and attention that go into every bottle. The cheeses impressed us just as much, from soft and mild to aged and layered, each carefully selected and matched with the wines. The olive oil tasting blew us away. When we tried fresh local oils, we realized how deep and complex real Tuscan craftsmanship can be. Our hosts told us about growing and pressing methods that brought each sample to life, giving it meaning and personality. What stuck with us was how real it all felt. Nothing seemed mass-produced or hurried. Instead, we got an authentic look into the food, land, and way of life in Montepulciano. The place looked like a postcard; we could take our time, and everyone was friendly and took care of us from start to finish. I'd tell anyone going to Tuscany to take this tour. It doesn't matter if you're into wine, love local food, or want a great day out in one of Italy's prettiest spots. From beginning to end, it was enjoyable.
A Perfect Day in Montepulciano — Outstanding Wine, Exceptional Hospitality, and Authentic Tuscan Craftsmanship
Passenger41678774399,,Nov 20, 2025
- Review from Tripadvisor
5.00
Our Wine, Cheese, and Olive Oil Tour in Montepulciano blew us away. Right when we got there, the hosts greeted us with such warmth that it set the mood for the whole day. Everything was laid out, with no rush, and steeped in the traditions that make this area so unique. The wine tastings were the best part—full-bodied, expressive wines that captured the essence of Montepulciano. Each serving came with clear, insightful explanations to help us understand the history, skill, and attention that go into every bottle. The cheeses were just as impressive, from soft and mild to aged and rich, each one chosen and matched with the wines. The olive oil tasting blew us away. Trying fresh local oils showed us how deep and complex authentic Tuscan craftsmanship can be. Our hosts told us about growing and pressing methods that brought each sample to life, giving it meaning and personality. The thing that hit home was how genuine it all felt. Nothing seemed rushed or like a sales pitch. Instead, we got a real look into the food, land, and way of life in Montepulciano. The place was beautiful, we took our time, and everyone was friendly and looked after us the whole way through. I'd suggest this tour to anyone checking out Tuscany—no matter if you're into wine, love local food, or want a great day in one of Italy's prettiest spots. It was awesome from beginning to end.
The beautiful food, wine & history of Tuscany
Jennifer S,,Oct 25, 2025
- Review from Tripadvisor
5.00
This was our second time in Tuscany with Debora and she is an amazing guide. She takes the time to understand what you most want out of your time in this beautiful region of Italy. We experienced a cheese farm, olive oil tastings and wine mixed in with the history and culture of amazing Tuscan cities of Pienza and Montepulciano.
Best Tour!
danmF785IB,,Oct 20, 2025
- Review from Tripadvisor
5.00
Our tour of Tuscany with Debora was one of the highlights of our trip to Italy. We spent the day visiting one of a kind wineries and touring amazing villages, all while learning the history of the region. I can’t imagine a future trip to Tuscany without meeting Debora again, she is amazing!
Absolute BEST guide!
Global32932685190,,Oct 15, 2025
- Review from Tripadvisor
5.00
We went on a few different tours during our trip to Italy and Deborah is absolutely the best tour guide by far!. She is so knowledgeable of the wines and oils...but also her knowledge of the history of Italy is outstanding! It was our best day of our 12 day trip. She is so personable and kind as well. Do yourself a favor and book with Deborah. We will be calling her on our next trip, no doubt!
Unforgettable Italian Wine Experience
T2280XOsusanr,,Oct 14, 2025
- Review from Tripadvisor
5.00
The wine and olive oil tour with Deborah was great, informative and tons of fun! Thanks for providing such a wonderful and memorable experience!