Private Tour
Wine and olive oil tastings with the locals
Overview
Available languages
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
52 reviews
Total reviews and rating from Viator & Tripadvisor
You Got To Do This - Amazing Day!
kimtX6351BT,Apr 20, 2026
- Review from Tripadvisor
5.0010 stars and more!! Debora is the best tour guide - full of knowledge, insight, and as a local is able to share valuable information about the area and the history - so wonderful! I love that she partners with small local farmers and provides fantastic first hand information and the Wine and Olive Oil are AMAZING! You’ll want to book a tour and enjoy a day of laughter and learning!
You Gotta Do This - Amazing day!
Kim T,Apr 20, 2026
- Review from Viator
5.00By far the best experience from our time here in Cortona! Debora was SO AMAZING! We learned so much about the area, the history and the process for wine making and olive oil production. The local small farmers she partners with were fantastic and the wine and olive oil was the best! Highly recommend if you want to enjoy a day laughing, learning, and loving the Tuscany valley and the great products produced here!
Best Tour Guide Ever!
Q7094DQjonathanb,Mar 29, 2026
- Review from Tripadvisor
5.00We did the Brunello tour with Debra and it was one of, if not, the highlight of our vacation in Tuscany! From the pick up at our hotel in the morning she was so personable and knowledgeable of the area, taking time to point out the different types of soils and how they can affect the taste and harvest of the grapes. We saw three different vineyards in Montalcino, all of which were stunning. Debra had a personal relationship with all the vineyard owners and it felt so much more like going to have a few glasses of wine with old friends. Rather than going into a large commercial winery and being pushed to buy wine. We ended up purchasing wine from all 3 vineyards we visited, but it was because WE wanted to. We never felt pressure to purchase anything. Debra also had fantastic knowledge of the surrounding areas and towns. She gave us fabulous restaurant, wine, etc recommendations for our next stop on trip too! We will absolutely be recommending Debra to any of our friends who will be visiting Italy. Her husband also teaches cooking classes. We were sad we were unable to attend one due to our schedule but it sounded fantastic! When we return to Italy, we will certainly be repeat customers of Debra’s! 10/10, Five Stars, Cannot recommend highly enough!
We travelled to 3 vineyards - all uniquely different. Great experience at all of them. Be prepared to enjoy your time!
Meghan B,Mar 10, 2026
- Review from Tripadvisor
5.00Deborah is one of the kindest, most thoughtful and knowledgeable person I have ever met. Highly recommend anything she offers. She represents the heart of Italy!! Love her!
Authentic, delicious and dreamy Tuscan experience!
brandymeierhofer,Nov 23, 2025
- Review from Tripadvisor
5.00You 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
5.00This 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
5.00Debora 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
5.00Deborah 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
5.00Our 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
5.00Our 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.
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Operated by A bite of Tuscany di Debora Mazzierli