Chianti Wine Tour 32 options
From € 30 · departures between 07:00 and 18:00 · live guides in 6 languages
No experiences match those filters.
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+.
- 136 reviews
- 4.90★
- Duration
- 2h
- start times · Every day
- 2
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.
- 127 reviews
- 4.72★
- Duration
- 1h 30m
- start times · Every day
- 2
Chianti: Montefioralle Winery Tour & Wine Tasting with SnacksSample Chianti Classico vintages at a family-run Montefioralle winery, stroll the vineyards, and enjoy local snacks with a small group. Includes tasting and guided tour.
- 104 reviews
- 4.23★
- Duration
- 1h 15m
- start times · Every day
- 3
Livorno to Chianti: Private Tuscany Wine Tour & PickupStep into the heart of Tuscany from Livorno with a private wine tour, stroll Greve’s piazza, taste Chianti wines, and relax with easy pickup from your ship.
- 92 reviews
- 4.97★
- Duration
- 9h
- start times · Every day
- 7
Montalcino Winery Tour & Wine Tasting ChiantiWalk through Brunello vineyards with views of Montalcino, taste 6 wines seated, learn biodynamic methods. Includes water, snacks and all fees. 4-hour tour.
- 45 reviews
- 4.38★
- Duration
- 1h 45m
- start times · Mon–Sat
- 2
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.
- 20 reviews
- 5.00★
- Duration
- 6h
- Every day except Tuesday
- 09:00
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.
- 18 reviews
- 5.00★
- Duration
- 2h 30m
- start times · Mon–Sat
- 2
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.
- 12 reviews
- 5.00★
- Duration
- 3h
- Every day
- 10:00
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.
- 12 reviews
- 4.58★
- Duration
- 2h
Montalcino wine tasting: 6 Brunelli with gourmet bitesTaste 6 organic Brunelli wines from Montalcino paired with homemade gourmet bites at a guided tasting.
- 11 reviews
- 4.82★
- Duration
- 1h 30m
- start times · Mon–Sat
- 2
Montalcino Wine Tasting: 6 Wines & Tuscan TerroirSeated wine tasting in Montalcino with 6 Tuscan wines in 3 flights, trained sommelier guidance, and bottled water. Choose from 4 tasting options.
- 9 reviews
- 4.78★
- Duration
- 45m
- start times · Mon–Sat
- 4
Chianti: Brunello Wine Tasting & Tuscan CharcuterieChianti wine tasting with Brunello, Rosso di Montalcino, barrel sampling, cured meats and cheese. One hour, small groups, organic vineyard.
- 7 reviews
- 5.00★
- Duration
- 1h 30m
Montalcino Wine Tour: Brunello Tasting & Tuscan LunchFull-day Montalcino wine tour from 10am with tastings at 4 wineries, 4-course lunch at a villa, and cellar visits. Includes transport and all fees.
- 6 reviews
- 4.17★
- Duration
- 9h
- Thu–Sat
- 10:00
Montalcino wine tasting: Brunello, olive oil & local flavorsTaste Brunello di Montalcino and saffron beer in a cellar, then eat bruschetta with saffron oil, salami with saffron honey.
- 3 reviews
- 5.00★
- Duration
- 3h 30m
- Mon, Wed and Fri
- 10:00
Chianti Classico Wine Tasting at Viticcio: Winery Tour & 3 WinesSpend 90 minutes at Viticcio winery in Chianti Classico with a guided tour of the production process.
- 3 reviews
- 5.00★
- Duration
- 1h 30m
- start times · Every day
- 2
Chianti: Brunello Wine Tasting & Tuscan LunchBrunello wine tasting at Winery Colsereno in Chianti with vineyard walk, three-course lunch, and two wines included. Small groups, vegetarian options.
- 3 reviews
- 5.00★
- Duration
- 2h 30m
Brunello Vertical Tasting Chianti: 4 Wines with Gourmet PairingsTaste four Brunello vintages paired with specially matched gourmet bites at a Chianti winery.
- 5 reviews
- 4.40★
- Duration
- 2h 30m
- start times · Mon–Fri
- 4
Montalcino vineyard picnic: Wine and Tuscan food basketSpend two hours picnicking among the vines in Montalcino with a bottle of local wine, cured meats, cheeses and bread on a blanket you choose.
- 3 reviews
- 4.00★
- Duration
- 2h
- Every day
- 18:00
Montalcino Brunello wine tour: 2 wineries with private driverPrivate Montalcino wine tour with English-speaking driver visiting two wineries for Brunello tastings and a paired lunch with Val d'Orcia views, including hotel pickup.
- 1 review
- 5.00★
- Duration
- 8h
- Every day
- 09:00
Montalcino: Brunello Wine Tasting & Tuscan Lunch TourMontalcino wine tour with Brunello tastings at three estates, four-course Tuscan lunch, and hotel pickup. Five hours, small groups, multilingual guide.
- 1 review
- 5.00★
- Duration
- 5h
- Thu–Sat
- 10:00
Chianti: Organic Wine Tasting & Vineyard Tour with LunchTaste four organic wines at a family-run Chianti vineyard with cellar tour, olive oil, local cheeses and cold cuts. English or Italian guide included.
- 1 review
- 5.00★
- Duration
- 1h–3h
Montalcino: Brunello Wine Tasting & Vineyard TourFamily winery in Montalcino with vineyard walk, cellar tour, 4-wine tasting and Tuscan cheese. Small groups, expert sommelier, no crowds.
- 1 review
- 5.00★
- Duration
- 40m
- start times · Every day
- 3
Tuscan Pasta Cooking Class with Brunello Wine Tasting in ChiantiLearn to make fresh Tuscan pasta by hand in Chianti, then taste Brunello di Montalcino straight from the barrel while you eat what you cooked.
- 1 review
- 5.00★
- Duration
- 3h 30m
- Mon–Sat
- 11:00
Montalcino vineyard trek with wine and cheese tastingTrek through Brunello vineyards in Montalcino with a sommelier, taste Pecorino di Pienza at the dairy, and enjoy lunch in the cellar paired with local wines.
- 1 review
- 5.00★
- Duration
- 6h–8h
- Every day
- 09:00
Chianti: Etruscan Winery, 4-Course Lunch & Wine TastingAncient Etruscan cellar tour in Chianti with 4-course lunch paired to 6 regional wines. Family-friendly, vegetarian options, public transport nearby.
- Duration
- 2h 30m
Radda in Chianti: Wine Tasting & Winery Tour SangioveseWine tasting in Radda in Chianti with barrel cellar tour, three Chianti wines and Vermouth. Learn about the winemaking process in this medieval village.
- Duration
- 1h
- start times · Mon–Sat
- 4
Chianti Wine Tasting & Dinner with SommelierFour-wine tasting led by sommelier plus three-course dinner at SiChef Villa. Learn wine pairings, aromas and food matching in Tuscan hills setting.
- Duration
- 2h
- Fri and Sat
- 17:30
Montalcino & Chianti: Private Wine Tasting Small Group TourPrivate Montalcino wine tour with two tastings at boutique wineries, Brunello di Montalcino education, and medieval fortress walk. Small groups only.
- Duration
- 6h
Wine Tasting Chianti: Brunello straight from the barrelTour a Tuscan vineyard and cellar to taste Brunello and Rosso di Montalcino, sample directly from wooden barrels, and enjoy homemade bread with olive oil.
- Duration
- 1h 25m
- Every day
- 10:30
Montalcino Brunello wine tour with lunch: Taste at the barrelVisit Winery Colsereno to taste Brunello di Montalcino, walk the vineyards, and enjoy a three-course Tuscan lunch with transport included.
- Duration
- 2h 30m
- Mon–Sat
- 12:30
Montalcino: Pasta Class, Wine Tasting & Sunset DinnerMake pinci pasta at a Montalcino winery, taste Brunello wine, and enjoy a 3-course dinner at sunset. Includes pickup and multilingual guide.
- 1 review
- 5.00★
- Duration
- 5h
Chianti: E-Bike Tour & Wine Tasting with SommelierE-bike through Chianti vineyards between Florence and Siena, then taste wines guided by a sommelier at a historic winery. Helmet and lunch included.
- Duration
- 4h
- start times · Mon–Fri
- 2
The top 12 of 32 options, side by side
✓ 2026-11-03| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| Chianti Classico: Organic Winery Tour & Wine TastingOur pickGroup of up to 14 | € 40 per person | 2h | 4.90★ · 136 | Every day · 2 start times | English, French, Italian |
| Livorno to Chianti: Private Tuscany Wine Tour & PickupTop ratedPrivate · Pickup offered | € 459 per person | 9h | 4.97★ · 92 | Every day · 7 start times | English |
| Montalcino Wine Tasting: 6 Wines & Tuscan TerroirBest value | € 30 per person | 45m | 4.78★ only 9 reviews | Mon–Sat · 4 start times | English, Italian |
| Greve in Chianti: Organic Winery Tour & Wine TastingGroup of up to 12 | € 50 per person | 1h 30m | 4.72★ · 127 | Every day · 2 start times · Season until 30 Nov | English, Italian |
| Chianti: Montefioralle Winery Tour & Wine Tasting with SnacksGroup of up to 15 | € 35 per person | 1h 15m | 4.23★ · 104 | Every day · 3 start times | English, Italian |
| Montalcino Winery Tour & Wine Tasting Chianti | € 40 per person | 1h 45m | 4.38★ · 45 | Mon–Sat · 2 start times | English, Italian |
| Chianti e-bike tour: Wine tasting and abbey in one dayGroup of up to 8 | € 280 per person | 6h | 5.00★ · 20 | Every day except Tuesday · 09:00 | English, Italian |
| Montalcino: Brunello Wine Tasting & Vineyard Tour | € 80 per person | 2h 30m | 5.00★ · 18 | Mon–Sat · 2 start times | English, Italian |
| Radda in Chianti: Private Cooking Class & Wine TastingPrivate | € 151 per person | 3h | 5.00★ · 12 | Every day · 10:00 | English, French, Italian +1 |
| Radda in Chianti: Wine Tasting, Cellar Tour & Tuscan Lunch | € 79 per person | 2h | 4.58★ · 12 | Next departure: 1 May 2027 | English, Italian |
| Montalcino wine tasting: 6 Brunelli with gourmet bites | € 70 per person | 1h 30m | 4.82★ · 11 | Mon–Sat · 2 start times | English, Italian |
| Chianti: Brunello Wine Tasting & Tuscan Charcuterie | € 39 per person | 1h 30m | 5.00★ only 7 reviews | Next departure: 22 Mar 2027 | English, Italian |
By what you need
- Private (6): Livorno to Chianti: Private Tuscany Wine Tour & Pickup (€ 459) · Radda in Chianti: Private Cooking Class & Wine Tasting (€ 151) · Montalcino Brunello wine tour: 2 wineries with private driver (€ 599)
- Small groups (up to 15) (16): Chianti Classico: Organic Winery Tour & Wine Tasting (€ 40) · Greve in Chianti: Organic Winery Tour & Wine Tasting (€ 50) · Chianti: Montefioralle Winery Tour & Wine Tasting with Snacks (€ 35)
- With pickup (4): Livorno to Chianti: Private Tuscany Wine Tour & Pickup (€ 459) · Montalcino Brunello wine tour: 2 wineries with private driver (€ 599) · Chianti: Organic Wine Tasting & Vineyard Tour with Lunch (€ 62)
Chianti Wine Tour at a glance
- Our pick: Chianti Classico: Organic Winery Tour & Wine Tasting, € 40 (2h, 4.90★ · 136).
- Top rated: Livorno to Chianti: Private Tuscany Wine Tour & Pickup, € 459 (9h, 4.97★ · 92).
- Best value: Montalcino Wine Tasting: 6 Wines & Tuscan Terroir, € 30 (45m, 4.78★ · only 9 reviews).
Real price per person across the 32 options: € 30–€ 599 (median € 79). With 100+ reviews: 3 of 32.
Of the 32 options: 30 with live guides in English, 27 with free cancellation, 25 with instant confirmation, 4 with hotel pickup, 15 kid-friendly, 6 private and 20 bookable last-minute.
How we rank: quality, number of reviews and relevance to the topic. In the comparison table, our top 3 comes first. Price per person.