Top picks for Cortona Experiences

Discover 29 Experiences in Cortona on Trip.com, updated January 24, 2026, with experiences lasting from 1 to 10 hours. Find the perfect adventure for your day!

From EUR 6.65 per person, with an average total of EUR 81.35. Choose the option that suits your plan.

With 2.048k verified reviews, Experiences Cortona boast an average rating of 4.8.

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: "Half Day E-bike tour To highlights around Cortona", a 3-hour adventure in Cortona!

The next available day tour departs on January 25, 2026. Book now to secure your spot!

Cortona Experiences usually take about 3 hours — perfect for a relaxed, immersive experience!

83% 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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29 results for Cortona Experiences

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Reviews/Trip Moments

Reviews: Cortona: Journey Through Time
Guest User2026-01-03
A wonderful tour of the past, from the farmyard to the house, passing through the cellar. The tractor collection is stunning. An exceptional guide who knew how to engage us.
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: Wine Tasting and Winery tour
Guest User2025-09-05
Fantastic experience! Leon toured us through the property, cellar and into the tasting room where we tasted his delicious wines! The Rose of Cab Franc sparkling was outstanding and the color is beautiful. His two small daughters who ‘help’ are adorable. Highly recommend!
Best Contact Center 2024 - Bronze
Best Contact Center 2024 - Bronze