Pienza Cheese Tours 14 options
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Siena: Pienza & Montepulciano Day Trip with Farm LunchSmall-group tour from Siena through Val d'Orcia to Pienza and Montepulciano with minivan transport, farm lunch, wine, and winery tasting. Max 8 passengers.Mon, Thu, Fri and Sat · 09:30 · All ages★ 4.90 (345)8hEN✓ Free cancellationfrom€ 190per 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
Chianti & Brunello wine tour from Siena: Small group, 2 wineriesVisit Siena with a licensed guide, taste Chianti Classico at an organic winery with Tuscan lunch, sample Brunello di Montalcino at a family estate.Next departure: 19 Mar 2027 · Ages 18–75★ 5.00 (28)8h–9hEN · IT✓ Free cancellationfrom€ 235per person
Pienza & Montepulciano wine tour from Siena: Nobile tastingsDay trip from Siena through Valdorcia valley to taste Nobile di Montepulciano and Super Tuscan wines in historic cellars, enjoy cheese farm lunch.Every day · 09:00 · Hotel pickup · From age 12★ 4.89 (27)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
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
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
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
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
Pienza cooking class with market tour: Learn pasta and tiramisuSmall group cooking class in Pienza with local market tour, hands-on pasta and tiramisu instruction, Italian aperitivo and wine tasting included.Next departure: 7 Feb 2027 · All ages★ 5.00 (1)5hEN · IT✓ Free cancellationfrom€ 99per person
Sheep Farm Tour with Pecorino & Craft Beer near PienzaVisit a working sheep farm near Pienza to learn how ricotta and five types of pecorino cheese are made, then taste them with farmhouse craft beer or red wine.Mon–Fri · 11:30 and 13:00★ 5.00 (1)1h 30mEN · IT✓ Free cancellationfrom€ 56per 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
Cooking demo and dinner in Pienza: 4-course meal at a local homeCook alongside a Cesarine host in their Pienza home, then sit down to a 4-course meal of handmade pasta and regional wine: lunch or dinner, your choice.Every day · 12:00 and 19:00 · All ages2h 30mEN · IT✓ Free cancellationfrom€ 85per person
The top 12 of 14 options, side by side
✓ 2026-10-29| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| Siena: Pienza & Montepulciano Day Trip with Farm LunchOur pick | € 190 per person | 8h | 4.90★ · 345 | Mon, Thu, Fri and Sat · 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 |
| Sheep Farm Tour with Pecorino & Craft Beer near PienzaShortest | € 56 per person | 1h 30m | 5.00★ only 1 review | Mon–Fri · 11:30 and 13:00 | English, Italian |
| Chianti & Brunello wine tour from Siena: Small group, 2 wineries | € 235 per person | 8h–9h | 5.00★ · 28 | Next departure: 19 Mar 2027 | English, Italian |
| Pienza & Montepulciano wine tour from Siena: Nobile tastings | € 499 per person | 6h–8h | 4.89★ · 27 | Every day · 09:00 | English |
| Private Cheese and Wine Tour from Siena: Pienza, Montalcino | € 117 per person€ 700 per group (split 6 ways) | 8h | 4.98★ · 44 | Every day · 09:30 | English, German, Spanish +3 |
| Hot air balloon over Val d'Orcia, Pienza & Montalcino | € 350 per person | 3h | 4.82★ · 22 | Every day · 06:00 | — |
| Val d'Orcia tour from Siena: Montalcino, Pienza, Montepulciano | € 229 per person | 10h–11h | 4.75★ only 8 reviews | Every day · 08:30 | English |
| Montepulciano Pienza Montalcino Tour: Medieval Towns | € 141 per person€ 988 per group (split 7 ways) | 8h–9h | 5.00★ only 5 reviews | Every day · 09:00 | English |
| Private Montalcino and Pienza Tour from Siena: Val d'Orcia | € 467 per person | 6h | 4.00★ only 3 reviews | Every day · 09:30 | English, Spanish, Italian |
| Pienza cooking class with market tour: Learn pasta and tiramisu | € 99 per person | 5h | 5.00★ only 1 review | Next departure: 7 Feb 2027 | English, Italian |
| Montalcino vineyard trek with wine and cheese tasting | € 197 per person | 6h–8h | 5.00★ only 1 review | Every day · 09:00 | English, German, Spanish +1 |
Pienza Cheese Tours at a glance
- Our pick: Siena: Pienza & Montepulciano Day Trip with Farm Lunch, € 190 (8h, 4.90★ · 345).
- Best value: Florence to Val d'Orcia: Pienza, Montalcino & Monteriggioni Day Tour, € 39 (11h, 4.76★ · 76).
- Shortest: Sheep Farm Tour with Pecorino & Craft Beer near Pienza, € 56 (1h 30m, 5.00★ · only 1 review).
Real price per person across the 14 options: € 39–€ 520 (median € 190). With 100+ reviews: 1 of 14.
Of the 14 options: 14 with free cancellation, 12 with instant confirmation, 5 with hotel pickup, 8 kid-friendly, 4 private and 9 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.