The 15 best things to do in Arezzo (November 2026)

The ranked list

1. 

   1. Tour of the vineyards and tasting of Evo wines and oil in Tuscany

   Outty Ranking84

   A unique experience in a Tuscan company nestled among the vineyards of Chianti Colli Aretini. The company is located near a splendid Renaissance Villa from 1558, whose history is told. A unique experience for wine lovers. Exceptional at 84/100, 4.9/5 from 107 traveler reviews, 1.5h from $43, free cancellation.

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2. 

   2. Wine and olive oil tastings with the locals

   Outty Ranking83

   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 !!! Exceptional at 83/100, 5.0/5 from 80 traveler reviews, 8h from $296, free cancellation.

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3. 

   3. Cellar Tour & Wine Tasting

   Outty Ranking83

   At Vini di Toscana we organize private tours for small and big groups. Each tour includes the visit to our cellars and vineyard in the beautiful location of Villa Fabbriche and fine Tuscan wines and food tasting. An expe. Exceptional at 83/100, 5.0/5 from 43 traveler reviews, 3h from $57, free cancellation.

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4. 

   4. Brunello Wine Tour and Val D'Orcia Landscape

   Outty Ranking82

   I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where they will call you by name and not by number.... Private experience for real. My English is quite. Exceptional at 82/100, 5.0/5 from 101 traveler reviews, 4h from $251, free cancellation.

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5. 

   5. Hands-On Cooking Class in an Exclusive Kitchen in Cortona

   Outty Ranking81

   This Tuscan cooking class in Cortona takes place in a private, chef-designed kitchen inside an elegant historic palazzo—an exclusive space created for guests who want authenticity, comfort, and impeccable cleanliness. Yo. Exceptional at 81/100, 4.9/5 from 86 traveler reviews, 4h from $205, free cancellation.

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6. 

   6. Cooking class in Tuscan Villa near Cortona

   Outty Ranking79

   You will be welcomed by the chef and the owner in a familiar and friendly atmosphere. In addition to the cooking school we will listen to Italian music accompanied by good wine! During a short interval, the owner will pr. Strongly Recommended at 79/100, 5.0/5 from 30 traveler reviews, 5h from $146, free cancellation.

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7. 

   7. Private Tour: Montalcino Wine Tasting Experience

   Outty Ranking79

   Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this extraordinary wine. Strongly Recommended at 79/100, 5.0/5 from 71 traveler reviews, 8h from $455, free cancellation.

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8. 

   8. Personal Chef - Cooking class at your villa

   Outty Ranking79

   I’m a Tuscan born based in Val d’Orcia. I love simple, authentic, tasty food. I’ve been cooking for more than 20 years and I’ve managed one of the more populat restaurant of the area till 2022. Now I’ve decided to provid. Strongly Recommended at 79/100, 5.0/5 from 43 traveler reviews, 3.5h from $171, free cancellation.

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9. 

   9. Cortona - Easy guided eBike tour around the Etruscan City.

   Outty Ranking79

   - Departure is guaranteed with 4+ guests. - We have discount codes for each booking—contact us before you book. - Contact us before if you have to have childrens. - This is a bike tour, so it’s important that you feel co. Strongly Recommended at 79/100, 5.0/5 from 70 traveler reviews, 2h from $168, free cancellation.

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10. 

    10. Cortona - eBike tour and wine tasting in the Val di Chiana [+40€]

    Outty Ranking78

    - Guaranteed departure with 4+ guests. - This is a bike tour, so it’s important that you feel confident riding for your safety and the group’s. Please contact us before booking to avoid any issues during the tour. This. Strongly Recommended at 78/100, 4.9/5 from 45 traveler reviews, 5h from $213, free cancellation.

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11. 

    11. Oil museum and oil mill in Tuscany: tour and tasting

    Outty Ranking76

    A large theme park dedicated to oil in the heart of Tuscany: this is SuprEvo! Come and discover a completely new, interactive, sensorial, immersive and multimedia museum suitable for all ages. Let yourself be taken on a. Strongly Recommended at 76/100, 4.8/5 from 23 traveler reviews, 1h from $23, free cancellation.

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12. 

    12. Massage center. Professional Masseur.

    Outty Ranking75

    Customers can add to their holiday a touch of relaxation and unique well-being, to make their stay special and unforgettable. The massage center stands out for its professionalism and willingness to meet the specific nee. Strongly Recommended at 75/100, 5.0/5 from 59 traveler reviews, 1h from $137, free cancellation.

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13. 

    13. Pecorino Cheese and Brunello Tasting Tour in Tuscany

    Outty Ranking75

    Discover the rich flavors of Tuscany on this immersive food and wine tour. Begin your day at a family farm in Pienza, renowned for its pecorino cheese, where you'll explore the grounds and enjoy a cheese tasting featurin. Strongly Recommended at 75/100, 5.0/5 from 20 traveler reviews, 9h from $375, free cancellation.

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14. 

    14. Private tasting of organic wines in the cellar in Arezzo

    Outty Ranking74

    Our cellar has a century of history, it is located in the urban fabric a short distance from the center of Arezzo, reachable by car in a few minutes and connected by public transport. All our products are organic. We rec. Strongly Recommended at 74/100, 5.0/5 from 16 traveler reviews, 1.5h from $36, free cancellation.

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15. 

    15. Private Wine Tasting at Your Villa in Umbria & Tuscany

    Outty Ranking73

    Imagine spending a relaxing evening with friends or family, surrounded by the beautiful landscapes of Umbria or Tuscany, while a professional local sommelier comes directly to your villa for a private wine tasting. No d. Strongly Recommended at 73/100, 5.0/5 from 17 traveler reviews, 2h from $80, free cancellation.

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Traveler ratings are provided by Viator and Tripadvisor. The Outty Ranking is our own independent evaluation. How the ranking works.

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