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Must-do experiences
Montalcino: Olive Oil Mill Tour & Tasting with Local ProducerStep inside a working olive oil mill in Montalcino, taste award-winning EVOO with fresh bread, and learn from local experts. Includes tasting and direct purchase.Every day · 10:30, 13:00 and 16:00 · All ages★ 4.97 (141)1h 30mEN · IT · ES✓ Free cancellationfrom€ 70per person
Chianti Classico: Organic Winery Tour & Wine TastingOrganic winery between Radda and Panzano with guided vineyard walk, cellar tour, and tasting of five wines with local cheeses and house olive oil. Small groups, 21+.Every day · 10:30 and 14:30 · Ages 18–80★ 4.90 (136)2hEN · IT · FR✓ Free cancellationfrom€ 40per person
Greve in Chianti: Organic Winery Tour & Wine TastingSmall family winery in Greve in Chianti with organic Sangiovese vineyard, cellar tour, and wine tasting paired with local cheese and salami. Groups under 15.Every day · 11:00 and 15:00 · Season until 30 Nov · All ages★ 4.72 (127)1h 30mEN · IT✓ Free cancellationfrom€ 50per person
Recommended (7)
Chianti: Montefioralle Winery Tour & Wine Tasting with Snacks★ 4.23 (104)1h 15mEN · ITfrom€ 35per person
Lowest price (6)
Montalcino wine tasting: 6 Brunelli with gourmet bitesTaste 6 organic Brunelli wines from Montalcino paired with homemade gourmet bites at a guided tasting.Mon–Sat · First departure 12:00, last 16:00 · All ages★ 4.82 (11)1h 30mEN · IT✓ Free cancellationfrom€ 70per person
Radda in Chianti: Wine Tasting, Cellar Tour & Tuscan LunchFull-day Chianti wine experience in Radda with cellar tour, wine tasting, and three-course Tuscan lunch. Family-owned estate with vineyard views.Thu–Sat · 12:00★ 4.58 (12)2hEN · IT✓ Free cancellationfrom€ 79per person
Montalcino: Brunello Wine Tasting & Vineyard TourMontalcino winery tour with 6 wines, biodynamic vineyard walk, and paired gourmet bites. Includes cellar visit and tasting room experience.Mon–Sat · 11:00, 14:30 and 15:00 · All ages★ 5.00 (18)2h 30mEN · IT✓ Free cancellationfrom€ 80per person
Montalcino Brunello Wine Tasting & Tuscan LunchTaste six Brunello wines paired with handmade pasta and local cheese at Paradiso di Cacuci, a family winery in Montalcino's hills, guided by expert sommeliers.Every day · 12:00 and 14:00 · From age 18★ 4.94 (17)1h 30mEN · IT✓ Free cancellationfrom€ 98per person
Radda in Chianti: Private Cooking Class & Wine TastingPrivate cooking class at a Tuscan farmhouse in Radda in Chianti. Learn handmade pasta, taste local wine and olive oil, enjoy a three-course meal.Every day · 10:00 · All ages★ 5.00 (12)3hEN · PT · IT · FR✓ Free cancellationfrom€ 152per person
Chianti e-bike tour: Wine tasting and abbey in one dayPedal through Chianti villages and vineyards on an e-bike tour with a live guide, stopping at an 11th-century abbey and a working winery for four wines and lunch.Every day except Tuesday · 09:00 · From age 12★ 5.00 (20)6hEN · IT✓ Free cancellationfrom€ 280per person
Chianti at a glance ✓ 2026-10-29
- Most booked: Montalcino: Olive Oil Mill Tour & Tasting with Local Producer, € 70 (1h 30m, 4.97★ · 141).
- Top rated: Chianti Classico: Organic Winery Tour & Wine Tasting, € 40 (2h, 4.90★ · 136).
- Best value: Greve in Chianti: Organic Winery Tour & Wine Tasting, € 50 (1h 30m, 4.72★ · 127).
Of the 54 experiences: 48 with free cancellation, 47 with instant confirmation, 7 with hotel pickup and 35 bookable last-minute.