Wine and olive oil tastings with the locals

Recommended by 100% of travelers

Arezzo, Italy

Great choice

5+ bookings last month.

8 hours (approx.)
Pickup offered
Mobile ticket
Offered in: English

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Overview

Spend a full day visiting the family-run wineries and olive oil producers that surround Cortona—hidden gems that are tricky to find without a local connection. A guide drives you and your group between estates where you taste wines and extra-virgin olive oil, tour vineyards and aging rooms, and speak directly with the people who make them.

Visit family-run Cortona estates beyond the typical tourist circuit
Take a break from city sightseeing, with a full day in the Tuscan countryside
Forgo generic group tours for a private experience tailored to you
Hotel pickup and drop-off in Cortona keeps the day hassle-free

What's Included

Alcoholic Beverages

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

Meeting and Pickup

Pickup points

Select a pickup point

Pickup details

I pick the customers at their location

Operating hours
.9:30 am

What To Expect

Additional Info

Confirmation will be received at time of booking
Not wheelchair accessible
Stroller accessible
Service animals allowed
Near public transportation

Infant seats available
Not recommended for travelers with back problems
No heart problems or other serious medical conditions
This is a private tour/activity. Only your group will participate

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Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)

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Gallery picture 3 (from a traveler's review)

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Gallery picture 5 (from a traveler's review)

Featured review

Kim_T

By 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!

Reviews

5.0

based on 63 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

An Unforgettable Day of Wine, History, and Spectacular Views!

Paul_M, May 2026

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!

Debora is a fantastic guide!

Steven_A, May 2026

Debora’s personal connections add depth and insight to the tour. She is very knowledgeable and personable. Debora gets access where others don’t. The tour was excellent.

Debora is an outstanding...

Michael_W, May 2026

Debora is an outstanding tour guide. She takes you to farms and wineries you could never visit on your own. She gives you much background on the places you are visiting and provides much insight into life in Italy and the region you are visiting. Extremely knowledgeable and personable.

A Fabulous Dat in Tuscany

Steven_B, May 2026

This was the most fabulous wine tour imaginable! Deborah was splendid. Her knowledge was superb and the experience was incredible. She took us to 3 small vineyards i the Cortoa area. Local winemakers with a care for craft wines and olive oils. She went above and beyond what I expected, spending a full day with us teaching and sharing the art of wine tasting. She drove us around the countryside, sharing the beauty of the area. I cannot express how much we enjoyed this experience. THANK YOU DEBORA.

Unique and immersive experience

Gale_P, May 2026

This was a personal experience and so much more than we expected. Deborah was kind, knowledgeable and gave us such a unique experience we could not have had with anyone else. To walk the vineyards and olive groves and meet the winemakers made it so very special. We will be back and looking her up!