Top picks for Cortona Experiences

Discover 28 Experiences in Cortona on Trip.com, updated January 23, 2026, with experiences lasting from 1 to 10 hours. Find the perfect adventure for your day!

From CAD 10.76 per person, with an average total of CAD 114.67. Choose the option that suits your plan.

With 1.923k verified reviews, Experiences Cortona boast an average rating of 4.7.

This week's most popular Experiences: "Wanna Be Italiano - The original Cooking Class & Market Tour in Florence", with 1.549k reviews and a 4.9 rating.

Now on Trip.com: "Tuscan Art and Countryside Tour: 1-day tour to Arezzo + Cortona", a 7-hour adventure in Cortona!

The next available day tour departs on January 24, 2026. Book now to secure your spot!

Cortona Experiences usually take about 7 hours — perfect for a relaxed, immersive experience!

85% of Cortona Experiences now offer English-speaking guides

January is perfect for visiting Cortona! Choose from Experiences available day tours, including seasonal hits like Wanna Be Italiano - The original Cooking Class & Market Tour in Florence.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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28 results for Cortona Experiences

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Reviews/Trip Moments

Reviews: Tour through the vineyards and wine and olive oil tasting in Tuscany
Guest User2025-10-17
Fantastic, interesting, and very detailed wine tour. The tasting was perfect, with excellent hand-picked wines. The 2025 olive oil is the best I've tasted up to that point. Highly recommended! We'll be back, we promise! Pia
Reviews: Winery tour and wine, cheese & charcuterie tasting
Guest User2025-06-12
Lovely vineyard with impressive wines. Great attention to detail. As a gardener, I was also impressed with the many flowers planted throughout the property. The owner, Leon, is very knowledgeable and involved in every aspect of his winery. I would highly recommend. Take a day trip from Rome or Florence to have a wine tasting, then spend the rest of the day in nearby Orvieto.
Reviews: Best Winery with Restaurant and wine tasting from Florence
Guest User2025-10-17
We recently returned from our destination stay at Torciano. This was by far my husband and my trip of a lifetime. Unlike many travelers we met at Torciano’s Hotel Vecchio Asilo, we stayed 9 nights and spent the majority of our time at the winery (aside from day trips to Florence & San Gimignano). We are already planning our return trip in 2026. We started out as tourists and felt we left like members of the family. In what felt like too short a visit, we got to know so many family and staff members who were the primary reason we absolutely loved our trip. Believe it or not, the wine was secondary and the wine is AMAZING. Just to name a few individuals who made our trip special- Alberto, Luciano, Pietro, Lorenzo, Fabrizio, Simone, Amin, Ida, and Mikela. There were more who welcomed us each day and we forgot to get their names. Also, we felt super fortunate to meet Emanuele and Pierluigi of the Giachi family as well, as we were pleasantly surprised when Pierluigi drove us back to the hotel early in our stay! Talk about hands on in the family business and what an honor it was to meet one of the 13 generations of winemakers who is carrying on the family legacy. The wine and food. WOW! Having an extended stay, I think we got to sample almost all the wines produced by Torciano. I can honestly say that we loved almost all of them! What amazed us most was the quality of the wine and minimum sulfites added that we NEVER got a headache and we drank a lot more wine than we care to admit. The superb pairing of wines to food was simply delectable! They even were so accommodating as to switch up the menus so we didn’t get bored with the offerings. As a wanna-be foodie I said I’d hug the chef if I could and they even brought the chef out so I could speak with him!!! The wines, oils, balsamic vinegar etc. are all “must try”! We also enjoyed many of the experiences offered at Torciano and will definitely do them again. We did truffle hunting, a helicopter ride, cooking class and various wine tastings as well as utilized their private drivers to go to Florence and San Gimignano. The hotel was a beautiful, clean, cozy boutique hotel located about a 15 minute walk (or book their shuttle service) to the winery The staff at the hotel were AMAZING and we truly enjoyed the breakfast each morning and the wonderful views outside our room. We will definitely be staying there again too. Our only complaint was the mattress was too hard (and we put that in our feedback). Our advice- spend more than a day and immerse yourselves into the whole experience and take the time to get to know the people behind the amazing wine. You’ll make memories of a lifetime while indulging in the best wine and food you’ve ever had!
Best Contact Center 2024 - Bronze
Best Contact Center 2024 - Bronze