Recently Viewed
Tuscany Tour: Local Family Business Experience
For an authentic experience in Tuscany, explore local family-run businesses, savor their products, and enjoy their wines and olive oil. By the end of the day, you’ll feel like part of their family!
For an authentic experience in Tuscany, explore local family-run businesses, savor their products, and enjoy their wines and olive oil. By the end of the day, you’ll feel like part of their family!
Duration:
8 hours
Cancellation:
24 hours
Highlights
-
Camucia Cortona - Participants will explore local family businesses, sampling their products, and enjoying their wines and extra virgin olive oil. They will delve into the history of Cortona and its surroundings.
They will engage directly with the winemakers, observing the vineyards, fermentation, and aging rooms. Participants will learn the art…
-
Camucia Cortona - Participants will explore local family businesses, sampling their products, and enjoying their wines and extra virgin olive oil. They will delve into the history of Cortona and its surroundings.
They will engage directly with the winemakers, observing the vineyards, fermentation, and aging rooms. Participants will learn the art of wine and olive oil production, experiencing the passion these families have for these traditional crafts.
They will hear stories and wisdom passed down through generations. This experience is truly unique!

What's Included
- Alcoholic beverages
- Alcoholic beverages
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
5.0
(80 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Sue_p
Sep 16, 2026
A perfect day in wine country! - Such a fun day yesterday! 🍷 We spent the day with our wonderful guide, Deborah, visiting three beautiful wineries, each with amazing views and its own special charm. We tasted some incredible wines paired with delicious food, and Deborah shared so much about the winemaking process and the history of the area. We learned a lot, laughed a lot, and just had the best time. Definitely one of those days in Italy we’ll remember! 🇮🇹❤️ Cin Cin!
Review provided by Viator
Kellysb1358ok
Sep 10, 2026
Wonderful day in Tuscan wine country! - Truly so much more than we had hoped for! Debora is an excellent guide whose passion for her work shows through. Her knowledge is incredible and shared while you laugh and learn. The scenery is beautiful and she gives you a mini history lesson of the area throughout the day. It was a great day and you feel like you have just made a good friend! We will definitely book another day with Debora when we return.
Review provided by Tripadvisor
Crisgol1
Sep 6, 2026
Amazing Experience!!! - Debora, thank you so much. We had a really good time. That was one of the best tours we have ever been on.
Review provided by Tripadvisor
Knlupichuk
Aug 31, 2026
3 time and counting with Deborah ! - This was our 3rd trip to Tuscany with Deborah as our guide ! We have used her with a group of 8 people (2017) , with just my husband and I ( 2024) and now most recently with one other couple joining us in Aug 2026. We continue book Deborah bc she is the absolute best ! She is passionate and extremely knowledgeable about history. She provides great insight and context to every place we visit including the vineyards as she is also a sommelier . Deborah has great relationships with the local vineyards, farms and other sites that she takes her clients to and this sets her apart . Thus particular tour at a local olive oil press was new for us and I’m so glad we did it - definitely a highlight of our trip ! I can’t recommend her enough !
Review provided by Tripadvisor
Ericad969
Aug 26, 2026
Greatest day spent in Italy! - My husband and I spent the day with Deborah having an Italian breakfast (she showed us how to order), tour of the local
Market and then wine tasting. It was BY FAR our favorite experience in Italy. Deborah is amazing: knowledgeable, friendly, warm and so responsive to our interests. The market visit focused on mom and pop booths- tasting amazing food and then collecting samples to bring to our winery visit and tasting. PERFECT DAY! What we wanted was to experience what the locals experience- and Deborah made that happen. This is the must do!
Review provided by Tripadvisor
Explorer227560
Jun 13, 2026
Excellent tour!!! - What a fantastic tour! If you can only do one or two tours in Tuscany, choose Debora. It felt like a good friend brought me to the wineries and olive groves she loves. So many stories from Debora and from the local owners, that made you feel like family. A huge thank you to Debora, I can’t wait for the next time!
Review provided by Tripadvisor
Q9281jqgiorgiop
Jun 12, 2026
the sheep sings - from the sheep or sheep to the excellent cheese, but the tour was excellent in every aspect for the wine tasting, for the food, for the fascinating Tuscany in the Val d'Orcia and Val di Chiana Senese-Aretina region. A dive into oblivion, forgetting for a day the anxiety and stress of everyday life.
Review provided by Tripadvisor
Cella-brate
Jun 8, 2026
The best of everything in Tuscany! - Our day with Debora was an ABSOLUTE highlight of our time in Tuscany. She was warm, down-to-earth, knowledgeable, and so much fun to spend the day with!
From tasting Pecorino cheese at a beautiful family-run sheep farm in Pienza to enjoying Brunello wines and a delicious homemade lunch in Montalcino, every stop was memorable. Montepulciano was the perfect ending to a wonderful day.
We laughed, learned (she is born and raised in the Tuscan region), and had a blast. Highly recommend!
Review provided by Tripadvisor
Pioneer66400323442
Jun 5, 2026
Book it - it will be the highlight of your trip! - I cannot say enough good things about Debora and this tour. Debora is such a warm, friendly, and passionate person, you will love her immediately. She has so much knowledge about history, culture, nature, olive oil, wine, and food and she loves sharing it with her guests. We went to a sheep farm where they make pecorino and sampled 6-7 types of pecorino, we did an olive oil tasting, a wine tasting with lunch, went to Pienza for gelato, and visited the Montepulciano underground. This was one of the most memorable days of our trip. Also, don't forget to book the cooking class with Debora's husband, Ryan!
Review provided by Tripadvisor
Paul_m
May 30, 2026
An Unforgettable Day of Wine, History, and Spectacular Views! - Debora treated us to an amazing day exploring three local organic wineries for wine and olive oil tastings. Her deep knowledge of the region and winemaking added so much value to the experience. She and the winemakers shared the fascinating history of their estates and families, as well as their passion for organic winemaking. At the first stop, the 87-year-old owner joined Debora to give us expert tips on how to properly taste and appreciate each pour.
The drive itself wound past endless rows of grapevines and olive groves, offering great scenic views.
Debora’s close personal connections with the winemakers made the entire day feel incredibly exclusive and deeply authentic.
Highly recommended!
Review provided by Viator