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Must-do experiences
Arezzo: Chianti Wine & Oil Tasting at Renaissance VillaTuscan winery tour near Arezzo with vineyard walk, 4-wine tasting, local charcuterie and award-winning olive oil. Small groups, weather permitting.
- 107 reviews
- 4.87★
- Duration
- 1h 30m
- start times · Mon–Fri
- 4
Brunello Wine Tour Tuscany: Private Small-Winery TastingsPrivate Brunello wine tour in Tuscany with tastings at small wineries, English-speaking guide and hotel pickup included. You're known by name, not by number.
- 101 reviews
- 5.00★
- Duration
- 4h
Tuscan Cooking Class in Cortona: Pasta & Wine PairingLearn to make handmade pasta, traditional sauces and Tuscan dishes in a private palazzo kitchen in Cortona, with lunch and local wine pairings included.
- 86 reviews
- 4.94★
- Duration
- 4h
- start times · Every day
- 2
Recommended (7)
Montalcino wine tasting tour: Private guide, Brunello estates
- 71 reviews
- 5.00★
- Duration
- 8h
Cortona eBike tour: 3 hours, electric assist, movie locations
- 70 reviews
- 5.00★
- Duration
- 2h–3h
Cortona eBike tour: Val di Chiana with wine tasting option
- 45 reviews
- 4.91★
- Duration
- 5h–6h
Wine Tasting at Villa Fabbriche: Cellar Tour & Tuscan Food
- 43 reviews
- 4.98★
- Duration
- 3h
Cooking class at your villa in Montepulciano: Make fresh pasta
- 42 reviews
- 5.00★
- Duration
- 3h 30m
Cooking Class in Arezzo: Make Tuscan Pasta & Wine Pairing
- 41 reviews
- 4.98★
- Duration
- 4h
Lowest price (10)
Valdichiana Wine Tasting: Three Tuscan Wines with a SommelierWalk through a Tuscan vineyard in Valdichiana, then taste three world-known Italian wines paired with local sausages and cheese.
- 10 reviews
- 4.90★
- Duration
- 2h
- Every day
- 14:30
Wine & Oil Tasting in Arezzo: Vineyard, Cellar & Local FoodTaste wines and organic oil at a family-run Arezzo winery with vineyard tour, cellar visit and local charcuterie. Live guide in English or Italian.
- 25 reviews
- 4.80★
- Duration
- 1h–3h
- start times · Every day
- 11
Private Wine Tasting at Your Villa in Umbria & TuscanyA sommelier brings curated Umbrian or Tuscan wines to your villa for a private tasting with glasses, snacks and stories: no driving, no crowds.
- 17 reviews
- 5.00★
- Duration
- 2h
- start times · Every day
- 3
Pasta Cooking Class Arezzo: Make Colorful Tagliatelle & RavioliMake fresh pasta from scratch in Arezzo with natural dyes like spinach and beetroot, then eat what you cooked with wine and bruschetta in a shared meal.
- 25 reviews
- 4.68★
- Duration
- 2h 30m
- start times · Every day
- 2
Arezzo Private Car Rental: Airport Transfers & Tuscany TransferPrivate car with professional driver in Arezzo for airport transfers and day journeys across Tuscany. Modern fleet, water and WiFi included, pickup at arrival gate.
- 29 reviews
- 5.00★
- Duration
- 1h–1d
- Every day
- 08:00
Cooking Class in Cortona: Make Pizza, Pasta & GnocchiLearn to make fresh pasta, gnocchi or pizza from scratch in a Tuscan kitchen at Casa Bellavista near Cortona.
- 10 reviews
- 4.80★
- Duration
- 3h
- Tue
- 11:00
Pasta and Tiramisu Class in Arezzo: Make Two Pasta TypesLearn to roll fresh pasta by hand and make two pasta dishes plus tiramisu in a Cesarina's home in Arezzo, with prosecco and a three-hour hands-on class in English or Italian.
- 13 reviews
- 4.69★
- Duration
- 3h
- start times · Every day
- 2
Cortona e-bike tour: Villa Bramasole, fortress, basilicaRide an e-bike through Cortona with a local guide, exploring Villa Bramasole, Fortezza del Girifalco and the Basilica of Santa Margherita over two to four hours.
- 24 reviews
- 4.83★
- Duration
- 2h–4h
- Every day
- 10:00
Pecorino Cheese and Brunello Tasting Tour in TuscanyNine-hour tour of Pienza and Montalcino with private transport, six-variety cheese tasting at a family farm, three-course lunch paired with Brunello wine.
- 19 reviews
- 5.00★
- Duration
- 9h
- Every day
- 09:30
Brunello wine tour from Cortona: Two Montalcino wineriesFrom Cortona, a full-day wine tour through Montalcino and Val d'Orcia with two winery tastings, lunch at a historic estate, and an English-speaking driver.
- 26 reviews
- 4.65★
- Duration
- 6h–8h
- Every day
- 08:30
Arezzo at a glance ✓ 2026-11-03
- Most booked: Arezzo: Chianti Wine & Oil Tasting at Renaissance Villa, € 38 (1h 30m, 4.87★ · 107).
- Top rated: Brunello Wine Tour Tuscany: Private Small-Winery Tastings, € 220 (4h, 5.00★ · 101).
- Best value: Tuscan Cooking Class in Cortona: Pasta & Wine Pairing, € 180 (4h, 4.94★ · 86).
Of the 53 experiences: 52 with free cancellation, 44 with instant confirmation, 12 with hotel pickup and 31 bookable last-minute.