Montalcino Wine Tours 40 options
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Siena: Brunello di Montalcino Wine Tour & Tuscan LunchFull-day Brunello wine tour from Siena with three tastings, family winery lunch, and Sant'Antimo Abbey. Small groups of eight, air-conditioned transport, local guide included.Tue, Fri, Sat and Sun · 09:30 · From age 8★ 4.92 (1,054)9hEN✓ Free cancellationfrom€ 190per person
Val d'Orcia: Brunello & Montepulciano Wine Day TripSip Brunello in Montalcino, taste Pecorino in Pienza, and explore Montepulciano’s cellars on a small-group Val d’Orcia wine tour with lunch and pickup included.Every day · 08:00 · All ages★ 4.65 (423)10h 30mEN✓ Free cancellationfrom€ 229per person
San Gimignano, Chianti & Montalcino day trip from SienaDay trip from Siena through three Tuscan hill-towns with wine tastings at two estates, lunch and samples of local olive oil and balsamic vinegar in a small group.Mon, Thu and Sun · 08:30 · All ages★ 4.29 (156)11hEN · IT · ES✓ Free cancellationfrom€ 155per person
Rome: Tuscany Wine Tour Montepulciano & Montalcino with LunchFull-day Tuscany wine tour from Rome visiting Montepulciano and Montalcino with winery tasting, lunch, and sommelier guidance. Includes round-trip bus and bilingual guide.Thu · 07:30 · All ages★ 4.90 (143)12hEN · ES✓ Free cancellationfrom€ 108per person
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
Montalcino Brunello Wine Tasting & Lunch in a CastleTaste three Tuscan wines with a sommelier in a medieval castle in Montalcino, then sit down to a three-course lunch of handmade pasta, local cheeses and cold cuts.Mon–Fri · 11:45 and 13:00 · From age 4★ 4.69 (137)1h 30mEN · IT✓ Free cancellationfrom€ 59per person
Brunello di Montalcino Wine Tour: 2 Wineries with Pairing LunchFull-day Brunello wine tour in Montalcino with visits to two boutique wineries, cellar tastings, and a pairing lunch with local specialties.Mon, Wed, Fri and Sun · 09:00 · Hotel pickup · From age 13★ 4.87 (110)8hEN✓ Free cancellationfrom€ 229per person
Montalcino wine tasting tour: Private guide, Brunello estatesPrivate guided wine tour in Montalcino with tastings at Brunello estates, lunch and snacks included. Hotel pickup from Siena or Arezzo province.Mon–Sat · Pickup optional · From age 18★ 5.00 (71)8hEN · DE · IT · ES✓ Free cancellationfrom€ 400per person
Brunello di Montalcino Wine Tour from Siena: 2 TastingsWine tour from Siena to Montalcino with tastings at two prestigious estates, a guide in English.Wed, Fri and Sun · 13:00 and 14:00 · All ages★ 4.03 (66)5h 30mEN · IT · ES✓ Free cancellationfrom€ 119per person
Montalcino Brunello Wine Tasting: 3 Tuscan wines with sommelierTaste three Tuscan wines including Brunello di Montalcino in a medieval castle with a professional sommelier guiding you through the vineyard and production methods.Mon–Fri · 10:00, 14:30 and 16:00 · From age 4★ 4.38 (66)1h 30mEN · IT✓ Free cancellationfrom€ 33per person
Montalcino & Montepulciano: Brunello Wine Tour from FlorenceFull-day Brunello and Nobile wine tour from Florence through Val d'Orcia. Includes winery visits, tastings, Pienza cheese tasting, and hotel pickup with private guide.Every day · 09:00 · Hotel pickup★ 4.94 (102)9hEN · IT · ES✓ Free cancellationfrom€ 776per group
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.Mon–Sat · 11:00, 14:30 and 15:00 · All ages★ 4.38 (45)1h 45mEN · IT✓ Free cancellationfrom€ 40per person
Florence: Chianti Wine Tasting & Montalcino Day TripFull-day Chianti wine tour from Florence with tastings at a farmhouse, visits to Montalcino and Montepulciano, lunch included, small groups, minivan with WiFi.Tue, Thu and Sun · 08:30 · All ages★ 4.77 (44)10hEN · IT✓ Free cancellationfrom€ 290per person
Florence to Val d'Orcia: Pienza, Montalcino & Monteriggioni Day TourFollow winding Tuscan roads from Florence to Renaissance Pienza, Brunello country in Montalcino and the medieval walls of Monteriggioni, all in one day.Thu and Sun · 08:00 · All ages★ 4.76 (76)11hEN · PT · ES✓ Free cancellationfrom€ 39per person
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.Every day · 08:30 · Hotel pickup★ 4.65 (26)6h–8hEN✓ Free cancellationfrom€ 499per person
Private Cheese and Wine Tour from Siena: Pienza, MontalcinoPrivate guided tour from Siena through Val d'Orcia to Pienza and Montalcino with organic cheese tasting, winery visit and Brunello wine tasting included.Every day · 09:30 · Pickup optional★ 4.98 (44)8hEN · DE · ZH · IT +2✓ Free cancellationfrom€ 700per group
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
Val d'Orcia & Montalcino: Private Tuscany Day Tour from FlorencePrivate full-day tour from Florence through Val d'Orcia, Montalcino, Montepulciano and Pienza with winery visit. Hotel pickup at 9am, includes transportation and tastings.Every day · First departure 07:00, last 16:00 · Hotel pickup · All ages★ 4.85 (27)8hEN · RU · IT✓ Free cancellationfrom€ 650per person
Hot air balloon over Val d'Orcia, Pienza & MontalcinoFloat over Val d'Orcia's rolling hills and cypress-lined valleys in a hot air balloon piloted by ENAC-certified professionals, ending with prosecco and croissants at sunrise.Every day · 06:00 · From age 5★ 4.82 (22)3h✓ Free cancellationfrom€ 350per person
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.Mon–Sat · First departure 11:00, last 16:00 · All ages★ 4.78 (9)45mEN · IT✓ Free cancellationfrom€ 30per person
San Gimignano Chianti Montalcino Wine Tour with TastingsFull-day tour from Siena through San Gimignano's medieval towers, Chianti vineyards and Montalcino, with tastings at two wineries and a guide in English, Spanish or Italian.Next departure: 1 Apr 2027 · All ages★ 4.78 (9)11hEN · IT · ES✓ Free cancellationfrom€ 140per person
Montalcino Cooking Class: Make Tuscan Pasta & LunchLearn to make pinci pasta, Tuscan sauces and traditional sweets in a four-hour cooking class in Montalcino, then eat what you've prepared with Rosso di Montalcino wine.Mon–Fri · 10:00 · All ages★ 4.63 (8)4hEN · IT✓ Instant confirmationfrom€ 190per person
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.Thu–Sat · 10:00 · All ages★ 4.17 (6)9hEN · IT✓ Instant confirmationfrom€ 370per person
Chianti & Montalcino Wine Tour from San GimignanoTaste Chianti and Brunello di Montalcino on a full-day tour from San Gimignano with two winery visits, lunch and a guide. Free time to explore Montalcino's medieval center.Mon, Thu and Sun · 11:30 · All ages★ 4.33 (6)8hEN · IT · ES✓ Free cancellationfrom€ 155per person
Montalcino Brunello Wine Tasting & Tuscan Dinner in VineyardsTaste 7 Tuscan wines including Brunello Riserva at Paradiso di Cacuci vineyard estate, paired with handmade pasta and beef tagliata at a private dinner.Tue, Thu and Sat · 18:30 · From age 18★ 4.80 (5)3hEN · IT✓ Free cancellationfrom€ 165per person
Val d'Orcia tour from Siena: Montalcino, Pienza, MontepulcianoDay trip from Siena through Val d'Orcia with stops in Montalcino for Brunello wine tasting, Pienza for a three-course lunch.Every day · 08:30 · All ages★ 4.75 (8)10h–11hEN✓ Free cancellationfrom€ 229per person
Brunello di Montalcino Wine Tasting Private Winery TourFive hours from your Siena hotel in a private Mercedes van with a sommelier-guide born in Montalcino: walk the vineyards, tour the cellars.Every day · 09:30 · Hotel pickup · Ages 18–80★ 5.00 (3)5hEN · IT✓ Free cancellationfrom€ 250per person
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.Mon, Wed and Fri · 10:00 · All ages★ 5.00 (3)3h 30mEN · IT✓ Instant confirmationfrom€ 230per person
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.Every day · 18:00 · From age 18★ 4.00 (3)2h✓ Free cancellationfrom€ 30per person
Montepulciano Pienza Montalcino Tour: Medieval TownsDrive from Siena into the Orcia Valley to visit three medieval wine towns in one day (Montepulciano, Pienza and Montalcino) with hotel pickup.Every day · 09:00 · Hotel pickup★ 5.00 (5)8h–9hEN✓ Free cancellationfrom€ 988per group
Montalcino Montepulciano Tour: Wine Cheese TastingPrivate tour from Siena through Val d'Orcia UNESCO site, stopping at medieval villages and a Brunello winery for lunch and wine tasting.Every day · 09:00 · Pickup optional · From age 3★ 5.00 (2)7h–8hEN · IT · ES✓ Free cancellationfrom€ 520per person
Private Montalcino and Pienza Tour from Siena: Val d'OrciaPrivate tour from Siena through Val d'Orcia to Montalcino and Pienza, sampling local cheese and wine while enjoying Tuscan lunch in the rolling countryside.Every day · 09:30 · Pickup optional · From age 3★ 4.00 (3)6hEN · IT · ES✓ Free cancellationfrom€ 467per person
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.Every day · 09:00 · Hotel pickup★ 5.00 (1)8hEN✓ Free cancellationfrom€ 599per person
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.Every day · 10:00, 10:40 and 16:15 · From age 18★ 5.00 (1)40mEN · IT✓ Free cancellationfrom€ 45per person
Brunello di Montalcino Wine Tour: Vineyard Tasting & Lunch in SienaVisit a Brunello vineyard near Siena for organic wine tasting and a three-course Tuscan lunch with vineyard views, including hotel pickup and dropoff.Mon · 11:30 · From age 6★ 5.00 (1)4hEN · IT✓ Free cancellationfrom€ 149per person
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.Every day · 09:00 · Pickup optional · From age 18★ 5.00 (1)6h–8hEN · DE · IT · ES✓ Free cancellationfrom€ 197per person
Hot Air Balloon over Val d'Orcia, Pienza & MontalcinoFloat over Val d'Orcia's rolling hills and vineyards in a hot air balloon, then enjoy champagne breakfast at your hotel after your flight.Every day★ 5.00 (1)3h✓ Free cancellationfrom€ 2,600per group
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.Mon–Sat · Ages 18–906hEN · IT✓ Free cancellationfrom€ 380per person
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.Mon–Sat · 12:00 and 12:30 · From age 182h 30mEN · IT✓ Free cancellationfrom€ 79per person
The top 12 of 40 options, side by side
✓ 2026-10-29| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| Siena: Brunello di Montalcino Wine Tour & Tuscan LunchOur pick | € 190 per person | 9h | 4.92★ · 1,054 | Tue, Fri, Sat and Sun · 09:30 | English |
| Florence to Val d'Orcia: Pienza, Montalcino & Monteriggioni Day TourBest value | € 39 per person | 11h | 4.76★ · 76 | Thu and Sun · 08:00 | English, Spanish, Portuguese |
| Montalcino: Olive Oil Mill Tour & Tasting with Local ProducerTop rated | € 70 per person | 1h 30m | 4.97★ · 141 | Every day · 10:30, 13:00 and 16:00 | English, Spanish, Italian |
| Val d'Orcia: Brunello & Montepulciano Wine Day Trip | € 229 per person | 10h 30m | 4.65★ · 423 | Every day · 08:00 | English |
| San Gimignano, Chianti & Montalcino day trip from Siena | € 155 per person | 11h | 4.29★ · 156 | Mon, Thu and Sun · 08:30 | English, Spanish, Italian |
| Rome: Tuscany Wine Tour Montepulciano & Montalcino with Lunch | € 108 per person | 12h | 4.90★ · 143 | Thu · 07:30 | English, Spanish |
| Montalcino Brunello Wine Tasting & Lunch in a Castle | € 59 per person | 1h 30m | 4.69★ · 137 | Mon–Fri · 11:45 and 13:00 | English, Italian |
| Brunello di Montalcino Wine Tour: 2 Wineries with Pairing Lunch | € 229 per person | 8h | 4.87★ · 110 | Mon, Wed, Fri and Sun · 09:00 | English |
| Montalcino wine tasting tour: Private guide, Brunello estates | € 400 per person | 8h | 5.00★ · 71 | Mon–Sat | English, German, Spanish +1 |
| Brunello di Montalcino Wine Tour from Siena: 2 Tastings | € 119 per person | 5h 30m | 4.03★ · 66 | Wed, Fri and Sun · 13:00 and 14:00 | English, Spanish, Italian |
| Montalcino Brunello Wine Tasting: 3 Tuscan wines with sommelier | € 33 per person | 1h 30m | 4.38★ · 66 | Mon–Fri · 10:00, 14:30 and 16:00 | English, Italian |
| Montalcino & Montepulciano: Brunello Wine Tour from Florence | € 97 per person€ 776 per group (split 8 ways) | 9h | 4.94★ · 102 | Every day · 09:00 | English, Spanish, Italian |
Montalcino Wine Tours at a glance
- Our pick: Siena: Brunello di Montalcino Wine Tour & Tuscan Lunch, € 190 (9h, 4.92★ · 1,054).
- Best value: Florence to Val d'Orcia: Pienza, Montalcino & Monteriggioni Day Tour, € 39 (11h, 4.76★ · 76).
- Top rated: Montalcino: Olive Oil Mill Tour & Tasting with Local Producer, € 70 (1h 30m, 4.97★ · 141).
Real price per person across the 40 options: € 30–€ 650 (median € 155). With 100+ reviews: 8 of 40.
Of the 40 options: 37 with free cancellation, 35 with instant confirmation, 12 with hotel pickup, 24 kid-friendly, 10 private and 29 bookable last-minute.
How we rank: quality, number of reviews and relevance to the topic. In the comparison table, our top 3 comes first. Real price per person: the group price divided by the seats it includes.